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Property Name

Guest Rating

6+
7+
8+
9+

Stars

2 stars
3 stars
4 stars

Cities

  • Great Barrington
  • Lenox
  • North Adams
  • Pittsfield
  • South Lee
  • Stockbridge
  • Williamstown

Brands

  • Ascend Collection
  • Bedandbreakfast.com
  • Best Western Plus
  • Fairfield Inn by Marriott
  • Hampton Inn & Suites
  • Holiday Inn
  • Holiday Inn Express
  • Howard Johnson
  • Independent
  • No brand

Property Types

  • Hotel
  • Resort
Holiday Inn Club Vacations Oak N Spruce Resort By IHG Thumbnail
Holiday Inn Club Vacations Oak N Spruce Resort By IHG
South Lee, 190 Meadow Street
Located in South Lee and within 5 mi of Norman Rockwell Museum, Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires has barbecue facilities and nonsmoking rooms. Featuring family rooms, this property also provides a seasonal outdoor pool, an indoor pool, a fitness center and a bar. All rooms feature a flat-screen TV, a seating area, a kitchen and a private bathroom. Free WiFi is available. Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires also provides guests with a children's playground. Adams is 25 mi from the accommodations. The nearest airport is Bradley International Airport, 38 mi from the property.
8.83.5 Star Hotel
10

Multiple things to do. Great family get away

10

Location and ability to prepare meals.

3

We have a happy memory from the past there.

5 Recent Reviews

Starting From

$184

per night

The Black Swan Lee - Lenox, an Ascend Collection Hotel Thumbnail
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee, 435 Laurel Street
The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains. The hotel is close to several area attractions and local points of interest like Tanglewood Music Festival, Norman Rockwell Museum and Jacob's Pillow. The Berkshires is an area rich in outdoor recreational opportunities. Enjoy the sparkling Laurel Lake right in the hotel's backyard where you can go swimming, fishing or boating. Several golf courses, ski slopes and parks are close to the hotel. Stay with us and ski at Ski Butternut. Spend the day shopping for that must-have item at the Lee Premium Outlets. Relax with a delicious meal or cocktail at the Bombay Bar & Grill, located on the premises and watch the sun set over the lake after a full day of activities in the Berkshires. Guests of The Black Swan Inn, Ascend Hotel Collection are invited to enjoy amenities like free wireless high-speed Internet access and free local calls. All spacious guest rooms of this Massachusetts hotel are nonsmoking and are equipped with refrigerators, Keurig coffee makers, hair dryers, irons, ironing boards, desks and cable TV. Some rooms feature balconies and whirlpool bathtubs.
8.63 Star Hotel
8

Clean, modern room. Car chargers out front for our EV.

9

Great stay, I recommend! Clean and comfortable beds. Free breakfast with a beautiful lake view. Convenient location in the Berkshires.

9

A fabulous stay- the location is great and the staff really aims to please. The breakfast bar is well stocked and I truly enjoyed my time, wish I could have stayed longer. Check out the onsite restaurant, Mint, the food is delicious!

5 Recent Reviews

Starting From

$98

per night

The Red Lion Inn Thumbnail
The Red Lion Inn
Stockbridge, 30 Main Street
Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options. We are only a short distance from area points of interest. The Red Lion Inn elegantly combines old-world charm including antiques, tea pots and a birdcage elevator with many modern amenities, including free Wi-Fi. Guests at the hotel can also enjoy the year-round outdoor pool and hot tub and an on-site gift shop. While staying at the Red Lion, guests can enjoy delicious on-site dining options at the hotel's restaurants, The Main Dining Room & Widow Bingham's Tavern both serving classic American cuisine. The Red Lion Inn offers convenient access to a number of area attractions, including the Norman Rockwell Museum. Historic homes, antique shops, boutiques and beautiful gardens are also nearby.
8.23.5 Star Hotel
9

friendly staff and relaxing on the porch with a beverage

6

History and location.

3

Beautiful hotel with great charm and character.

5 Recent Reviews

Starting From

$136

per night

Howard Johnson by Wyndham Lenox Thumbnail
Howard Johnson by Wyndham Lenox
Lenox, 462 Pittsfield Road
Featuring a garden, Howard Johnson by Wyndham Lenox is located in Lenox in the Massachusetts region, 4.6 miles from Cranwell Spa & Golf Club and 4.8 miles from Tanglewood Musical Center. Featuring a seasonal outdoor swimming pool, the 2-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel has family rooms. Guests at the hotel will be able to enjoy activities in and around Lenox, like skiing. Howard Johnson by Wyndham Lenox can conveniently provide information at the reception to help guests to get around the area. Tanglewood is 4.9 miles from the accommodation, while Norman Rockwell Museum is 10 miles from the property. Albany International Airport is 45 miles away.
6.72 Star Hotel
9

in room refrigerator and microwave Kings size was comfortable.

10

Easy to get there and bear the facility i went to. Free breakfast was nice too.

8

Quick check-in, friendly front desk staff

5 Recent Reviews

Starting From

$79

per night

Berkshires Untold Thumbnail
Berkshires Untold
Lenox, 194 Pittsfield Road
Located in Lenox, 3.4 miles from Cranwell Spa & Golf Club, Berkshires Untold has accommodations with a shared lounge, free private parking, a terrace and a restaurant. Featuring a bar, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property provides a 24-hour front desk and a concierge service for guests. At the hotel, rooms include a desk. The rooms in Berkshires Untold are equipped with a flat-screen TV and free toiletries. À la carte and American breakfast options are available at the accommodation. Guests at Berkshires Untold will be able to enjoy activities in and around Lenox, like hiking. Tanglewood Musical Center is 3.6 miles from the hotel, while Tanglewood is 3.7 miles from the property. Albany International Airport is 47 miles away.
8.33.5 Star Hotel
7

I really enjoyed the ambiance this hotel provided. The outdoor seating was perfect for a beautiful late summer afternoon. Staff were friendly and kind. Room was clean.

8

Location and attentive staff.

8

great ambiance

4 Recent Reviews

Starting From

$96

per night

The Yankee, Trademark Collection by Wyndham Thumbnail
The Yankee, Trademark Collection by Wyndham
Lenox, 461 Pittsfield Road
Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest. This contemporary, nonsmoking hotel is near plenty of restaurants as well as Tanglewood, Jacob’s Pillow, and MASS MoCA. Admire original work at the Norman Rockwell Museum, 19th century paintings at The Clark, and stunning fall foliage in Mount Greylock State Reservation. Albany International Airport (ALB) is 48 miles away.
8.42.5 Star Hotel
8

Super nice to be able to park right near your room that doesn?t happen everywhere we stay.

9

The hotel is clean, the beds are very comfortable, and the prices are reasonable.

10

Room was spotless, bathroom had great lighting (for doing makeup), full size bath products supplied, room w/a sliding glass door to a patio and 2 chairs was a nice bonus. Free b-fast convenient. As a solo woman I felt safe here. 24 he front desk.

5 Recent Reviews

Starting From

$117

per night

Holiday Inn Express & Suites Pittsfield Berkshires By IHG Thumbnail
Holiday Inn Express & Suites Pittsfield Berkshires By IHG
Pittsfield, 1055 South Street
Your Gateway to Relaxation and Adventure in the Heart of the Berkshires Discover the perfect home base for your next getaway at our brand-new hotel, nestled in the scenic Berkshires of Western Massachusetts. Whether you're here for a peaceful weekend escape, a family adventure, or a couples retreat, we offer everything you need to rest, recharge, and explore. Start Your Day Right: Every morning begins with our complimentary Express Start™ breakfast, featuring hot options, fresh fruit, and grab-and-go choices—perfect fuel before a day of exploring. Leisure-Focused Amenities: Heated Indoor Pool – Open daily for a refreshing dip or family splash time. Fitness Center – Stay active with cardio equipment and weights. EV Charging Stations – Convenient for eco-conscious road trippers. Pet-Friendly Rooms – Bring your four-legged family members along. Complimentary Parking – No stress, no extra fees. Explore the Berkshires: Step outside and you're just minutes from the region’s top attractions: Hiking trails with stunning mountain views Tanglewood and live music venues Norman Rockwell Museum, Hancock Shaker Village, and more Charming small towns, art galleries, and farm-to-table dining The Perfect Berkshires Base: Whether you're here for leaf-peeping, skiing, summer concerts, or just some well-earned R&R, our central location in Pittsfield makes exploring easy and relaxing.
9.22.5 Star Hotel
8

Clean spacious room, very quiet. Loved the refrigerator, microwave & coffee machine in the room. Excellent for the price which also included breakfast. Would definitely stay there again!

1 Recent Review

Starting From

$151

per night

The Whitlock by The Lenox Collection Thumbnail
The Whitlock by The Lenox Collection
Lenox, 16 Church Street
Located in Lenox, 1.5 miles from Tanglewood Musical Center, The Whitlock by The Lenox Collection provides accommodations with a garden, free private parking and a bar. This 3-star hotel offers luggage storage space and free WiFi. Cranwell Spa & Golf Club is 1.5 miles away and Tanglewood is 1.6 miles from the hotel. The hotel has a sun terrace. Guests at The Whitlock by The Lenox Collection will be able to enjoy activities in and around Lenox, like skiing and cycling. Norman Rockwell Museum is 6.7 miles from the accommodation, while Great Falls is 26 miles away. Albany International Airport is 48 miles from the property.
83 Star Hotel
5

Location in center of town.

1 Recent Review

Starting From

$124

per night

Hampton Terrace Inn Thumbnail
Hampton Terrace Inn
Lenox, 91 Walker St.
Hampton Terrace Inn has a garden, terrace, a bar and tennis court in Lenox. With a seasonal outdoor swimming pool, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel features a hot tub and a 24-hour front desk. The rooms come with a flat-screen TV with cable channels, a coffee machine, a shower, free toiletries and a closet. A buffet, vegetarian or vegan breakfast is available at the property. At the hotel you'll find a restaurant serving American cuisine. Vegetarian, dairy-free and vegan options can also be requested. At Hampton Terrace Inn guests are welcome to use a spa center. Guests at the accommodation will be able to enjoy activities in and around Lenox, like skiing. Cranwell Spa & Golf Club is 1.3 miles from Hampton Terrace Inn, while Tanglewood Musical Center is 1.6 miles from the property. Albany International Airport is 48 miles away.
9.44 Star Hotel

Starting From

$274

per night

Courtyard by Marriott Lenox Berkshires Thumbnail
Courtyard by Marriott Lenox Berkshires
Lenox, 70 Pittsfield Road
Located in Lenox, 2.9 miles from Cranwell Spa & Golf Club, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace. Providing a restaurant, the property also features a bar, as well as an indoor pool and a hot tub. The property has a 24-hour front desk and a business center for guests. An American breakfast is available at the hotel. Tanglewood Musical Center is 3 miles from Courtyard by Marriott Lenox Berkshires, while Tanglewood is 3.1 miles away. Albany International Airport is 48 miles from the property.
8.63 Star Hotel
10

Modern, convenient, nice pool and gym, friendly helpful staff

9

VERY CLEAN, ACCOMMODATING STAFF

7

Location and relative newness.

3 Recent Reviews

Starting From

$172

per night

Hilton Garden Inn Lenox/Pittsfield Thumbnail
Hilton Garden Inn Lenox/Pittsfield
Pittsfield, 1032 South Street
Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodations in Pittsfield. The hotel has a fitness center and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar. All rooms come with a TV with cable channels. The rooms are fitted with a private bathroom equipped with a bath or shower. For your comfort, you will find free toiletries and a hair dryer. Albany is 30 mi from hilton garden inn lenox, while Adams is 17 mi away. The nearest airport is Albany International Airport, 36 mi from Hilton Garden Inn Lenox/Pittsfield/Berkshires.
8.33 Star Hotel
8

Nice hotel. Clean. Great beds.

8

It was fine for what I needed: a clean, comfortable place to stay for 1 night while I was on the way from point A to point B. It was not what I'd call a destination resort, but it was well maintained. Good restaurant in the lobby.

4

The staff was kind and helpful.

5 Recent Reviews

Starting From

$177

per night

Doctor Sax House Thumbnail
Doctor Sax House
Lenox, 35 Walker Street
Located in Lenox, 1.5 miles from Tanglewood Musical Center, Doctor Sax House has accommodations with a shared lounge, free private parking, a terrace and a restaurant. With a bar, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property provides a concierge service and luggage storage space for guests. At the hotel, the rooms have a closet. All rooms in Doctor Sax House are equipped with a coffee machine and an iPad. The accommodation offers an à la carte or American breakfast. Speaking English and Spanish at the 24-hour front desk, staff are willing to help at any time of the day. Cranwell Spa & Golf Club is 1.5 miles from Doctor Sax House, while Tanglewood is 1.6 miles from the property. Albany International Airport is 48 miles away.
9.24 Star Hotel

Starting From

$369

per night

Hampton Inn By Hilton & Suites Berkshires-Lenox Thumbnail
Hampton Inn By Hilton & Suites Berkshires-Lenox
Lenox, 445 Pittsfield Rd
This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic downtown Lenox and features a variety of free amenities along with comfortable and modern accommodations. The Hampton Inn and Suites Berkshires-Lenox is located close to historical sites, museums and many recreational activities. Jiminy Peak Ski Resort, the Tanglewood Music Center and the Colonial Theatre can all be found nearby. Guests at the Berkshires-Lenox Hampton Inn and Suites can start each day with a free hot breakfast after a restful night of sleep on signature Cloud Nine beds. On-site, guests can also enjoy a modern fitness center, an indoor swimming pool and a cozy lobby featuring a fireplace.
8.82.5 Star Hotel
10

The staff was super nice, inviting and they all seemed happy to be there! Very refreshing!

10

Clean, bright beautiful & great location!

10

Very clean. Excellent breakfast. Plenty of parking. Walk to Papa John¿s for pizza.

5 Recent Reviews

Starting From

$192

per night

Holiday Inn Express Great Barrington By IHG Thumbnail
Holiday Inn Express Great Barrington By IHG
Great Barrington, 415 Stockbridge Rd
Located in Great Barrington, 7.2 miles from Norman Rockwell Museum, Holiday Inn Express Great Barrington by IHG provides accommodations with a fitness center, free private parking and a shared lounge. With free WiFi, this 2-star hotel offers a business center. The hotel features an indoor pool, hot tub and a 24-hour front desk. Certain rooms will provide you with a kitchenette with a fridge and a microwave. Guests at the hotel will be able to enjoy activities in and around Great Barrington, like hiking, skiing and cycling. Cranwell Spa & Golf Club is 11 miles from Holiday Inn Express Great Barrington by IHG, while Tanglewood Musical Center is 11 miles away. Bradley International Airport is 47 miles from the property.
8.52.5 Star Hotel
9

I asked for a quiet room on the top floor, because I am a light sleeper. Excellent.

10

The breakfast was an important part of my trip for the time and money

9

It has what the website states, it is close to town and family

5 Recent Reviews

Starting From

$139

per night

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires Thumbnail
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington, 249 Stockbridge Road, Route 7
Located in Great Barrington, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires has air-conditioned rooms with free WiFi. Featuring family rooms, this property also provides guests with a playground. Tanglewood Musical Center is 12 miles away and Tanglewood is 12 miles from the hotel. The hotel offers a buffet or continental breakfast. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires offers 3-star accommodations with an indoor pool, fitness center and hot tub. Guests at the accommodation will be able to enjoy activities in and around Great Barrington, like hiking and skiing. Free private parking and a business center are available, as well as a 24-hour front desk. Norman Rockwell Museum is 7.6 miles from Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, while Cranwell Spa & Golf Club is 11 miles from the property. Bradley International Airport is 47 miles away.
8.82.5 Star Hotel
10

Very good breakfast.

10

The overall staff It was Awesome +++++++++++++

2 Recent Reviews

Starting From

$203

per night

Holiday Inn Hotel And Suites Pittsfield-Berkshires By IHG Thumbnail
Holiday Inn Hotel And Suites Pittsfield-Berkshires By IHG
Pittsfield, 1 West Street
Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts. We are 10 minutes driving time to many corporations such as General Dynamics, Lenco Armored Cars, Lockheed Martin. When you have time to relax at the hotel take advantage of our fitness center, heated indoor pool and the 101 Restaurant for Breakfast or Dinner. The hotel is located centrally to many attractions in the Berkshires such as Tanglewood, Norman Rockwell, Hancock Shaker Village, Mass Moca, Clark Art Museum, Herman Melville, Jacob Pillow, Barrington Stage and the Colonial Theater. When it is time to bring home some gifts there are many antiques shops, specialty shops in every town in the Berkshires plus there is the Lee Premium Outlet to score some great deals. We look forward to your visit and until you walk through our doors, have a great day!
7.63 Star Hotel
4

Staff was extremely helpful with the free Valet parking. Twas only a minute or two to wait for your car to be delivered to the front door of the hotel. The unfortunate thing was that Valet parking was a NECESSITY because there was zero onsite parking

10

It had everything I needed for one night of good sleep. The pool was a really nice feature.

6

Centrally located

5 Recent Reviews

Starting From

$160

per night

The Central Downtown Inn Suites Thumbnail
The Central Downtown Inn Suites
Pittsfield, 20 West Housatonic Street
Located in Pittsfield, within 7.7 miles of Cranwell Spa & Golf Club and 7.9 miles of Tanglewood Musical Center, The Central Downtown Inn Suites provides accommodations with a terrace and free WiFi throughout the property as well as free private parking for guests who drive. Each room is equipped with a patio. Guest rooms are equipped with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a shower, free toiletries and a desk. Featuring a private bathroom with a bath and a hairdryer, certain rooms at the hotel also offer a balcony. Guest rooms will provide guests with a dishwasher. Tanglewood is 8 miles from The Central Downtown Inn Suites, while Norman Rockwell Museum is 13 miles away. Albany International Airport is 45 miles from the property.
8.44 Star Hotel
7

Friendly staff. Spacious room at a good price. Great location.

10

Pet friendly and super friendly staff

9

We were very impressed with stay. The cleanliness of the hotel was the best

5 Recent Reviews

Starting From

$101

per night

Best Western Berkshire Hills Inn And Suites Thumbnail
Best Western Berkshire Hills Inn And Suites
Pittsfield, 1350 West Housatonic Street
Located off Route 20, this Pittsfield hotel is 3.5 miles from Lichtenstein Center for the Arts. The hotel features a hydro-massage tub and a gym as well as traditional rooms with free Wi-Fi. A microwave, refrigerator and coffee facilities are provided in all rooms. The Best Western Plus Berkshire Hills Inn & Suites has cable TV in the rooms. The Arrowhead Museum is 5.5 miles from the Best Western Plus Berkshire Hills Inn & Suites. Pittsfield Municipal Airport is 2.5 miles away.
8.12.5 Star Hotel
9

Very clean and neat

5

It was available

8

staff. service and how clean it was. Hotel was located near all events during our stay. Breakfast was nice as well.

5 Recent Reviews

Starting From

$111

per night

Hotel on North Thumbnail
Hotel on North
Pittsfield, 297 North Street
Located in Pittsfield and within 8.2 miles of Cranwell Spa & Golf Club, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property. The property is around 8.3 miles from Tanglewood Musical Center, 8.4 miles from Tanglewood and 13 miles from Norman Rockwell Museum. The property provides room service, an ATM and luggage storage for guests. At the hotel, each room includes a closet. Hotel on North has certain accommodations that have a safety deposit box, and rooms have a private bathroom and a desk. You can play table tennis at the accommodation. Free private parking and a business center are available, as well as a 24-hour front desk. Albany International Airport is 45 miles from the property.
9.13.5 Star Hotel
9

Staff is excellent, rooms are well appointed and nicely decorated. Beds are comfortable.

10

Thus is a beautiful and hip little hotel with large beautifully appointed rooms. The whole hotel is beautifully done. Staff is great and while dining room was closed due to COVID, we ordered in and food was very good.

10

Hotel is very central to just about everything in the area, room and the hotel in general was very clean and obviously sanitized, friendly staff, would most definitely pick this hotel again.

5 Recent Reviews

Starting From

$149

per night

Hotel Downstreet, an Ascend Collection Hotel Thumbnail
Hotel Downstreet, an Ascend Collection Hotel
North Adams, 40 Main Street
Steps from the Massachusetts Museum of Contemporary Art and placed in North Adams city center, this hotel offers a spacious on-site health club and easy access to local attractions. Guests at the Hotel Downstreet can start the day with a cup of coffee from in-room coffeemakers. The hotel also provides free wireless internet access along with an indoor pool, sauna and fitness center. A variety of leisure activities including skiing and snow boarding are available at nearby Jiminy Peak. The Hotel Downstreet is also a short distance from Heritage State Park and a number of local shopping centers.
8.33 Star Hotel
10

This hotel was well located in downtown North Adams. It was fun and trendy with an art exhibit on the ground level. Free coffee/tea/hot chocolate and apples all day. The staff were friendly and the rooms clean.

6

The attached restaurant was very good

8

Staff was friendly and helpful

5 Recent Reviews

Starting From

$132

per night

Fairfield Inn & Suites by Marriott Williamstown Thumbnail
Fairfield Inn & Suites by Marriott Williamstown
Williamstown, 430 Main Street
Featuring 3-star accommodations, Fairfield Inn & Suites by Marriott Williamstown is located in Williamstown, 16 miles from Bennington Battle Monument and 30 miles from Cranwell Spa & Golf Club. The hotel features an indoor pool, fitness center and free WiFi. The hotel offers a buffet or continental breakfast. Tanglewood Musical Center is 30 miles from Fairfield Inn & Suites by Marriott Williamstown, while Tanglewood is 30 miles away. Albany International Airport is 38 miles from the property.
8.22.5 Star Hotel
8

Accommodating. Staff was very friendly

9

The staff was amazing! Our room was nice and clean. The man at the front was very helpful and help us find a good place to have dinner.

10

The location is very quiet, the hotel is very clean, friendly staff. We was able to seat down and eat out dinner at the hotel dining room. Free parking

4 Recent Reviews

Starting From

$140

per night

The Williams Inn Thumbnail
The Williams Inn
Williamstown, 101 Spring Street
The Williams Inn has a fitness center, shared lounge, a restaurant and bar in Williamstown. Located around 15 miles from Bennington Battle Monument, the hotel with free WiFi is also 29 miles away from Cranwell Spa & Golf Club. The property has a 24-hour front desk and a concierge service for guests. The hotel will provide guests with air-conditioned rooms offering a desk, a safety deposit box, a flat-screen TV and a private bathroom with a shower. All rooms will provide guests with a fridge. Guests at The Williams Inn will be able to enjoy activities in and around Williamstown, like hiking. Tanglewood Musical Center is 29 miles from the accommodation, while Tanglewood is 29 miles from the property. Albany International Airport is 37 miles away.
9.34 Star Hotel
8

The restaurant was excellent

1 Recent Review

Starting From

$289

per night

Tourists Thumbnail
Tourists
North Adams, 915 State Road
Located in North Adams, 17 miles from Bennington Battle Monument, Tourists has accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. Among the facilities of this property are a restaurant, room service and a 24-hour front desk, along with free WiFi throughout the property. Guests can have a drink at the bar. The rooms at the hotel have air conditioning and a desk. Tourists has a terrace. Guests at the accommodation will be able to enjoy activities in and around North Adams, like hiking. Cranwell Spa & Golf Club is 31 miles from Tourists, while Tanglewood Musical Center is 31 miles from the property. Albany International Airport is 39 miles away.
93 Star Hotel

Starting From

$199

per night

Stay Berkshires Thumbnail
Stay Berkshires
Williamstown, 1146 Cold Spring Road
Located within 17 miles of Bennington Battle Monument and 26 miles of Cranwell Spa & Golf Club, Stay Berkshires has rooms in Williamstown. With a seasonal outdoor swimming pool, the 2-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. All rooms include a terrace. All rooms at the hotel come with a TV with cable channels and a safety deposit box. All guest rooms will provide guests with a fridge. Tanglewood Musical Center is 26 miles from Stay Berkshires, while Tanglewood is 26 miles from the property. Albany International Airport is 35 miles away.
6.82 Star Hotel
7

Large room and dog friendly

3

it was available and taking guests

8

Picturesque environment. Friendly and kind front desk who gave us dinner restaurant recommendations. Close proximity to downtown Williamstown, just a 2 mile drive. Decent breakfast. Cute country style inn.

5 Recent Reviews

Starting From

$199

per night

Vacation Village in the Berkshires Thumbnail
Vacation Village in the Berkshires
Hancock, 276 Brodie Mountain Road
Nestled in the scenic hills and countryside of the Berkshires in Hancock, Massachusetts, this hotel offers recreational activities. The Vacation Village in the Berkshires ideally places guests only moments away from a variety of activities, historical sites and delicious dining options. Biking trails, top-rate ski trails, fishing and swimming are all nearby. Guests can also enjoy the variety of amenities available at the Berkshires Village. The property features a state-of-the-art fitness center, private balconies and patios and fully and partially equipped kitchens. Jiminy Peak Mountain Ski Resort is 1.6 mi away from this hotel.
8.63 Star Hotel
10

The amenities, such as the indoor and outdoor pool, hot tub, game room/arcade, pool table, and movie theater.

8

The views at this resort are absolutely amazing, especially around peak foliage time in the fall. Tons of things to do on the property to stay busy. The hotel itself was beautiful and clean. Staff was super nice.

10

Love the pools and activities

5 Recent Reviews

Starting From

$108

per night

Gedney Farm Thumbnail
Gedney Farm
New Marlborough, 34 Hartsville-New Marlborough Road
Located in New Marlborough, 18 miles from Norman Rockwell Museum, Gedney Farm provides accommodations with a garden, free private parking, a terrace and a restaurant. Providing a bar, the property is located within 20 miles of Cranwell Spa & Golf Club. The accommodation has a hot tub, free WiFi and family rooms. At the hotel, each room includes air conditioning and a private bathroom. Guests at Gedney Farm will be able to enjoy activities in and around New Marlborough, like skiing. Tanglewood Musical Center is 20 miles from the accommodation, while Tanglewood is 21 miles away. Bradley International Airport is 37 miles from the property.
8.83.5 Star Hotel

Starting From

$229

per night

Prospect Berkshires Thumbnail
Prospect Berkshires
North Egremont, 50 Prospect Lake Road
Located in North Egremont, 11 miles from Norman Rockwell Museum, Prospect Berkshires provides accommodations with free bikes, free private parking, an outdoor swimming pool and a garden. 16 miles from Tanglewood Musical Center and 16 miles from Tanglewood, the property has water sports facilities, as well as a tennis court. The hotel has a terrace and mountain views, and guests can enjoy a meal at the restaurant or a drink at the bar. At the hotel, all rooms have a closet. All rooms are equipped with an electric tea pot, while some rooms come with a patio and others also provide guests with lake views. All guest rooms at Prospect Berkshires feature air conditioning and a desk. The accommodation offers a sauna. Guests at Prospect Berkshires will be able to enjoy activities in and around North Egremont, like hiking, skiing and canoeing. Cranwell Spa & Golf Club is 19 miles from the hotel, while Great Falls is 15 miles away. Albany International Airport is 50 miles from the property.
9.73 Star Hotel

Starting From

$263

per night

Where to stay in Lee

Learn about the top neighbourhoods of Lee

Explore 4 Star Lee Hotel
Hampton Terrace Inn Thumbnail

Hampton Terrace Inn

Hampton Terrace Inn has a garden, terrace, a bar and tennis court in Lenox. With a seasonal outdoor swimming pool, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel features a hot tub and a 24-hour front desk. The rooms come with a flat-screen TV with cable channels, a coffee machine, a shower, free toiletries and a closet. A buffet, vegetarian or vegan breakfast is available at the property. At the hotel you'll find a restaurant serving American cuisine. Vegetarian, dairy-free and vegan options can also be requested. At Hampton Terrace Inn guests are welcome to use a spa center. Guests at the accommodation will be able to enjoy activities in and around Lenox, like skiing. Cranwell Spa & Golf Club is 1.3 miles from Hampton Terrace Inn, while Tanglewood Musical Center is 1.6 miles from the property. Albany International Airport is 48 miles away.

9.44 Star Hotel
Starting From
$274/day
Doctor Sax House Thumbnail

Doctor Sax House

Located in Lenox, 1.5 miles from Tanglewood Musical Center, Doctor Sax House has accommodations with a shared lounge, free private parking, a terrace and a restaurant. With a bar, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property provides a concierge service and luggage storage space for guests. At the hotel, the rooms have a closet. All rooms in Doctor Sax House are equipped with a coffee machine and an iPad. The accommodation offers an à la carte or American breakfast. Speaking English and Spanish at the 24-hour front desk, staff are willing to help at any time of the day. Cranwell Spa & Golf Club is 1.5 miles from Doctor Sax House, while Tanglewood is 1.6 miles from the property. Albany International Airport is 48 miles away.

9.24 Star Hotel
Starting From
$369/day
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The Central Downtown Inn Suites

Located in Pittsfield, within 7.7 miles of Cranwell Spa & Golf Club and 7.9 miles of Tanglewood Musical Center, The Central Downtown Inn Suites provides accommodations with a terrace and free WiFi throughout the property as well as free private parking for guests who drive. Each room is equipped with a patio. Guest rooms are equipped with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a shower, free toiletries and a desk. Featuring a private bathroom with a bath and a hairdryer, certain rooms at the hotel also offer a balcony. Guest rooms will provide guests with a dishwasher. Tanglewood is 8 miles from The Central Downtown Inn Suites, while Norman Rockwell Museum is 13 miles away. Albany International Airport is 45 miles from the property.

8.44 Star Hotel
7

Friendly staff. Spacious room at a good price. Great location.

10

Pet friendly and super friendly staff

9

We were very impressed with stay. The cleanliness of the hotel was the best

5 Recent Reviews
Starting From
$101/day
Explore 3 Star Lee Hotel
Holiday Inn Club Vacations Oak N Spruce Resort By IHG Thumbnail

Holiday Inn Club Vacations Oak N Spruce Resort By IHG

Located in South Lee and within 5 mi of Norman Rockwell Museum, Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires has barbecue facilities and nonsmoking rooms. Featuring family rooms, this property also provides a seasonal outdoor pool, an indoor pool, a fitness center and a bar. All rooms feature a flat-screen TV, a seating area, a kitchen and a private bathroom. Free WiFi is available. Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires also provides guests with a children's playground. Adams is 25 mi from the accommodations. The nearest airport is Bradley International Airport, 38 mi from the property.

8.83.5 Star Hotel
10

Multiple things to do. Great family get away

10

Location and ability to prepare meals.

3

We have a happy memory from the past there.

5 Recent Reviews
Starting From
$184/day
The Black Swan Lee - Lenox, an Ascend Collection Hotel Thumbnail

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains. The hotel is close to several area attractions and local points of interest like Tanglewood Music Festival, Norman Rockwell Museum and Jacob's Pillow. The Berkshires is an area rich in outdoor recreational opportunities. Enjoy the sparkling Laurel Lake right in the hotel's backyard where you can go swimming, fishing or boating. Several golf courses, ski slopes and parks are close to the hotel. Stay with us and ski at Ski Butternut. Spend the day shopping for that must-have item at the Lee Premium Outlets. Relax with a delicious meal or cocktail at the Bombay Bar & Grill, located on the premises and watch the sun set over the lake after a full day of activities in the Berkshires. Guests of The Black Swan Inn, Ascend Hotel Collection are invited to enjoy amenities like free wireless high-speed Internet access and free local calls. All spacious guest rooms of this Massachusetts hotel are nonsmoking and are equipped with refrigerators, Keurig coffee makers, hair dryers, irons, ironing boards, desks and cable TV. Some rooms feature balconies and whirlpool bathtubs.

8.63 Star Hotel
8

Clean, modern room. Car chargers out front for our EV.

9

Great stay, I recommend! Clean and comfortable beds. Free breakfast with a beautiful lake view. Convenient location in the Berkshires.

9

A fabulous stay- the location is great and the staff really aims to please. The breakfast bar is well stocked and I truly enjoyed my time, wish I could have stayed longer. Check out the onsite restaurant, Mint, the food is delicious!

5 Recent Reviews
Starting From
$98/day
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The Red Lion Inn

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options. We are only a short distance from area points of interest. The Red Lion Inn elegantly combines old-world charm including antiques, tea pots and a birdcage elevator with many modern amenities, including free Wi-Fi. Guests at the hotel can also enjoy the year-round outdoor pool and hot tub and an on-site gift shop. While staying at the Red Lion, guests can enjoy delicious on-site dining options at the hotel's restaurants, The Main Dining Room & Widow Bingham's Tavern both serving classic American cuisine. The Red Lion Inn offers convenient access to a number of area attractions, including the Norman Rockwell Museum. Historic homes, antique shops, boutiques and beautiful gardens are also nearby.

8.23.5 Star Hotel
9

friendly staff and relaxing on the porch with a beverage

6

History and location.

3

Beautiful hotel with great charm and character.

5 Recent Reviews
Starting From
$136/day
Explore 2 Star Lee Hotel
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Howard Johnson by Wyndham Lenox

Featuring a garden, Howard Johnson by Wyndham Lenox is located in Lenox in the Massachusetts region, 4.6 miles from Cranwell Spa & Golf Club and 4.8 miles from Tanglewood Musical Center. Featuring a seasonal outdoor swimming pool, the 2-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel has family rooms. Guests at the hotel will be able to enjoy activities in and around Lenox, like skiing. Howard Johnson by Wyndham Lenox can conveniently provide information at the reception to help guests to get around the area. Tanglewood is 4.9 miles from the accommodation, while Norman Rockwell Museum is 10 miles from the property. Albany International Airport is 45 miles away.

6.72 Star Hotel
9

in room refrigerator and microwave Kings size was comfortable.

10

Easy to get there and bear the facility i went to. Free breakfast was nice too.

8

Quick check-in, friendly front desk staff

5 Recent Reviews
Starting From
$79/day
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The Yankee, Trademark Collection by Wyndham

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest. This contemporary, nonsmoking hotel is near plenty of restaurants as well as Tanglewood, Jacob’s Pillow, and MASS MoCA. Admire original work at the Norman Rockwell Museum, 19th century paintings at The Clark, and stunning fall foliage in Mount Greylock State Reservation. Albany International Airport (ALB) is 48 miles away.

8.42.5 Star Hotel
8

Super nice to be able to park right near your room that doesn?t happen everywhere we stay.

9

The hotel is clean, the beds are very comfortable, and the prices are reasonable.

10

Room was spotless, bathroom had great lighting (for doing makeup), full size bath products supplied, room w/a sliding glass door to a patio and 2 chairs was a nice bonus. Free b-fast convenient. As a solo woman I felt safe here. 24 he front desk.

5 Recent Reviews
Starting From
$117/day
Holiday Inn Express & Suites Pittsfield Berkshires By IHG Thumbnail

Holiday Inn Express & Suites Pittsfield Berkshires By IHG

Your Gateway to Relaxation and Adventure in the Heart of the Berkshires Discover the perfect home base for your next getaway at our brand-new hotel, nestled in the scenic Berkshires of Western Massachusetts. Whether you're here for a peaceful weekend escape, a family adventure, or a couples retreat, we offer everything you need to rest, recharge, and explore. Start Your Day Right: Every morning begins with our complimentary Express Start™ breakfast, featuring hot options, fresh fruit, and grab-and-go choices—perfect fuel before a day of exploring. Leisure-Focused Amenities: Heated Indoor Pool – Open daily for a refreshing dip or family splash time. Fitness Center – Stay active with cardio equipment and weights. EV Charging Stations – Convenient for eco-conscious road trippers. Pet-Friendly Rooms – Bring your four-legged family members along. Complimentary Parking – No stress, no extra fees. Explore the Berkshires: Step outside and you're just minutes from the region’s top attractions: Hiking trails with stunning mountain views Tanglewood and live music venues Norman Rockwell Museum, Hancock Shaker Village, and more Charming small towns, art galleries, and farm-to-table dining The Perfect Berkshires Base: Whether you're here for leaf-peeping, skiing, summer concerts, or just some well-earned R&R, our central location in Pittsfield makes exploring easy and relaxing.

9.22.5 Star Hotel
8

Clean spacious room, very quiet. Loved the refrigerator, microwave & coffee machine in the room. Excellent for the price which also included breakfast. Would definitely stay there again!

1 Recent Review
Starting From
$151/day
Explore Lenox - Pittsfield South Neighborhood

Nestled between Lenox and Pittsfield, this Berkshires area rich in surrounding arts and culture brushes against Kennedy Park, which features hardwood forest with old carriage roads and nearby 15 miles of trails. Visitors are within a short drive of the world-renowned Tanglewood, which serves as the summertime home of the Boston Symphony Orchestra, as well as The Mount, author Edith Wharton's home and gardens. Pittsfield, regarded as the hub of the Berkshires, is a short drive north and offers visitors a wealth of arts, culture, family-friendly sites and recreational activities.

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Berkshires Untold

Located in Lenox, 3.4 miles from Cranwell Spa & Golf Club, Berkshires Untold has accommodations with a shared lounge, free private parking, a terrace and a restaurant. Featuring a bar, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property provides a 24-hour front desk and a concierge service for guests. At the hotel, rooms include a desk. The rooms in Berkshires Untold are equipped with a flat-screen TV and free toiletries. À la carte and American breakfast options are available at the accommodation. Guests at Berkshires Untold will be able to enjoy activities in and around Lenox, like hiking. Tanglewood Musical Center is 3.6 miles from the hotel, while Tanglewood is 3.7 miles from the property. Albany International Airport is 47 miles away.

8.33.5 Star Hotel
7

I really enjoyed the ambiance this hotel provided. The outdoor seating was perfect for a beautiful late summer afternoon. Staff were friendly and kind. Room was clean.

8

Location and attentive staff.

8

great ambiance

4 Recent Reviews
Starting From
$96/day
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The Whitlock by The Lenox Collection

Located in Lenox, 1.5 miles from Tanglewood Musical Center, The Whitlock by The Lenox Collection provides accommodations with a garden, free private parking and a bar. This 3-star hotel offers luggage storage space and free WiFi. Cranwell Spa & Golf Club is 1.5 miles away and Tanglewood is 1.6 miles from the hotel. The hotel has a sun terrace. Guests at The Whitlock by The Lenox Collection will be able to enjoy activities in and around Lenox, like skiing and cycling. Norman Rockwell Museum is 6.7 miles from the accommodation, while Great Falls is 26 miles away. Albany International Airport is 48 miles from the property.

83 Star Hotel
5

Location in center of town.

1 Recent Review
Starting From
$124/day
Courtyard by Marriott Lenox Berkshires Thumbnail

Courtyard by Marriott Lenox Berkshires

Located in Lenox, 2.9 miles from Cranwell Spa & Golf Club, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace. Providing a restaurant, the property also features a bar, as well as an indoor pool and a hot tub. The property has a 24-hour front desk and a business center for guests. An American breakfast is available at the hotel. Tanglewood Musical Center is 3 miles from Courtyard by Marriott Lenox Berkshires, while Tanglewood is 3.1 miles away. Albany International Airport is 48 miles from the property.

8.63 Star Hotel
10

Modern, convenient, nice pool and gym, friendly helpful staff

9

VERY CLEAN, ACCOMMODATING STAFF

7

Location and relative newness.

3 Recent Reviews
Starting From
$172/day
Explore Williamstown - North Adams Neighborhood

Perched in the northwest corner of the state, this historic area is home to Williams College, the Massachusetts College of Liberal Arts, plenty of outdoor recreation, arts venues and much more. While touring the Williams College campus, be sure to visit the Williams College Museum of Art and The Clark Institute. North Adams' MASS MoCA, regarded as the largest center for contemporary visual and performing arts in the country, is a can't-miss, as is the area's Clarksburg State Forest, which features 4.5 miles of Appalachian Trail that passes through the forest into Vermont.

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Hotel Downstreet, an Ascend Collection Hotel

Steps from the Massachusetts Museum of Contemporary Art and placed in North Adams city center, this hotel offers a spacious on-site health club and easy access to local attractions. Guests at the Hotel Downstreet can start the day with a cup of coffee from in-room coffeemakers. The hotel also provides free wireless internet access along with an indoor pool, sauna and fitness center. A variety of leisure activities including skiing and snow boarding are available at nearby Jiminy Peak. The Hotel Downstreet is also a short distance from Heritage State Park and a number of local shopping centers.

8.33 Star Hotel
10

This hotel was well located in downtown North Adams. It was fun and trendy with an art exhibit on the ground level. Free coffee/tea/hot chocolate and apples all day. The staff were friendly and the rooms clean.

6

The attached restaurant was very good

8

Staff was friendly and helpful

5 Recent Reviews
Starting From
$132/day
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Fairfield Inn & Suites by Marriott Williamstown

Featuring 3-star accommodations, Fairfield Inn & Suites by Marriott Williamstown is located in Williamstown, 16 miles from Bennington Battle Monument and 30 miles from Cranwell Spa & Golf Club. The hotel features an indoor pool, fitness center and free WiFi. The hotel offers a buffet or continental breakfast. Tanglewood Musical Center is 30 miles from Fairfield Inn & Suites by Marriott Williamstown, while Tanglewood is 30 miles away. Albany International Airport is 38 miles from the property.

8.22.5 Star Hotel
8

Accommodating. Staff was very friendly

9

The staff was amazing! Our room was nice and clean. The man at the front was very helpful and help us find a good place to have dinner.

10

The location is very quiet, the hotel is very clean, friendly staff. We was able to seat down and eat out dinner at the hotel dining room. Free parking

4 Recent Reviews
Starting From
$140/day
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The Williams Inn

The Williams Inn has a fitness center, shared lounge, a restaurant and bar in Williamstown. Located around 15 miles from Bennington Battle Monument, the hotel with free WiFi is also 29 miles away from Cranwell Spa & Golf Club. The property has a 24-hour front desk and a concierge service for guests. The hotel will provide guests with air-conditioned rooms offering a desk, a safety deposit box, a flat-screen TV and a private bathroom with a shower. All rooms will provide guests with a fridge. Guests at The Williams Inn will be able to enjoy activities in and around Williamstown, like hiking. Tanglewood Musical Center is 29 miles from the accommodation, while Tanglewood is 29 miles from the property. Albany International Airport is 37 miles away.

9.34 Star Hotel
8

The restaurant was excellent

1 Recent Review
Starting From
$289/day
Explore Pittsfield North Neighborhood

Running from West Pittsfield to downtown Pittsfield, this area boasts a central Berkshires location within minutes of the region's very best arts, cultural and outdoor sites. Learn the history of the region at the Berkshire Museum, catch a show at the restored Colonial Theatre, stop in Pittsfield's many art galleries, or head west to the nearby Hancock Shaker Village to immerse yourself in Shaker culture. The world-famous Tanglewood, the summertime home of the Boston Symphony Orchestra, is a short drive away.

Holiday Inn Hotel And Suites Pittsfield-Berkshires By IHG Thumbnail

Holiday Inn Hotel And Suites Pittsfield-Berkshires By IHG

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts. We are 10 minutes driving time to many corporations such as General Dynamics, Lenco Armored Cars, Lockheed Martin. When you have time to relax at the hotel take advantage of our fitness center, heated indoor pool and the 101 Restaurant for Breakfast or Dinner. The hotel is located centrally to many attractions in the Berkshires such as Tanglewood, Norman Rockwell, Hancock Shaker Village, Mass Moca, Clark Art Museum, Herman Melville, Jacob Pillow, Barrington Stage and the Colonial Theater. When it is time to bring home some gifts there are many antiques shops, specialty shops in every town in the Berkshires plus there is the Lee Premium Outlet to score some great deals. We look forward to your visit and until you walk through our doors, have a great day!

7.63 Star Hotel
4

Staff was extremely helpful with the free Valet parking. Twas only a minute or two to wait for your car to be delivered to the front door of the hotel. The unfortunate thing was that Valet parking was a NECESSITY because there was zero onsite parking

10

It had everything I needed for one night of good sleep. The pool was a really nice feature.

6

Centrally located

5 Recent Reviews
Starting From
$160/day
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Best Western Berkshire Hills Inn And Suites

Located off Route 20, this Pittsfield hotel is 3.5 miles from Lichtenstein Center for the Arts. The hotel features a hydro-massage tub and a gym as well as traditional rooms with free Wi-Fi. A microwave, refrigerator and coffee facilities are provided in all rooms. The Best Western Plus Berkshire Hills Inn & Suites has cable TV in the rooms. The Arrowhead Museum is 5.5 miles from the Best Western Plus Berkshire Hills Inn & Suites. Pittsfield Municipal Airport is 2.5 miles away.

8.12.5 Star Hotel
9

Very clean and neat

5

It was available

8

staff. service and how clean it was. Hotel was located near all events during our stay. Breakfast was nice as well.

5 Recent Reviews
Starting From
$111/day
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Hotel on North

Located in Pittsfield and within 8.2 miles of Cranwell Spa & Golf Club, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property. The property is around 8.3 miles from Tanglewood Musical Center, 8.4 miles from Tanglewood and 13 miles from Norman Rockwell Museum. The property provides room service, an ATM and luggage storage for guests. At the hotel, each room includes a closet. Hotel on North has certain accommodations that have a safety deposit box, and rooms have a private bathroom and a desk. You can play table tennis at the accommodation. Free private parking and a business center are available, as well as a 24-hour front desk. Albany International Airport is 45 miles from the property.

9.13.5 Star Hotel
9

Staff is excellent, rooms are well appointed and nicely decorated. Beds are comfortable.

10

Thus is a beautiful and hip little hotel with large beautifully appointed rooms. The whole hotel is beautifully done. Staff is great and while dining room was closed due to COVID, we ordered in and food was very good.

10

Hotel is very central to just about everything in the area, room and the hotel in general was very clean and obviously sanitized, friendly staff, would most definitely pick this hotel again.

5 Recent Reviews
Starting From
$149/day

Price by Week Day

Average hotel prices peak at around $125 on Saturdays.

In Lee, hotel prices generally increase from the start of the week, with Monday averaging just over $95, peaking on Saturday at around $125 before dropping to about $85 on Sunday. The prices for weekdays tend to be lower compared to the weekend.

Price by Month

Lowest prices around $80 in July.

Hotel prices in Lee vary significantly throughout the year, with the lowest prices observed in July at around $80 and the highest in May at just over $225. February and March also feature lower rates.

How far in advance should I book?

Hotel prices in Lee approach around $146–$155 on the day before check-in.

In Lee, hotel prices typically decrease as the check-in date approaches, with prices reflecting lower availability of premium accommodations. Last-minute bookings may see some lesser-quality hotels reducing prices, though the overall trend shows higher rates the closer one gets to the check-in date.

Price by Hotel Class

Most popular star category: 2* hotels at just over $100.

In Lee, hotels are distributed across various star ratings, with prices generally increasing with the star levels. The most popular category is 2*, priced just over $100, while 3* hotels cost around $170, showing a noticeable price jump to approximately $275 for 4* accommodations.

Frequently Asked Questions

What lodging taxes and mandatory fees should I expect in Lee, MA?

Massachusetts charges a state room occupancy tax of 5.7%. Local municipalities may add up to 6% more. You will pay at least 5.7% above your room rate, with total taxes possibly approaching 11.7% if the local option is fully used. Check the folio or confirmation for the exact local percentage.

What are typical check-in/out times in Lee and how flexible are they?

Check-in at most hotels in Lee starts around 3:00 PM, with check-out by 11:00 AM. Early check-in or late check-out may be arranged by request, often for a fee. Confirm your intended check-in time with the hotel before arrival to avoid late fees.

When is Lee busiest and which events drive hotel demand?

Peak demand matches Berkshires event seasons: June to August for summer performing arts and late September to mid-October for fall foliage. Rates can rise by 15-30% within a month of major weekend events like Tanglewood concerts. Book 4-8 weeks ahead for busy weekends.

How large are seasonal rate swings for hotels in Lee?

Rates at Lee hotels can fluctuate by 20-40% between off-peak and peak seasons, based on regional trends. For example, a typical room may cost $130 on a winter weekend and rise to $190 or more during summer arts events. Check OTA price calendars for year-round comparisons by property.

Which neighborhoods or locations in/near Lee should I pick depending on my purpose (outlets vs. arts vs. highway access)?

Explore Lee Premium Outlets located within 0-1.5 miles of central hotels and Route 20. For arts venues, Lenox and Stockbridge are 6-10 miles from Lee and offer easier access to Tanglewood and area museums. Expect 15-25 minute drives from Lee to these destinations based on traffic.

Are Lee hotels generally good for remote work — Wi-Fi speeds and coworking options?

Most Lee hotels provide Wi-Fi, with reported speeds averaging 5-20 Mbps at national brands, though some small inns vary more. Dedicated coworking is limited, but the Lee Library offers occasional public workspace and the nearest coworking hubs are in Pittsfield and Great Barrington. Confirm Wi-Fi reliability with your property before booking for bandwidth-sensitive work.

How prevalent are accessibility (step-free / elevator) features in Lee lodging?

Many smaller inns and historic houses in Lee were built before ADA rules and may lack elevators or step-free access to all rooms. Chain hotels and newer properties are more likely to offer accessible rooms or ramps. Check each property’s accessibility statement before reserving.

What are payment, deposit, cancellation, family, and pet policy norms in Lee?

Major hotels accept USD and credit cards. Some small B&Bs require pre-authorization or partial prepayment. Typical pet fees when permitted range from $15 to $75 per night. Advance-purchase (non-refundable) rates are usually 10-30% below flexible rates. Review each property's terms for deposits, cancellations, or additional pet or family fees before booking.

Any lodging-specific safety or scam patterns to watch for in Lee?

No Lee-specific lodging scams have been reported by local authorities, but regional short-term rental fraud, such as fake listings, has occurred. Verify property identity and address, use major OTAs or the property's official site, and review recent guest feedback before booking.

Top Tips

  • Book stays 6 to 12 weeks before weekend Tanglewood concerts or Jacob’s Pillow festival days to avoid sharp rate increases. Enroll in your hotel’s loyalty program for member-only rates during peak festival weekends.
  • Choose hotels off Route 20 or I-90 for a 1- to 5-minute drive to Lee Premium Outlets, or downtown Lee for a 5- to 10-minute walk to restaurants. Check if your hotel offers shuttle service to the outlets or dining discounts at nearby restaurants.
  • Confirm free onsite parking at chain hotels near Lee and Route 20. Downtown B&Bs often have a limited number of spaces per guestroom.
  • Request a ground-floor or accessible room and confirm step-free access when booking historic inns, as many 19th-century properties lack elevators. Major hotel chains typically offer ADA-compliant rooms.
  • Prefer national-branded hotels (IHG, Hilton, Choice) for more reliable business Wi-Fi and wired internet options. Explore on-site business centers if you need printing or a workspace during your stay.
  • Plan midweek stays (Tuesday to Thursday) to find lower demand and improved room availability near Lee Premium Outlets. This helps you avoid weekend and holiday shopping peaks.
  • Prepare for cooler shoulder-season evenings in the Berkshires by packing a warm layer and asking your property about individual thermostat control. Some hotels may provide loaner blankets or heaters upon request at the front desk.
  • Confirm explicit check-in windows and late-arrival instructions with small properties, such as B&Bs and inns, to avoid being locked out due to limited front-desk hours. After-hours check-in may involve a secure lockbox or digital key code, so verify instructions before arrival.

Hotels in Lee