Hotel Deals in Pittsfield from $77

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.

Berkshire Mountain Lodge

Featuring an indoor swimming pool and a fitness center, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge. A full kitchen, sofa bed and flat-screen cable TV are included in each guest room. The private bathrooms are equipped with a hairdryer and free toiletries. Guests at the Pittsfield Berkshire Mountain Lodge can relax in the hot tub. A games room is also available. Berkshire Museum is 6 minutes’ drive from the lodge. Barrington Stage Company: Mainstage is 7 minutes’ drive. Tanglewood is 11 minutes' drive from the lodge.

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 restaurant and a bar. The 4-star hotel has air-conditioned rooms with a private bathroom and free WiFi. The hotel has family rooms. At the hotel, rooms include a desk. The rooms in Berkshires Untold are equipped with a flat-screen TV and free toiletries. The accommodation offers an à la carte or American breakfast. Staff at Berkshires Untold are available to give advice at the 24-hour front desk. 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.

Villager Motel

This motel, located in the heart of the Berkshire Mountains, features free Wi-Fi access. Williams College and the Clark Art Institute are 5 minutes’ drive away. Cable TV and a work desk are featured in every guest room at the Villager Motel. They are decorated in light colors and country-style decor. Garden views are also available. Vending machines and free local phone calls are available. Chef’s Hat Diner and the Cozy Corner Restaurant are within 5 minutes’ walk from the Williamstown Villager Motel. Natural Bridge State Park is 7 miles away. Skiing at Jiminy Peak Mountain Resort is 15 miles away.

Williamstown Motel

The motel is 1.5 miles from the Williamstown village center and 20 minutes’ drive to the Jiminy Peak Mountain Resort, which offers skiing. The motel features rooms with a flat-screen TV and offers a daily continental breakfast. Microwaves and refrigerators are standard in Williamstown Motel rooms. The rooms are also equipped with free Wi-Fi and have a coffee machine and hairdryer. Guests can get information and assistance at the front desk. The hotel also offers free parking. The Williamstown Motel is 5 minutes’ drive from Williams College. The Clark Art Institute is 2 miles from the motel.

Cozy Corner Motel

Williamstown Theater Festival is a 5-minute drive from this motel in Massachusetts. Free Wi-Fi is available throughout the motel and classic rooms include cable TV. A microwave and refrigerator are provided in every room at the Cozy Corner Motel. Individual climate control is available in the rooms. Ski storage and a ski waxing area is available at the motel. The Cozy Garden Restaurant is on site and serves American food. Williams College is 2 miles from the Motel Cozy Corner. Taconic Trail State Park is a 10-minute drive away.

Monument Mountain Motel

This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator. Ski Butternut Resort is 3 miles away and Egremont Country Club is 10 minutes’ drive. Bright rooms at Monument Motel feature wood furnishing with a seating area and a private private bathroom. Guests can relax on the patio, or use the barbecue facilities and picnic area. Shopping and dining are 5 minutes’ drive from Monument Mountain Motel and Bard College at Simon’s Rock is 2 miles away.

Travelodge by Wyndham Great Barrington Berkshires

Located only 5 miles from Stockbridge & Norman Rockwell, this hotel is set in a convenient location in Great Barrington. It provides 24-hour reception and air-conditioned rooms with free Wi-Fi. Travelodge Great Barrington offers rooms fitted with cable TV, a microwave and a coffee maker. Each has a work desk and a private bathroom. Guests can unwind in the seasonal, outdoor pool or on a lounger. Travelodge Great Barrington is 3 miles from Ski Mountain Butternut. Guests can benefit from the free parking on site.

The Little Lion

Surrounded by the Berkshires, this motel is 5 mi from Ski Butternut and features free Wi-Fi access and views of Monument Mountain. The Norman Rockwell Museum is 10 minutes’ drive away. Each room at The Briarcliff features a flat-screen TV, an iPod docking station, and an private bathroom. They are decorated in contemporary design, soft colors, and stylish furnishings. Guests can relax in air conditioned comfort at the Motel Briarcliff. Bicycles for hire are available during warm weather months through a vendor, while ski storage is offered in the winter. The property also has an outdoor fire pit. A continental breakfast of homemade granola, fruit, and yogurt is served every morning. The Tanglewood Musical Center is 15 minutes’ drive from the motel. Enjoy the fall foliage at Fountain Pond Park, just 1 mi away.

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.

Hampton Terrace Inn

Hampton Terrace Inn has a seasonal outdoor swimming pool, garden, a terrace and bar in Lenox. This 4-star hotel offers a 24-hour front desk, a concierge service and free WiFi. The property is non-smoking throughout and is located 1.3 miles from Cranwell Spa & Golf Club. The rooms come with air conditioning, a flat-screen TV with cable channels, a coffee machine, a shower, free toiletries and a closet. Rooms contain a private bathroom with a hairdryer, while certain rooms are equipped with a patio and others also feature pool views. 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. The wellness area at Hampton Terrace Inn is comprised of a hot tub and a spa center. You can play tennis at the accommodation, and the area is popular for skiing. Tanglewood Musical Center is 1.6 miles from Hampton Terrace Inn, while Tanglewood is 1.7 miles from the property. Albany International Airport is 48 miles away.

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.

Berkshire Mountain Lodge

Featuring an indoor swimming pool and a fitness center, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge. A full kitchen, sofa bed and flat-screen cable TV are included in each guest room. The private bathrooms are equipped with a hairdryer and free toiletries. Guests at the Pittsfield Berkshire Mountain Lodge can relax in the hot tub. A games room is also available. Berkshire Museum is 6 minutes’ drive from the lodge. Barrington Stage Company: Mainstage is 7 minutes’ drive. Tanglewood is 11 minutes' drive from the lodge.

The Black Swan Inn, Ascend Hotel Collection

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.

Vacation Village in the Berkshires

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.

Monument Mountain Motel

This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator. Ski Butternut Resort is 3 miles away and Egremont Country Club is 10 minutes’ drive. Bright rooms at Monument Motel feature wood furnishing with a seating area and a private private bathroom. Guests can relax on the patio, or use the barbecue facilities and picnic area. Shopping and dining are 5 minutes’ drive from Monument Mountain Motel and Bard College at Simon’s Rock is 2 miles away.

Villager Motel

This motel, located in the heart of the Berkshire Mountains, features free Wi-Fi access. Williams College and the Clark Art Institute are 5 minutes’ drive away. Cable TV and a work desk are featured in every guest room at the Villager Motel. They are decorated in light colors and country-style decor. Garden views are also available. Vending machines and free local phone calls are available. Chef’s Hat Diner and the Cozy Corner Restaurant are within 5 minutes’ walk from the Williamstown Villager Motel. Natural Bridge State Park is 7 miles away. Skiing at Jiminy Peak Mountain Resort is 15 miles away.

Travelodge by Wyndham Great Barrington Berkshires

Located only 5 miles from Stockbridge & Norman Rockwell, this hotel is set in a convenient location in Great Barrington. It provides 24-hour reception and air-conditioned rooms with free Wi-Fi. Travelodge Great Barrington offers rooms fitted with cable TV, a microwave and a coffee maker. Each has a work desk and a private bathroom. Guests can unwind in the seasonal, outdoor pool or on a lounger. Travelodge Great Barrington is 3 miles from Ski Mountain Butternut. Guests can benefit from the free parking on site.

Villager Motel

This motel, located in the heart of the Berkshire Mountains, features free Wi-Fi access. Williams College and the Clark Art Institute are 5 minutes’ drive away. Cable TV and a work desk are featured in every guest room at the Villager Motel. They are decorated in light colors and country-style decor. Garden views are also available. Vending machines and free local phone calls are available. Chef’s Hat Diner and the Cozy Corner Restaurant are within 5 minutes’ walk from the Williamstown Villager Motel. Natural Bridge State Park is 7 miles away. Skiing at Jiminy Peak Mountain Resort is 15 miles away.

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.

Williamstown Motel

The motel is 1.5 miles from the Williamstown village center and 20 minutes’ drive to the Jiminy Peak Mountain Resort, which offers skiing. The motel features rooms with a flat-screen TV and offers a daily continental breakfast. Microwaves and refrigerators are standard in Williamstown Motel rooms. The rooms are also equipped with free Wi-Fi and have a coffee machine and hairdryer. Guests can get information and assistance at the front desk. The hotel also offers free parking. The Williamstown Motel is 5 minutes’ drive from Williams College. The Clark Art Institute is 2 miles from the motel.

Villager Motel

This motel, located in the heart of the Berkshire Mountains, features free Wi-Fi access. Williams College and the Clark Art Institute are 5 minutes’ drive away. Cable TV and a work desk are featured in every guest room at the Villager Motel. They are decorated in light colors and country-style decor. Garden views are also available. Vending machines and free local phone calls are available. Chef’s Hat Diner and the Cozy Corner Restaurant are within 5 minutes’ walk from the Williamstown Villager Motel. Natural Bridge State Park is 7 miles away. Skiing at Jiminy Peak Mountain Resort is 15 miles away.

Berkshire Mountain Lodge

Featuring an indoor swimming pool and a fitness center, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge. A full kitchen, sofa bed and flat-screen cable TV are included in each guest room. The private bathrooms are equipped with a hairdryer and free toiletries. Guests at the Pittsfield Berkshire Mountain Lodge can relax in the hot tub. A games room is also available. Berkshire Museum is 6 minutes’ drive from the lodge. Barrington Stage Company: Mainstage is 7 minutes’ drive. Tanglewood is 11 minutes' drive from the lodge.

The Black Swan Inn, Ascend Hotel Collection

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.

Monument Mountain Motel

This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator. Ski Butternut Resort is 3 miles away and Egremont Country Club is 10 minutes’ drive. Bright rooms at Monument Motel feature wood furnishing with a seating area and a private private bathroom. Guests can relax on the patio, or use the barbecue facilities and picnic area. Shopping and dining are 5 minutes’ drive from Monument Mountain Motel and Bard College at Simon’s Rock is 2 miles away.

Berkshire Inn

In the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi. The Bousquet Ski Area is only an 8-minute drive away. The Berkshire Inn has rooms all equipped with cable TV, a microwave, and refrigerator. They are decorated in rich colors and dark cherry wood furnishings. Continental breakfast is served between June and September in the lobby. The Inn Berkshire provides copy and fax services at the 24-hour front desk. A picnic area is also available. The motel is a 3-minute drive from the Colonial Theatre, in downtown Pittsfield. The Canoe Meadows Wildlife Sanctuary is 2 miles away and Jiminy Peak Mountain Resort is 13 miles away.

Sunset Inn

Offering an outdoor swimming pool, Sunset Inn is located in Lee, Massachusetts just 10 minutes’ drive from Tanglewood music venue. Free Wi-Fi access is available. Air conditioning, a microwave and a refrigerator are included in each simply furnished room. There are also private bathrooms. The Lee Sunset Inn has a 24-hour front desk. The property offers free parking. The motel is conveniently located 2 minutes’ drive from the Massachusetts Turnpike. Downtown Pittsfield is 20 minutes’ drive.