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About
Offering English Tudor-style architecture, Best Western Windsor Inn is located in Ashland, Oregon. An outdoor swimming pool, a fitness center, and free WiFi access are featured here. Oregon Shakespeare Festival is within 10 minutes' drive. The contemporary rooms at this hotel come with a cable TV, a refrigerator, and a coffee machine. Air conditioning and a private bathroom with free toiletries and a bath or shower are also included. A hot tub, colorful rose gardens and a business center are some of the additional facilities available here. Best Western Windsor is 16 mi from Medford, and 36 mi from Yreka. Rogue Valley Airport is 17 mi away.
634 Reviews
- Cleanliness
- 8.9
- Staff
- 9.3
- Location
- 8.9
What Guests Say
- “Beautiful well kept grounds”
- “Super friendly and helpful staff.”
- “Very clean and comfortable beds.”
Top Amenities
- Swimming Pool
- Free Internet Access
- Free Parking
- Fitness Center
- Accessible Rooms / Facilities
- Free Breakfast
- Pets Allowed
- Hot tub/Whirlpool
Room Options
Our Best Price. GUARANTEED.
Exclusively for Priceline members Details
1/4Suite - 1 King Bed, Nonsmoking, Jacuzzi
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/4King Suite with Spa Bath - Non-Smoking
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/42 queen beds, nonsmoking
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/4King Suite with Kitchen - Non-Smoking
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/31 King Bed, Nonsmoking
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/4Queen Room with Two Queen Beds
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/4King Room - Non-Smoking
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/2Accessibility - 2 Queen Beds, Roll-in Shower, Nonsmoking
- Accessible bath/shower
- Accessible room
- Air conditioning
- Bath or Shower
1/2Suite - 1 King Bed, Nonsmoking, Kitchen, Sitting Area
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/4Queen Room with Two Queen Beds with Roll-In Shower - Mobility Access
- Accessible bath/shower
- Accessible room
- Air conditioning
- Bath or Shower
1/4Suite - 1 King Bed, Nonsmoking
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
1/4King Suite with Wet Bar - Non-Smoking
- Air conditioning
- Bath or Shower
- Carbon monoxide detector
- Carpeting
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What Guests Loved
Based on 634 reviews
Pros +
- location,views,pool, dog friendly. It checked all the boxes.
- Very peaceful. Very comfortable bed. Love the breakfast. Love the scenery.
- The pet area was a great amenity. The breakfast was good and the rooms were large and well furnished. Definitely a great price for the value!
Cons -
- Pool could have been warmer. Spa nice and warm.
- Everything worked out really nice. I'm glad I checked if everything was in good conditions because one of the chairs was partly ripped so I was able to avoid an incident fee.
- Biggest complaint was barking dog next door. People left it alone early 0630 and barked for about 30 minutes before problem resolved. Also the room was freezing when we arrived, took quite awhile at 90 to heat up . Once it did maintained fine at 70.
location,views,pool, dog friendly. It checked all the boxes.
Very peaceful. Very comfortable bed. Love the breakfast. Love the scenery.
The pet area was a great amenity. The breakfast was good and the rooms were large and well furnished. Definitely a great price for the value!
Front desk clerk was lovely and very helpful. Breakfast was very good. Room was clean and comfortable.
This Hotel looks like a Swiss Chalet set in a mountain setting. It had beautiful flowers and birds mingled throughout the property.The inside accommodations. were just fine for us.
The staff was friendly and knowledgeable. The Breakfast was great and the pool was wonderful. Rooms were clean and cozy.
Nice for the price.
Pool could have been warmer. Spa nice and warm.
Staff was very nice and helpful. The room was just what we needed, comfy and clean (some trash like empty bottle and cup under the beds though).
Everything worked out really nice. I'm glad I checked if everything was in good conditions because one of the chairs was partly ripped so I was able to avoid an incident fee.
Clean, no road noise, comfy sitting chairs as well as desk, good outlet access, bed comfy
Biggest complaint was barking dog next door. People left it alone early 0630 and barked for about 30 minutes before problem resolved. Also the room was freezing when we arrived, took quite awhile at 90 to heat up . Once it did maintained fine at 70.
Very pet friendly and welcoming. Charging for our electric vehicle.
Noisy parking lot adjacent to the room.
Great breakfast. Clean. Walking distance to a very good Mexican Restaurant, El Paraiso. Bathroom was clean. Very nice amenities.
The sound of the heater vent. Very loud at night. Kept me up.
This Best Western location is definitely one of the nicest locations I have stayed at. Staff was top notch. The property is a short distance from downtown Ashland, there¿s a tasty restaurant and bar conveniently located next door. Great breakfast layou
Does not offer great parking for trucks and trailers.
I used to always go to Beat Westerns! The night before we stayed in a Best western in Ashland where cable and tv was out. We arrived at this PLUS hotel and the desk clerk looked not all there and just stared at me looking out if it. No hospitality
Marijuana smoke was EVERYWHERE smelled it on people who worked there who were not professional. A homeless person sat outside our door and there were VERY sketchy people in parking lot. Pool and jacuzzi were closed and front desk entry had chain link
Great location and great price. Spacious rooms and exceptionally well appointed and very clean.
Easy access off freeway. Nice well furnished room. Everything was great.
TV reception was pixelated. Not able to watch NBC , ABC or CBS.
Well maintained & friendly, helpful staff.
Breakfast is ok but exactly like all mid-priced hotel breakfasts.
There was Ants and Beatles in the room. When I brought it to their attention the maintenance guy wasn¿t around that day so he couldn¿t take care of the bug problem. The main reason we wanted this hotel room was because the pool and spa and it was closed
The exterior is beautiful and there is a lot of extra parking.
The rooms smelled VERY musty. My feet stuck to the carpet in spots. I was warned not to turn the air conditioner too low or "a waterfall" would happen. The first room stunk of mold, so I accepted a downgrade just to have a place to sleep.
The room was extremely clean and smelled wonderful. The location was perfect. Staff were nice and attentive. Above our expectations.
Hot tub was Luke warm which I didn¿t like
It was clean and quiet. The beds were very comfortable and the staff was very helpful and friendly. The breakfast was good as well. Eggs, bacon we're hot and yummy
Amenities & Policies
Amenities
Swimming & Soaking
- Swimming Pool
- Hot tub/Whirlpool
- Outdoor pool
Fitness & Spa
- Fitness Center
Food & Drinks
- Free Breakfast
Media & Technology
- Free Internet Access
Transportation
- Free Parking
Accessibility
- Handicapped Rooms/Facilities
- Accessible rooms through interior corridor available
- Facilities for disabled guests available
- Wheelchair accessible
Kid Friendly
- Family Friendly
General
- Pets Allowed
- No Smoking Rooms/Facilities
- Microwave
- Refrigerator
Guest policies
| Check-in | After 3:00 PM |
|---|---|
| Check-out | Before 11:00 AM |
| Internet | Free Wi-Fi is available. |
| Parking | Free parking is available. |
| Children & Extra Beds | Children of all ages are welcome. Children of age 0 to 10 can stay with extra bed, subject to additional charges. |
| Pets | Pets are allowed. Charges may apply. |
| Room Rates | All rates displayed are for two guests unless otherwise noted. |
Important info
Please note that the property does not have elevators. Please let the Best Western Windsor Inn know your floor preference when booking by using the Special Requests box.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Swimming pool: Closed from Sat, Oct 31, 2026 until Mon, May 31, 2027
Location
2520 Ashland Street, Ashland, OR
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