We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

BEST WESTERN Windsor Inn

Certificate of Excellence
2.5 of 5
Hotel website
Hotel deals
2520 Ashland Street, Ashland, OR 97520
Special Offer
1,000 bonus reward points
Book on
TripAdvisor
Trusted partner. We work with Best Western to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
1 room 1 guest
Check In Check Out
Show Prices
Compare best prices from top travel sites
and 5 more sites!
Professional photos
BEST WESTERN Windsor Inn
View Map
Add Photo Write a Review

473 Reviews from our TripAdvisor Community

Rate and write a review
Roll over, then click to rate
  Click to rate
Traveler rating
    230
    178
    45
    17
    3
See reviews for
170
158
33
44
Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    4.5 of 5 stars
Traveler tips help you choose the right room.   Room tips (56)
Date | Rating
  • English first
  • German first
  • Spanish first
  • Any
English first
  • All months
    (473)
  • Mar-May only
    (126)
  • Jun-Aug only
    (198)
  • Sep-Nov only
    (86)
  • Dec-Feb only
    (63)
All months
Mill Creek WA
Level Contributor
46 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 18 helpful votes
3 of 5 stars Reviewed 3 days ago NEW

The room was clean, the bed was comfy, the shower was hot. This older property covered those basics. It's an older motel and could use some spiffing up. The front desk staff was extremely helpful. The free breakfast was adequate if uninspiring, but, again, it was free. The free shuttle to the Ashland plays was a big plus; just reserve... More 

Was this review helpful? Yes
San Rafael CA, United States
5 of 5 stars Reviewed 3 days ago NEW

By far the best Best Western in which we have stayed. The staff was friendly, helpful, prompt and professional. Beds were excellent. Breakfast area was spacious with plenty of tables even at "rush hour". Food was hot, frequently replenished, and tasty with lots of choices. The location of this hotel is across the highway from downtown Ashland which might be... More 

Review collected in partnership with Best Western

Was this review helpful? Yes
4 of 5 stars Reviewed 4 days ago NEW

Great hotel - has nice pool and breakfast. The WiFi got overloaded on Thursday night, but the rooms are spacious, had 7 pillows per bed (a bit over kill), and the sleep was quiet and people friendly. Overall a great value for Oregon.

Review collected in partnership with Best Western

Was this review helpful? Yes
saratoga, United States
1 review
5 of 5 stars Reviewed 5 days ago NEW

Great place to stay. Everything we needed was so accessible and clean! Staff was very accommodaing and volunteered services and helpful travel advise.. We especially appreciated the variety of choices available for the complimentary breakfast, the spacious eating area (Plus large windows viewing landscaped areas, and, most important, the two ladies who managed all facets of the breakast service and... More 

Review collected in partnership with Best Western

Was this review helpful? Yes
Cottonwood, Arizona
Level Contributor
18 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 9 helpful votes
5 of 5 stars Reviewed 1 week ago

After traveling 21 hours, the Windsor was a great choice to relax and refresh yourself before continuing our trip to Portland area. The staff was very friendly and welcoming. Chloe checked us in and was very accommodation when requesting to be near the pool on the first floor. She was efficent and professional. Johnthan was very helpful with dinner suggestions.... More 

Was this review helpful? Yes 1
Carmichael, California
Level Contributor
12 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
4 of 5 stars Reviewed 1 week ago

When we travel with family/grandkids this is a very good option - nice big pool and spacious deck area. The only down side is there are not many restaurant options without getting in a car and driving. We have, however, brought in food and sat around the pool.

Review collected in partnership with Best Western

Was this review helpful? Yes
Reno, Nevada, United States
Level Contributor
12 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
4 of 5 stars Reviewed 1 week ago

The room we booked had its own kitchen with an oven, cook top stove, sink, refrigerator and separate bedroom. The bathroom could be accessed through either the main room or bedroom. Clean room with two air conditioners... Cooled the place down quickly on a hot day(104 outside). The only reason for the 4 star instead of 5 is that someone... More 

Was this review helpful? Yes
Portland, OR, United States
1 review
5 of 5 stars Reviewed 1 week ago

Stayed for three nights to enjoy the Shakespeare Festival. The amenities were great - pool, exercise room, shuttle to plays and a real breakfast (not continental). You're far from the festival, but the hotel is within walking distance to the Caldera Brew Pub...incredible food and beer.

Review collected in partnership with Best Western

Was this review helpful? Yes
Sun Lakes, Arizona
Level Contributor
231 reviews
120 hotel reviews
common_n_hotel_reviews_1bd8 137 helpful votes
4 of 5 stars Reviewed 2 weeks ago

We are bicycle touring the northwest staying in hotels. Our stay was good except for two episodes with the same front desk clerk. The positives: clean property and room, comfortable bed, good a/c but sometimes it decided to stop running, good wifi up until about 8 p.m. when a full hotel stops it from working, walking distance to several restaurants... More 

Was this review helpful? Yes
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
3 of 5 stars Reviewed 2 weeks ago

We were not aware that this was a pet friendly hotel. If we knew that we would have reserved a room on the second floor. We should have been warned of this on our initial check-in. We heard dogs barking in the next room and unleashed dogs on the property.This was a huge turn-off!

Review collected in partnership with Best Western

Was this review helpful? Yes 1
Questions? Get answers from hotel staff and past guests. Ask a question

256 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (28)
Viewed
Room/suite (10)
Viewed
Hotel & grounds (7)
Viewed
View from room (2)
Viewed
Bathroom (5)
Viewed
Pool/beach area (1)
Viewed
Other (3)

Expert photos: Taken by TripAdvisor travel experts

Viewed
All expert photos (222)
Viewed
Amenities (7)
Viewed
Deluxe Suite (41)
Viewed
Executive Suite (47)
Viewed
King Jacuzzi Suite (37)
Viewed
Pool (7)
Viewed
Restaurants and Bars (7)
Viewed
Single King Room (32)
Viewed
The Hotel (14)
Viewed
Two Queen Room (30)

Management photos: Courtesy of the property manager

Viewed
All management photos (6)
Viewed
Dining (2)
Viewed
Room/suite (3)
Viewed
Hotel & grounds (1)
Check In Check Out
Prices are for 1 room, 2 adults
Show Prices
Hotels you might also like...
Travelers also viewed these Ashland hotels
0.1 mi away
Ashland Hills Hotel & Suites
11.1 mi away
Green Springs Inn
Green Springs Inn
#1 of 19 in Ashland
4.5 of 5 stars 125 reviews
2.9 mi away
Plaza Inn & Suites at Ashland Creek
Show Prices
Show Prices
Show Prices
2.9 mi away
BEST WESTERN Bard's Inn
BEST WESTERN Bard's Inn
#8 of 19 in Ashland
4.0 of 5 stars 498 reviews
2.7 mi away
Ashland Springs Hotel
Ashland Springs Hotel
#6 of 19 in Ashland
4.5 of 5 stars 492 reviews
4.8 mi away
La Quinta Inn & Suites Ashland
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

Enter dates for best prices
Check In Check In Check Out Check Out
Prices are for 1 room, 2 adults
Price Your Stay