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

Show Prices
Certificate of Excellence
Book on TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Enter dates for best prices
powered by PriceFinder
Best prices for:1 room
Check In Check Out
Please enter your travel dates to continue
Check Availability
Book on
or compare prices from up to 200 sites including:
Professional photos
BEST WESTERN Windsor Inn
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"moduleList":["handlers","shims"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","shims":"(ta.prwidgets.getjs(this,'shims'))"},"divClasses":"prw_rup prw_ibex_photo_carousel"},"containerClass":null}
Add Photo Write a Review

759 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
  • More
Showing 755: English reviews
Napa, California
Level Contributor
20 reviews
9 hotel reviews
common_n_hotel_reviews_1bd8 7 helpful votes
4 of 5 stars Reviewed 2 days ago NEW

My wife and I drove up to Ashland, OR and stayed her for one nite. We were impressed by the cleanliness of the hotel--even the TV remote was cleaned daily and the matress was covered with a washable duvet rather than a bedspread. We drove to the theater ( 10 minutes) and parked downtown but they have regular shuttle buses... More 

Helpful?
Thank Digcert
Maple Valley, Washington
Level Contributor
8 reviews
1 of 5 stars Reviewed 2 days ago NEW

This hotel is NOT for anyone with challenges to (1)climbing stairs or who has any sort of mobility issues. I include in that category not only older folks, but pregnant women, and those with any sort of movement challenges. The staff (except for the shuttle driver) seems ignorant of many things, including what items they have for use in the... More 

Review collected in partnership with Best Western

Helpful?
Thank cerridwen2
Portland, United States
5 of 5 stars Reviewed 2 days ago NEW

This was a perfect stop on our family's road trip down to the Bay area. It had a very nice swimming pool for the kids to burn some energy at and the rooms were very comfortable. The included breakfast was perfect before hitting the road and they offered a great spread of food choices for all. It was such a... More 

Review collected in partnership with Best Western

Helpful?
Thank Michael G
2 reviews
5 of 5 stars Reviewed 3 days ago NEW

We could not have been more delighted with our visit. We were cheerfully and warmly welcomed by Jesse and Joe when we arrived, presented with bottled water and cereal bars and given all the information we would need with regard to the location of our rooms and everything we were intent upon seeing and doing during our stay in Ashland.... More 

Helpful?
Thank Steven L
Mill Valley, United States
Level Contributor
16 reviews
10 hotel reviews
5 of 5 stars Reviewed 3 days ago NEW

We stayed here 1 night while passing through. We have stayed in a lot of BW and this is probably this nicest one we have been at. The rooms were large and very clean. They have a shuttle that takes you right to and from the Shakespeare Festival. That was really helpful as parking can be difficult by there. We... More 

Helpful?
Thank Diane N
Gresham, United States
Level Contributor
3 reviews
3 hotel reviews
5 of 5 stars Reviewed 4 days ago NEW

This hotel is located in a beautiful and quiet environment that we love. We drive down to California every year in August and when we return from there, we stayed at Windsor Inn three years in a row. Every thing at this hotel satisfies us very much.

Review collected in partnership with Best Western

Helpful?
Thank Kenneth C
Level Contributor
1 review
5 of 5 stars Reviewed 5 days ago NEW

This location was convenient to the Freeway and easy to find. The motel was very pleasing in appearance and the service was excellent. Our room was spotless and the bed very comfortable. This location provided a full breakfast as part of the stay which was a very nice feature. I would recommend this location to anyone visiting Ashland

Review collected in partnership with Best Western

Helpful?
Thank jamescL460BI
Eugene, Oregon
Level Contributor
12 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 9 helpful votes
5 of 5 stars Reviewed 6 days ago NEW via mobile

We stayed in Ashland after visiting Crater Lake for the day. We bring out 115 pound puppy with us everywhere we go and this hotel was more than accommodating. It was a super hot day and instead of having us leave or pup in the room, they let us take him out to the pool. They just asked that we... More 

Helpful?
Thank Josiedee13
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Guest, We love being a pet friendly hotel! I'm glad you and your furry friend enjoyed your stay with us :) You're right! The weather here has been REALLY hot, and I'm so happy to hear that you guys were able to use our outdoor pool while you were with us! Thank you so much for staying with us,... More 

Peachtree City, Georgia
Level Contributor
1 review
5 of 5 stars Reviewed 1 week ago NEW

The room was excellent and the staff was very helpful. We would return! The hotel was easy off the freeway and the shuttle did all the rest to get us to the play and dinner. Staff was very accommodating.

Helpful?
Thank Mona L
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Guest, Thanks for your comments regarding our staff! I'm so happy to hear that our staff gave you great service, and that our hotel's location was convenient for you. I'm glad you were able to use our complimentary shuttle service to the Shakespeare Festival - it's really a great service to have! We'll see you next time! Best regards,... More 

Fremont, California
Level Contributor
4,387 reviews
238 hotel reviews
common_n_hotel_reviews_1bd8 2,253 helpful votes
5 of 5 stars Reviewed 1 week ago

We enjoyed our night stay at the Best Western Windsor Inn in Ashland. It is very convenient to I-5 and since we were not going to the Shakespeare Festival this time, I chose this location. I was happy to see that for future trips they do have a shuttle to the festival. Check-in was SUPERB. The staff here is very... More 

Helpful?
Thank mini
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Guest, I'm glad our location was convenient for you, and yes - please come back and use our complimentary shuttle to and from the Shakespeare Festival! It's really a great service. I'm so thrilled to hear that your check-in went well, and that our staff gave you great service. Also, I'm glad we were able to get you a... More 

Questions? Get answers from hotel staff and past guests. Ask a question

289 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All Traveler Photos (61)
Viewed
Pool/Beach Area (3)
Viewed
Hotel & Grounds (13)
Viewed
Dining (2)
Viewed
Room/Suite (20)
Viewed
Bathroom (8)
Viewed
View from Room (3)
Viewed
Other (12)

TripAdvisor Photos: Professional photos exclusively commissioned by TripAdvisor

Viewed
All TripAdvisor Photos (222)
Viewed
Amenities (7)
Viewed
Deluxe Suite (41)
Viewed
Executive Suite (47)
Viewed
King Jacuzzi Suite (37)
Viewed
Pool (7)
Viewed
Dining (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
Hotels you might also like...
Travelers also viewed these Ashland hotels
0.1 mi away
Ashland Hills Hotel & Suites
2.7 mi away
Ashland Springs Hotel
Ashland Springs Hotel
#6 of 19 in Ashland
4.5 of 5 stars 593 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
#3 of 19 in Ashland
4.0 of 5 stars 674 reviews
2.3 mi away
Stratford Inn
Stratford Inn
#4 of 19 in Ashland
4.0 of 5 stars 505 reviews
0.1 mi away
Holiday Inn Express Ashland
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

Highlights
  • Pool
  • Free Parking
  • Spa
  • Free High Speed Internet ( WiFi )
  • Free Breakfast
  • Fitness Center with Gym / Workout Room
About the property
  • Pets Allowed ( Dog / Pet Friendly )
  • Wheelchair access
  • Non-Smoking Hotel
Things to do
  • Hot Tub
  • Pool
  • Spa
  • Fitness Center with Gym / Workout Room
Room types
  • Suites
  • Non-Smoking Rooms
  • Kitchenette
  • Family Rooms
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
Services
  • Free Parking
  • Free Breakfast
  • Business Center with Internet Access
  • Meeting Rooms
  • Self-Serve Laundry
Official Description (provided by the hotel)
Stay with people who care at the Best Western Windsor Inn! We provide exemplary customer service; clean, recently remodeled rooms; a complimentary deluxe hot breakfast for our guests.Located just off the I-5, the Best Western Windsor Inn is an easy to find, perfect destination for travelers & festival attendees. We offer a complimentary seasonal shuttle to and from Ashland's world famous Oregon Shakespeare Festival.We invite you to come relax in our beautiful gardens and catch some sun in our seasonal outdoor pool. ... more   less 

Additional Information about BEST WESTERN Windsor Inn

Address: 2520 Ashland St, Ashland, OR 97520-1412
Location: United States > Oregon > Ashland
Price Range: $125 - $166 (Based on Average Rates for a Standard Room)
Hotel Class:2.5 star — BEST WESTERN Windsor Inn 2.5*
Number of rooms: 92
Reservation Options:
TripAdvisor is proud to partner with Booking.com, Expedia, Hotels.com, Hotwire, Priceline, Orbitz, Odigeo and Travelocity so you can book your BEST WESTERN Windsor Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
Also Known As:
Best Western Windsor Hotel Ashland
Best Western Ashland
Ashland Best Western
Hotel Style:
#1 Romantic Hotel in Ashland
#2 Business Hotel in Ashland
#5 Family Hotel in Ashland
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing
Enter dates for best prices
Check In Check Out
Price Your Stay