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All 19 Ashland hotels

BEST WESTERN Windsor Inn

2.5 of 5 Hotel   |   2520 Ashland Street, Ashland, OR 97520
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Ranked #4 of 19 Hotels in Ashland
Certificate of Excellence 2014
A recent review
4 of 5 stars reviewed 3 days ago
DesertDiana Vancouver, Washington
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346 reviews from our community

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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
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Vancouver, Washington
Senior Reviewer
6 reviews 6 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
4 of 5 stars NEW

This is the second time my husband and I have stayed at the Best Western Windsor Inn in Ashland! We love it here! Nicest 'Pet-Friendly' hotel we have been to! Clean, ultra comfortable bed! Great rates and they even give you a little 'care package' for your pups when you check in! My husband loves how quiet it is there.... More 

Was this review helpful? Yes
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Guest, What a lovely review! I'm thrilled that you consider us "the nicest pet-friendly" hotel you've stayed in! We do indeed enjoy our guests' furry companions, and see them at part of your family. It's important to us that both parties are comfortable during the stay! I'm also pleased that your found your bed to be so comfortable, the... More 

Portland, Oregon
Top Contributor
95 reviews 95 reviews
32 hotel reviews
38 helpful votes 38 helpful votes
4 of 5 stars Reviewed 5 days ago NEW via mobile

Late night check in , called 1hour before getting there. They had our room ready and just needed our car info and License and we were in our room. Breakfast was ok, a little cold due to the steamer plate not working . Which they got fixed very quickly. The lady inside let me in 20 minutes early so I... More 

Was this review helpful? Yes
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Guest, Thank you for letting us know how your stay with us was! I'm happy that your liked our property and staff. I'm sorry our steamer plate was not working properly, but glad the issue was remedied quickly! We hope to have you as our guest on your trip to Ashland! Sincerely, Jamie Guest Relations Manager More 

Coeur d'Alene, Idaho
Top Contributor
106 reviews 106 reviews
17 hotel reviews
69 helpful votes 69 helpful votes
3 of 5 stars Reviewed 1 week ago

My husband and I stayed here on our drive down from the Pacific Northwest to California. We debated whether to stay in this hotel or The Bard's Inn (Both Best Westerns). We chose this one because it was close to the freeway-my husband likes easy off-easy on.. Our room was o.k. a typical 2-3 star hotel. Clean and basic. Breakfast... More 

Was this review helpful? Yes
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Janis, Thank you for your review. I'm glad that you found our property comfortable and easy to access from the freeway. I'm sorry that you had such a difficult time getting around town; I realize that navigating through one-way streets in the dark in an unfamiliar town can be confusing and frustrating. Please come see us again, and we... More 

Eureka, United States
1 review
5 of 5 stars Reviewed 1 week ago

Have stayed here before (as have my parents), and it's been the same great place for many years. The property is well kept and updated as needed, and the staff friendly, helpful, and professional. Their shuttle service during the Shakespeare Festival is without equal. Getting to downtown and the area attractions (Jacksonville, wineries, etc.) is easy as well.

Review collected in partnership with Best Western

Was this review helpful? Yes
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Brain, We sincerely appreciate your kind review of our property and staff. Thank you for taking the time to share your experience as our guest. We hope to provide you and your family with many more years of enjoyment at our location. Thank you for your loyalty! Sincerely, Jamie Guest Services Manager More 

Redding, CA., United States
1 review
5 of 5 stars Reviewed 1 week ago

The staff and the facility are top notch! The location is very convenient as it is located within a stones throw of I-5. Our main problem with the room was the lack of a microwave oven. The "free" breakfast leaves much to be desired, as there was no bacon served, no toast, no potatoes and no biscuits and gravy. While... More 

Review collected in partnership with Best Western

Was this review helpful? Yes
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Guest, Thank you for your review! I'm so glad you enjoyed our property, and thought our staff was top notch. I'm sorry that you didn't find our breakfast much to be desired. We are currently in the process of making efforts to improve our breakfast selections, so this information with be passed along to our owner, Jonathan Warren, for... More 

Waldport, OR, United States
Senior Reviewer
7 reviews 7 reviews
7 hotel reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 2 weeks ago

You will think you are in the Swiss Alps when you stay at the Winsor Inn in Ashland Oregon the décor looks like a Swiss Chalet, it is a very comfortable place to spend a night or a weekend or even a week with the Oak Tree restaurant almost right on the property with a great menu (I recommend the... More 

Review collected in partnership with Best Western

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AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Richard, What a lovely review! On behalf of our entire staff, thank you! I'm so pleased that you felt so comfortable in our Tudor-style location, and felt as if you were in the Swiss Alps! We can't wait to have you as our guest again. We hope you'll come back and stay with us very soon! Sincerely, Jamie Guest... More 

Campbell, CA
Top Contributor
83 reviews 83 reviews
14 hotel reviews
45 helpful votes 45 helpful votes
5 of 5 stars Reviewed 3 weeks ago

We visit Ashland often as our granddaughter attends SOU and we travel to Vancouver frequently. We stay at this Best Western because of the wonderful, gracious, friendly, attentive personnel. From being welcomed with our personal gift package and one for our dog to the final check out, all effort is put forth for our convenience. The rooms are wonderfully quiet... More 

Review collected in partnership with Best Western

Was this review helpful? Yes
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Judy, Thank you for your wonderful review, and for your loyalty! I'm so pleased that you've had such great interactions with our staff, and that you feel so very welcomed when you stay with us. We look forward to seeing you on your next trip to Ashland! Sincerely, Jamie Guest Relations Manager More 

Felton, United States
Senior Reviewer
6 reviews 6 reviews
6 hotel reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed 3 weeks ago

if you are staying in Ashland Or. this is the place to stay. Great staff and great food near by at the Caldera. This place should be a Best Western Plus. I am a Best Western Diamond member and this place is one of the nicest BW i have stayed at.

Review collected in partnership with Best Western

Was this review helpful? Yes
AshlandWindsor, Front Office Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Michael, Thank you for your wonderful feedback! As a Diamond Best Western Rewards member, you've stayed at many a Best Western, and are an expert of sorts, so it means A LOT that you consider our location the nicest you've stayed at! I'm so glad our staff made you feel so welcome, and you enjoyed your stay with us!... More 

Richmond, United States
1 review
4 of 5 stars Reviewed 4 weeks ago

We love this place- clean, safe, nice staff, great comfy beds, big rooms, awesome breakfast. We've stayed here twice now and have to say it's our favorite hotel now overall anywhere for the price and value. They have nice room decor, great showers and nice amenities. The pool and hot tub are nice (although the hot tub is small), the... More 

Review collected in partnership with Best Western

Was this review helpful? Yes
AshlandWindsor, Front Office Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Bethany, Wow! Thank you so much! This is the type of review that really makes us proud! We hope to have you and your family as our guests soon! Your loyalty means a great deal. Sincerely, Jamie Front Office Manager More 

Scottsdale, United States
2 reviews
4 of 5 stars Reviewed 4 weeks ago

We needed a stopover between Portland and Sacramento. Ashland seemed like the logical place. This hotel was very convenient to the highway. The setting was beautiful and it was just a short drive to get into town for dinner.

Review collected in partnership with Best Western

Was this review helpful? Yes
AshlandWindsor, Front Office Manager at BEST WESTERN Windsor Inn, responded to this review

Dear Sandra, Thank you for choosing us as your stopover on your trip between Portland and Sacramento, and also for your kind review! I'm pleased you found our proximity to the freeway convenient, and that you liked the setting of our Tudor-style location! We hope to have you as our guest on your next trip through Ashland! Sincerely, Jamie Front... More 

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Additional Information about BEST WESTERN Windsor Inn

Address: 2520 Ashland Street, Ashland, OR 97520
Phone Number:
Location: United States > Oregon > Ashland
Price Range (Based on Average Rates): $
Hotel Class:2.5 star — BEST WESTERN Windsor Inn 2.5*
Number of rooms: 92
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Also Known As:
Best Western Windsor Hotel Ashland
Best Western Ashland
Ashland Best Western
Hotel Style:
#2 Business Hotel in Ashland
#4 Romantic Hotel in Ashland
#5 Family Hotel in Ashland

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