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All 19 Ashland hotels

BEST WESTERN Windsor Inn

2520 Ashland Street, Ashland, OR 97520
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84%
Ranked #5 of 19 hotels in Ashland
Certificate of Excellence 2014
A recent review
5 of 5 stars reviewed 4 days ago
Exscribe San Francisco
  • Reviews (277)
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277 people have reviewed this hotel

Traveler rating
    122
    108
    29
    15
    3
See reviews for
100
87
17
30
Rating summary
  • Sleep Quality
    4.5 of 5 stars
  • Location
    4 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4.5 of 5 stars
Traveler tips help you choose the right room.   Room tips (34)
Date | Rating
  • English first
  • Spanish first
  • Any
English first
San Francisco
Senior Contributor
43 reviews 43 reviews
41 hotel reviews
72 helpful votes 72 helpful votes
5 of 5 stars Reviewed 4 days ago NEW

Sorry. I couldn't resist. Actually we had no plans to attend the Shakespeare Festival. We were headed for Seattle and just wanted to break up the trip. The Windsor is a couple of miles from the heart of Ashland, so don't expect to amble into town. But it is a well maintained property, with lovely flowers planted in front of... More

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Ashland, United States
1 review
5 of 5 stars Reviewed 5 days ago NEW

What a nice place to stay, convenient to the downtown during the Shakespeare Festival and close to I-5. They were pet friendly, which was why we chose them to being with, but the entire experience sort of surprised us. It was very nice and the staff was very helpful when we asked about places to dine for special menu needs.

Review collected in partnership with Best Western

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Roseburg, Oregon
Senior Reviewer
7 reviews 7 reviews
4 hotel reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed 1 week ago NEW

We got in late for a family vacation and found these rooms to be beautiful, comfortable and quiet. There is a wonderful pool and spa area as well as a nice work out area . We missed the breakfast , but it looked spacious. Definitely one of the best Best Westerns!

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Antioch, United States
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 1 week ago

This is the best Best Western we've ever visited. Everything was great. Spacious room, friendly staff, nice pool and spa, good food. Convenient location. Can't single out one specific thing. All was wonderful.

Review collected in partnership with Best Western

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1 review
5 of 5 stars Reviewed 1 week ago

A very upscale Best Western at this location. Much nicer than other motels in this area. The beds and general finish in the rooms were upscale. Nice pool area and a tasty breakfast in the morning. I will certainly stay here again on my way through Ashland.

Review collected in partnership with Best Western

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Seattle, Washington
Top Contributor
370 reviews 370 reviews
302 hotel reviews
504 helpful votes 504 helpful votes
3 of 5 stars Reviewed 1 week ago

This is a well-maintained older motel with exterior corridors, but we booked a deluxe room over the office that was arranged in such a way that we had a window that wasn't on a corridor and a window at the end of a corridor where others did not walk. We enjoyed the cleanliness, the space, and the quiet. Unfortunately breakfast... More

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

Dear wonderfulworld, Thanks for taking the time to share your experience at our property. It is great to hear that you enjoyed our Deluxe King Suites. Personally, they are my favorite rooms on property. I am sorry that our breakfast was not up to par. I will share your suggestions with the property owner, Jonathan Warren, who is always looking... More

St. George, Utah, Usa
Senior Reviewer
10 reviews 10 reviews
6 hotel reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 1 week ago

Ashland, Oregon has one of the best hotels we have ever stayed at and the price was very reasonable. At check in, we were warmly greeted and welcomed with a gift back of water and snack bars. Having requested a lower level room, we were able to park in front of our room which made it easy to load and... More

Review collected in partnership with Best Western

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

Dear Jerry S, Thanks for taking the time to share your experience at our property. It is great to hear that we were able to accommodate your ground floor request, and that you enjoyed all aspects of staying at our property. We hope to have the honor of hosting your next visit to Ashland! Sincerely, Brittanie, General Manager More

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

I have reviewed this hotel here before, and gave it excellent ratings. Last week I stayed yet again, and received excellent service. First off, kudos for being able to have a room available on short notice at the height of the theater season. I think it was the very last one. I was towing a trailer, and the manager himself... More

Review collected in partnership with Best Western

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NH
Contributor
11 reviews 11 reviews
5 hotel reviews
6 helpful votes 6 helpful votes
2 of 5 stars Reviewed 2 weeks ago

We stayed here because it was ranked #1 on Tripadvisor and we were very disappointed. First the pros: Quiet, comfortable beds, beautiful landscaping. The cons: dated furnishings, hairs in bathroom, ants and flies in the room, ineffective, noisy and hard to control AC, poor breakfast. Also I would not recommend taking the shuttle to the theater. We had to wait... More

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

Dear Dooglosmyman, Thank you for taking time to share your experience at our property. I sincerely apologize for the disappointing visit. It is not the usual experience we provide to our guests, as our #1 on Tripadvisor reflected. It looks like we dropped the ball this time I'm sorry you were given a room that was not as clean as... More

1 review
4 of 5 stars Reviewed 3 weeks ago

Nice amenities if you're staying in the Ashland area for a show at the OR Shakes Festival and esp. nice that it's pet friendly! Included breakfast was slightly above the average hotel fair and plenty of room in the dining area, even tho it was a storage area in the back for other items like rollaway beds and boxes! Pool... More

Review collected in partnership with Best Western

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

Dear thomasz454, Thanks for taking the time to review our property. It is great to hear that you enjoyed our breakfast, pool, gardens, and the fact that we are pet friendly. I hope we will have the honor of hosting your next theater adventure to Ashland! Sincerely, Brittanie, General Manager 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): $$
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Also Known As:
Best Western Windsor Hotel Ashland
Best Western Ashland
Ashland Best Western

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Amenities

Fitness Center with Gym / Workout Room Free Breakfast Free High Speed Internet ( WiFi ) Free Parking Kitchenette Pets Allowed ( Dog / Pet Friendly ) Suites Swimming Pool Wheelchair access
Hotel Style
#1 Business Hotel in Ashland #2 Romantic Hotel in Ashland #7 Family Hotel in Ashland
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; and 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 
Number of rooms
92

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  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

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