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Best Western Windsor Inn

AAA - 3 Diamond

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Stay at this Ashland, Oregon hotel offering convenient access to the Shakespeare Festival, Southern Oregon University and the Mount Ashland Ski Resort.

Conveniently located right off the Interstate 5 in Southern Oregon, the Best Western Windsor Inn offers comfortable accommodations, full-service amenities and unbeatable customer service at an affordable price. This Ashland hotel boasts 91 recently remodeled guest rooms including suites and Jacuzzi rooms. Each room features cable television and high-speed Internet access for guests convenience. Enjoy an array of amenities including a delicious complimentary full breakfast, the largest outdoor swimming pool in Southern Oregon, year-round outdoor hot tub, exercise facility, limited business services and meeting facilities accommodating up to 250 guests. Pets are welcome!

The Best Western Windsor Inn is only about a five minute drive from downtown Ashland, which offers a variety of shops and restaurants. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland. We are far enough away from the hustle and bustle of Ashlands downtown area--but still conveniently located to the best Ashland has to offer. Relax outside among our rose gardens and enjoy the views of the surrounding Ashland Hills and Siskiyou mountains. See a Shakespearean play at the Oregon Shakespeare Festival, the largest rotating repertoire theater, or spend the afternoon at Lithia Park walking the many trails. During the summer months enjoy rafting down the Rogue River, while in the winter Mount Ashland offers fantastic skiing. Other nearby attractions include Southern Oregon University, Emigrant Lake and historic Jacksonville, Oregon.

The friendly, helpful staff at the Best Western Windsor Inn is ready to ensure a fun-filled memorable stay in Ashland, Oregon. Make a reservation today and save! Enjoy your stay.

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2520 Ashland Street
United States
AAA - 3 Diamond


Pets: No Pets accepted
Check-in & Check-out
15:00:00 | 11:00:00


Location and Attractions

Getting there.

Sat nav users: type 97520-1412

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2520 Ashland Street
United States

What's nearby?


  • 15.00 mile(s) from Medford

  • 19.50 mile(s) from Jacksonville

  • 45.00 mile(s) from Grants Pass

  • 50.00 mile(s) from Yreka

  • 2.00 mile(s) from Southern Oregon University

  • 14.90 mile(s) from Rogue Community College

Room Theatre Classroom U-Shape Boardroom Banquet
Have an enquiry?
Contact events on 0845 620 0506


TripAdvisor Traveller Rating: Rating: Based on 1098 traveller reviews
Rating: 5 633
Rating: 4 344
Rating: 3 77
Rating: 2 27
Rating: 1 17

Lovely Inn/Great Service

16/02/2018 Donna S, Princeton Junction, New Jersey

Researched for lodging in the area and so glad I choose this inn. Check in process was effortless and rooms were ready early. Our rooms were back near the pool. Rooms were very large and beds were ... more


Adequate dog friendly hotel

12/02/2018 worldview2016, Newport Beach, California

Difficult to write about this place. While the room was typical for BW the staff were rude and not helpful. Asked about rules for dogs at the lakes and there was no interest in helping me. Asked about... more

Owner Response
AshlandWindsor, Guest Relations Manager at Best Western Windsor Inn, responded to this review
Hello worldview2016, We want to apologize for not exceeding your expectations during your most recent stay with us. We will be sharing your comments with our staff in the respective departments, as the encounters you describe sound extremely beyond the norm for our employees. Our whole team is passionate about providing our guests with the best possible experience while visiting us in Ashland. We appreciate your comments and will use this information to improve our property for you and others in the future.

On the road again

30/01/2018 Thomas W, Chandler

Perfect in every way, located right off the freeway, next to a good restaurant, 3 gas stations, pool, and excellent customer service. Breakfast is included and very good. Plan your next trip to stay h... more

Owner Response
AshlandWindsor, Guest Relations Manager at Best Western Windsor Inn, responded to this review
Thank you for your review, Thomas! We really appreciate you sharing your experience, and we hope you'll be able to visit again soon.

Super Breakfast and Awesome Hotel

24/01/2018 Ben H, Seattle, United States

We stayed at the BW Windsor Inn on the way home. Very clean rooms, alpine type decor. Breakfast though...Wow. probably the best breakfast layout, quality and friendly staff we have experienced at a... more

Owner Response
AshlandWindsor, Guest Relations Manager at Best Western Windsor Inn, responded to this review
Wow, thank you for your review, Ben! We're so happy to hear that you had a great stay. We'll be passing on your compliments to our staff!

Nice stay

19/01/2018 Larry A, Boise, United States

Staff was professional and helpful. Thank you for a pleasant stay. Hotel was convenient to freeway access, far enough away to minimize traffic noise, making this hotel easy to get to and leave from ... more

Owner Response
AshlandWindsor, Guest Relations Manager at Best Western Windsor Inn, responded to this review
Thank you for your review, Larry!