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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 866 traveller reviews
Rating: 5 476
Rating: 4 289
Rating: 3 68
Rating: 2 21
Rating: 1 12

Great location and amenities

21/03/2017 748maryannm, Olympia, United States

Quiet good for sleeping, great gym, comfortable bed, good WIFI, great location. There are beautiful views of mountains surrounding the hotel! There are many choices of restaurants in the area! I want... more


Friendly staff, clean rooms!

21/03/2017 d1392017, Sonoma County, California

The staff was extremely nice, hotel was super clean, breakfast was delicious! We recieved a free upgrade upon arrival and a simple, but thoughtful, welcome bag. We loved our stay here and will be comi... more


Terrific complex

18/03/2017 S7481SZstephenm, Magalia, California

This BW Windsor Inn surpassed our usual experience in lodging. Very well maintained complex & has an awesome full breakfast assortment, even had homemade breads/muffins. They have a van shuttle to t... more

Owner Response
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review
Dear Guest, Thank you so much for taking the time to review our hotel. I am so happy to hear that our property exceeded your expectations! I am glad that you enjoyed our full hot breakfast, that our staff was friendly and helpful, and that you found our property to be well maintained. Hopefully you will be able to take another trip to Ashland so you can enjoy our complimentary shuttle to the Shakespeare Festival. We hope to see you again soon! Sincerely, Chloe Guest Relations


16/03/2017 Benita C, Gold Beach, Oregon

Service was great.Room was clean and well appointed.The facilities are well maintained.I'm planning a return trip in summer and can't wait to see the gardens in full bloom. Overall, a lovely property.... more

Owner Response
AshlandWindsor, Guest Relations Manager at BEST WESTERN Windsor Inn, responded to this review
Dear Benita C, Thank you very much for reviewing your recent stay with us! I am happy to hear that our staff provided great service, that you found our facility to be well maintained, and that the room was well appointed. We look forward to your future stays with us, hopefully you'll be able to enjoy our lovely gardens in the Summer! Thank you again for choosing to stay with us at the Best Western Windsor Inn. Sincerely, Chloe Guest Relations


15/03/2017 sandy m, Crescent City, California

We stayed there Feb 23 & 24th when I checked online the room was $81.00. Well I asked for the AARP or AAA discount and was told It was given,I went over my bill today and I WAS NOT given the discount,... more

Owner Response
AshlandWindsor, General Manager at BEST WESTERN Windsor Inn, responded to this review
Dear Sandy M, I'm so sorry that when you booked your reservation, whomever took it did not inform you of the city and state taxes and pet fee. I have reviewed your reservation and the $81 rate you received is our AAA or AARP rate, but I apologize that was not made clear to you at time of arrival. The pet fee is separate from the room and tax, so it is not quoted when we quote a room rate. It is added when we are informed that you are traveling with a pet, but the front desk should have been clear at check in regarding the pet fee, so we will be using this to improve our communication and customer service. If you would like to discuss your reservation further, I'd be happy to speak with you! You can reach me via phone at 1-800-334-2330 or via email at info@windsorashland.com. Sincerely, Jessie Karlovich General Manager