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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

Send to Tom Tom

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 979 traveller reviews
Rating: 5 552
Rating: 4 315
Rating: 3 72
Rating: 2 24
Rating: 1 16

Beautiful Ashland Oregon

15/08/2017 Patricia R, Santa Maria, California

We were so pleased with this property. We had a great time the facility was very clean and the breakfast was delicious. Would stay again♡ Staff was very friendly and helpful. Good on information when... more


Definitely the place to stay in Ashland

14/08/2017 Lynden-Tom, Lynden, Washington

We stayed here at the beginning of a 9 week road trip two years ago and made it a point to stay here again this trip to California. Very scenic with blooming roses and other flowers in season, nice po... more


Needs remodeling , now!

14/08/2017 christophern208,

Too many nonfunctional details to suggest this as a stop...keep going into Medford. With both the in bedroom AC unit not working, and no way to adjust the temperature of your shower, you're better off... more


Wow what a breakfast!

13/08/2017 toadandbear, Buellton, California

Nice guys at check-in and Pointy funny pillows upon door opening. We were just headed down I-5 and drove through the downtown area. Whew, a lot of crowed streets. We saw the B/W and checked in. Very n... more


Love this place!

12/08/2017 B8189JXdaniellel, Portland

The staff was amazing, the appearance of hotel and grounds were beautiful. Our room was clean, the pool was great and the Internet connection worked good. I highly recommend staying here if you are tr... more