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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
To make a reservation please call 0800 393130 (Freephone). For all other enquiries please call 541/488-2330
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 0844 387 62 40


TripAdvisor Traveller Rating: Rating: Based on 1190 traveller reviews
Rating: 5 689
Rating: 4 372
Rating: 3 81
Rating: 2 31
Rating: 1 18

Best Western Inns just keep getting better

20/04/2019 janetary, Fremont, California

I've been going to Best Westerns since the early eighties. Back then they were like Holiday Inns - strictly average. It's 2019 and this BW, and the one in Woodburn Oregon both were so much better. Whe... more


Great hotel to stay while visiting Ashland or just as a stopover..

20/04/2019 P7132OLwilliaml, Anacortes

I have stayed at this hotel in the past and have never been disappointed. The facility is well maintained the room was very clean, the parking is adequate, it's close to town and it's just off the fr... more


A Pleasant Surprise

17/04/2019 Meander05998364212,

After driving all day we pulled into Windsor Inn. It was beautiful. Ryan the clerk made us feel so welcome, suggested places to eat and rounded up a microwave for us before we even had the car unpacke... more

Owner Response
AshlandWindsor, Guest Relations Manager at Best Western Windsor Inn, responded to this review
Thank you for your review! We're so grateful for your kind words and so happy to hear you enjoyed your stay! We hope to see you again soon!

Another Best Western night on our road trip

15/04/2019 Alan C, Seattle, Washington

We had been a on a short road trip and were staying at Best Westerns along the way. This is one of the few Best Westerns that did not have a microwave oven as a standard amenity. I had called to ver... more

Owner Response
AshlandWindsor, Guest Relations Manager at Best Western Windsor Inn, responded to this review
Thank you Alan! We're so glad you enjoyed your stay and we hope to see you again soon!

pretty decent stay

11/04/2019 477kerrys, Kamloops

Close to highway but a ways from downtown where most of the restaurants are. Comfortable beds and good heater. Breakfast was average with most items a little on the warm and not hot side.Good brewed c... more

Owner Response
AshlandWindsor, Guest Relations Manager at Best Western Windsor Inn, responded to this review
Thank you for your review! We hope you'll stay with us again soon!