Name: Best Western Windsor Inn
Address: 2520 Ashland Street, Ashland, OR 97520
Rating: 8.8

Best Western Windsor Inn, Ashland | Member Rates | Dyme

Offsite parking discounted rates availableParkingOffsite parking discounted rates availableSecured parkingSwimming poolAccess to nearby outdoor pool

Check-in / Check-out

From 03:00 PM · Until 11:00 AM

Classification

3-Star Hotel

Amenities

Offsite parking discounted rates available, Electric bicycle charging station, Fitness facilities (surcharge), Parking, Non-smoking rooms, Air conditioning

Location

Ashland, us

English Tudor-style Architecture:

Step into a charming world of English Tudor-style architecture at Best Western Windsor Inn in Ashland, Oregon. The distinctive design sets the tone for a unique and memorable stay.

Modern Amenities:

Enjoy modern comforts in our contemporary rooms, complete with a cable TV, refrigerator, and coffee machine. Stay cool with air conditioning and relax in a private bathroom with complimentary toiletries.

Relaxation and Convenience:

Unwind in the outdoor swimming pool and hot tub, or explore the colourful rose gardens. Stay on top of work at the business centre. With the Oregon Shakespeare Festival just a short drive away, Best Western Windsor Inn offers the perfect blend of relaxation and convenience.

Ready to experience the charm and comfort of Best Western Windsor Inn? Book your stay now and make unforgettable memories in Ashland, Oregon.

Accommodations

Rooms & Suites

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Guests

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Guest Reviews

What Guests Say

8.8

Excellent

824 reviews

Highlights

+Friendly staff
+Clean rooms
+Good location

Could Improve

–Issues with cleanliness
–Breakfast quality
–No elevators

Cleanliness8.6

Mixed sentiments; some praised cleanliness while others noted issues with bedding and odors.

Service9.6

General sentiment reflects very friendly and helpful staff.

Location9.6

Convenient location frequently mentioned as a positive factor.

Room Quality8.6

Comments on comfort and space but noted problems with a dark room and door locking issues.

Amenities8.1

Some amenities were noted positively, but a lack of essentials like tissues and a microwave were mentioned.

Value for Money9.1

Overall a good balance of quality and pricing, but some guests expected more for their money.

Food and Beverage8.1

Breakfast offerings received mixed reviews; some items were good, while others were criticized.

Overall Experience9.1

Most guests had a positive experience but noted some areas for improvement.

Greg

Couple · Jun 2026

Very comfortable and perfect for our road trip stay.

Liked:Very well maintained.

Disliked:Fitness center didn’t have Peloton bike.

via Nuitee

Susan

Couple · Jun 2026

The room was nice and big, the price was right , everyone was helpful

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Thomas

Solo Traveller · Jun 2026

A good facility, well-located, with decent rooms, great breakfast, fairly priced.

Liked:Location, decently appointed and stocked rooms, breakfast

Disliked:The section I was in was a bit noisy; one could hear every time the neighbor used water. The TV service was useless, pixelating constantly when it worked at all. But I wasn’t there to watch TV.

via Nuitee

Thanh Tung

Couple · May 2026

In general, very good experience!

Liked:Professional, funny staff. Top!!

Disliked:No more microwave in room.

via Nuitee

Location

How to Find Us

2520 Ashland Street

Ashland · us

Policies

Good to Know

Check-in & Check-out

Check-in from 03:00 PM. Check-out by 11:00 AM. Early check-in and late checkout may be available upon request.

Cancellation

Cancellation terms vary by rate. Flexible rates allow free cancellation up to 24–48 hours before arrival. Non-refundable rates cannot be canceled or modified.

Payment

All prices are all-inclusive with taxes and fees. A valid credit card is required at check-in. No additional resort or service fees will apply.

Important Information

Please note that the property does not have elevators. Please let the Best Western Windsor Inn know your floor preference when booking by using the Special Requests box.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.

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