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Best Western Windsor Inn

Ashland · us

Best Western Windsor Inn

8.8
Excellent811 reviews
  1. Hotel Collection
  2. /Hotels in Ashland
  3. /Best Western Windsor Inn
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.

Loading rooms and rates...

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. Swimming pool: Closed from Fri, Oct 31, 2025 until Sun, May 31, 2026

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BEST WESTERN WINDSOR INN

Guest Reviews

What Guests Say

8.8

Excellent

811 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.

slymoan

Solo Traveller · May 2026

9

Expensive for what you get but did the job.

Liked:Its a hotel, nothing fancy but its clean and comfortable and gets the job done. There is a fantastic restaurant the Oak Tree Northwest Bar & Grill within walking distance which is a must see/experience establishment. Great food and drink at a very reasonable price.
Disliked:A little pricey for what you get.

via Nuitee

Sharon

Solo Traveller · May 2026

10
Liked:The reception manager, Ryan, was charming, kind and patient. The room was clean and large. The jacuzzi was excellent, in short, it was perfect.

via Nuitee

Lena

Couple · Apr 2026

10

Always a comfortable and convenient place to stay.

Liked:I regularly stay at this Best Western hotel when I’m in Ashland because they consistently meet high standards of comfort and convenience.

via Nuitee

Kurt

Couple · Apr 2026

7

For the price, pick there competitor just a parking lot awaya way, for better amenities and rooms.

Liked:It has a gym
Disliked:Was told the hot tube would be fixed, never was during my stay, after a workout, relaxing in the hot is nice…it was one of the reasons I choose there to stay.. never again

via Nuitee