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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.
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
Free public parking is possible on site (reservation is not needed).
WiFi is available in all areas and is free of charge.
Pets are allowed. Charges may be applicable.
When booking more than 9 rooms, different policies and additional supplements may apply.
Children of any age are allowed.
Children up to and including 6 years old stay for free when using an available cot.
Children up to and including 17 years old stay for free when using an existing bed.
Children up to and including 10 years old stay for US$15 per person per night when using an available extra bed.
Any type of extra bed or child's cot/crib is upon request and needs to be confirmed by management.
Supplements are not calculated automatically in the total costs and will have to be paid for separately during your stay.
Professional, funny staff. Top!!
No more microwave in room.
Great breakfasts, comfortable room
Friendly, speedy service. Very clean and beautiful place to stay
Nothing
Have stayed there before. Can take dogs. Breakfast and pool ( although didn’t use this time)
Ants in room and bathroom. Broken -leaky iron
Sehr schöne Anlage mit großen Zimmern. Frühstück war gut. Angenehmer Fitness- und Pool-Bereich. Sehr nettes Personal.
Great location comfortable for two adults and our dog. Breakfast is wonderful.
Zero complaints
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.
A little pricey for what you get.
The reception manager, Ryan, was charming, kind and patient. The room was clean and large. The jacuzzi was excellent, in short, it was perfect.
I regularly stay at this Best Western hotel when I’m in Ashland because they consistently meet high standards of comfort and convenience.
It has a gym
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
The room was nice but water from the previous occupants' shower made the carpet near the bathroom door wet. We had to place a towel on the floor to soak up the water.
The room was nice but water from the previous occupants' shower made the carpet near the bathroom door wet. We had to place a towel on the floor to soak up the water.
The property outside is beautiful!!
Small breakfast room
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