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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.
Size of room. Room and bathroom was clean. The mattress was comfy. The breakfast had several items to choose from. Easy parking, felt secure and easy access to and from I 5 interstate. The staff was friendly.
The room was bitterly cold when we entered it. Felt once room reservation was set, someone should have turned the heat on. Other than that, the stay was good.
The staff was friendly. The location was convenient.
I didn't like having to lug my bags upstairs. The quality of the breakfast offerings was not great.
Breakfast & staff were exceptional ❤️
Pet friendly support.
The pet amenities were perfect. We loved having the designated pet area and it was so cute to provide the extra blanket and treats for my dogs.
The breakfast was the best complimentary breakfast I've ever had a hotel.
Everyone on the staff that I met was super nice.
The air conditioner was loud every time it turned on and off and it woke me up a couple times.
Breakfast was fine.
The room was very dark. Plants along the walkway needed to be trimmed back - they hung over the walkways. Rooms on first floor seemed to be reserved for people with pets. At 80+ years of age I didn’t appreciate the fact I had to lug my suitcase up the stairs to the second floor. I didn’t want a room that had had dogs in it so had to take second floor.
This is a fantastic hotel to stay at if you have dogs. The doors open directly to outside for quick and easy potty breaks and there's a lovely grassy dog area with poop bags, a trash can, and chairs for relaxing with your pooch. We will definitely stay here again next time we're traveling through the area.
Staff was really nice
Property was outdated compared to the pictures, lots of homeless in the area and the room had cockroaches killed 3 during my stay
Nice space, clean property and rooms! Great customer service
No complaints
the hot breakfast was good, yogurt with granola, dried fruit options, fruit; apples and oranges, The scrambled eggs were only OK, the bacon was very good. Pancakes available , bagels and cream cheese etc.
The room was clean, large and comfortable. The bed was very comfortable.
The staff were very helpful and able to give us items we asked for., Like a couple of glass wine glasses and utensils for our take out meal.
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