Cheapest option at this property with free cancellation for 2 adults, 1 child

1 × Queen Room with Two Queen Beds - Non-Smoking/Pet-Friendly
Price for:
Max adults: 2 <br> Max children: 1
Beds: 2 large double beds
Free cot available on request
Free stay for your child
Free cancellation before 16:00 on 17 October 2025
No prepayment needed – pay at the property
Breakfast included
We have 2 left
US$141 per night
Price US$422
3 nights, 2 adults, 1 child
Reserve
Don't worry — pressing this button won't charge you anything!

About this property

Offering English Tudor-style architecture, Best Western Windsor Inn is located in Ashland, Oregon. An outdoor swimming pool, a fitness centre, and free WiFi access are featured here. Oregon Shakespeare Festival is within 10 minutes' drive. The contemporary rooms at this hotel come with a cable TV, a refrigerator, and a coffee machine. Air conditioning and a private bathroom with free toiletries and a bath or shower are also included. A hot tub, colourful rose gardens and a business centre are some of the additional facilities available here. Best Western Windsor is 25 km from Medford, and 58 km from Yreka. Rogue Valley Airport is 27 km away.

Couples particularly like the location — they rated it 8.8 for a two-person trip.

Distance in property description is calculated using © OpenStreetMap

Best Western
Hotel chain/brand
Best Western

Property highlights

Perfect for a 3-night stay!

  • Top location: Highly rated by recent guests (9.0)

  • Want a great night's sleep? This hotel was highly rated for its very comfy beds.

  • Top pick by families with children

Breakfast info

Continental, Buffet

  • Free parking available at the hotel


Availability

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Please select one or more options you want to book

All available rooms

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Recommended for 2 adults, 1 child

1 × Queen Room with Two Queen Beds - Non-Smoking/Pet-Friendly
Price for:
Max adults: 2 <br> Max children: 1
Beds: 2 large double beds
Free cot available on request
Free stay for your child
Free cancellation before 16:00 on 17 October 2025
No prepayment needed – pay at the property
Breakfast included
We have 2 left
US$141 per night
Price US$422
3 nights, 2 adults, 1 child
Reserve
Don't worry — pressing this button won't charge you anything!
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King Suite with Wet Bar - Non-Smoking
  • Free cancellation before 16:00 on 17 October 2025
  • No prepayment needed – pay at the property
Continental breakfast included
  • 1 extra-large double bed
US$476 for 3 nights
  • You won't be charged yet
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King Suite with Kitchen - Non-Smoking
  • Free cancellation before 16:00 on 17 October 2025
  • No prepayment needed – pay at the property
Continental breakfast included
  • 1 extra-large double bed
US$516 for 3 nights
  • You won't be charged yet

Error: Please select one or more options you want to book

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Room type Number of guests Today's price Your choices

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  • 2 large double beds
Free cot available on request
Room
384 feet²
Air conditioning
Ensuite bathroom
Flat-screen TV
Free WiFi

  • Free toiletries
  • Toilet
  • Bath or shower
  • Towels
  • Desk
  • TV
  • Refrigerator
  • Telephone
  • Tea/Coffee maker
  • Iron
  • Interconnected room(s) available
  • Heating
  • Hairdryer
  • Wake up service/Alarm clock
  • Carpeted
  • Cable channels
  • Alarm clock
  • Hand sanitiser
  • Single-room air conditioning for guest accommodation
  • Carbon monoxide detector
Max adults: 2 <br> Max children: 1
US$141 per night
Price US$422
Excluded: 11.5 % Tax
  • Continental breakfast included
  • Free cancellation before 16:00 on 17 October 2025
  • No prepayment needed – pay at the property
  • We have 2 left
  • Free stay for your child
  • 1 extra-large double bed
Free cot available on request
Private suite
400 feet²
Private kitchenette
Ensuite bathroom
Mountain view
Air conditioning
Flat-screen TV
Free WiFi
Max adults: 2
US$159 per night
Price US$476
Excluded: 11.5 % Tax
  • Continental breakfast included
  • Free cancellation before 16:00 on 17 October 2025
  • No prepayment needed – pay at the property
  • We have 2 left
  • 1 extra-large double bed
Free cot available on request
Private suite
600 feet²
Private kitchen
Ensuite bathroom
Air conditioning
Flat-screen TV
Free WiFi
Max adults: 2
US$172 per night
Price US$516
Excluded: 11.5 % Tax
  • Continental breakfast included
  • Free cancellation before 16:00 on 17 October 2025
  • No prepayment needed – pay at the property
  • We have 2 left
  • You won't be charged yet
Limited supply in Ashland for your dates: 1 three-star hotel like this is already unavailable on our site

Guest reviews

Categories:

Staff
Facilities
Cleanliness
Comfort
Value for money
Location
Free WiFi

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Guests who stayed here loved

  • Darlene
    United States United States
    The check-in was easy and the staff helpful and friendly. The room was in a perfect location, especially for my handicapped husband. The actual room was very clean and comfortable. The breakfast area was roomy and the variety of food was...
  • Brendan
    United States United States
    I had a great experience at the Windsor. I arrived a little late, due to traffic. The young man at the desk was immediately accommodating and helpful. In very short order, he had me checked in, told me the best way to access my room, explained...
  • Carla
    Canada Canada
    First time at this location and we were treated like royalty..
  • Margie
    United States United States
    We like how friendly the staff was and the room we had enough room for us.
  • Eileen
    United States United States
    Room was large and very clean. Bed was comfortable.
  • Deborah
    United States United States
    The front desk staff were exceptional! Friendly, informative, helpful ( when we left some items the room after checkout). The bed was comfortable I fell asleep as soon as my head hit the pillow.
  • Jana
    United States United States
    The grounds for dog business was well taken care of with nice green lawn area. Amazing smelling flowers along the path as we walked to our rooms what a nice surprise!
  • Jeanine
    United States United States
    The building itself has so much personality, it looks like a picture from the medieval period. The room felt so spacious even with a king-sized bed. Large rose bushes adored the outside of my room adding to that special time period. The room was...
  • Carlos
    United States United States
    Such a cute property! Love the physical appearance. Staff was super kind !
  • Karen
    United States United States
    Rooms are a nice size with plenty of room, a refrigerator, & 2 chairs instead of the normal just one you find in most hotels.

Hotel surroundings

House rules

Best Western Windsor Inn takes special requests - add in the next step!
Check-in
From 15:00
Guests are required to show a photo identification and credit card upon check-in
Check-out
Until 11:00
Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Please check what conditions may apply to each option when making your selection.
Children and beds

Child policies

Children of any age are welcome.

Children 18 years and above will be charged as adults at this property.

To see correct prices and occupancy information, please add the number of children in your group and their ages to your search.

Cot and extra bed policies

0 - 6 years
Extra bed upon request
US$15 per child, per night
Cot upon request
Free
7 - 10 years
Extra bed upon request
US$15 per child, per night

Prices for cots and extra beds are not included in the total price, and will have to be paid for separately during your stay.

The number of extra beds and cots allowed is dependent on the option you choose. Please check your selected option for more information.

All cots and extra beds are subject to availability.

No age restriction
There is no age requirement for check-in
Pets
Pets are allowed. Charges may be applicable.
Groups
When booking more than 9 rooms, different policies and additional supplements may apply.
Cards accepted at this hotel
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The fine print

Need-to-know information for guests at this property

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 identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.

In response to Coronavirus (COVID-19), additional safety and sanitation measures are in effect at this property.

Food & beverage services at this property may be limited or unavailable due to Coronavirus (COVID-19).

Due to Coronavirus (COVID-19), this property is taking steps to help protect the safety of guests and staff. Certain services and amenities may be reduced or unavailable as a result.