Best Western Windsor Inn | Hotel in Ashland

| 8.5 (532 Reviews) |   Pet Friendly  1 Bathroom  16 Guests
Ashland Hotel | Best Western Windsor Inn

Hotel in Ashland

Offering English Tudor-style architecture, Best Western Windsor Inn is located in Ashland, Oregon. An outdoor swimming pool, a fitness center, 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, colorful rose gardens and a business center are some of the additional facilities available here. Best Western Windsor is 16 mi from Medford, and 36 mi from Yreka. Rogue Valley Airport is 17 mi away.

Best Western Windsor Inn is located in Ashland.

This 91 Bedrooms Hotel is suitable for tourists and travelers. It has several amenities that would guarantee your comfort. These amenities include: Balcony/Terrace, Accessibility, EV Charge Station, and several others. This is a 3 star rated property and has over 532 reviews with the average score of 8.5 . Coming to Ashland and needing a place to stay? Be it for work or for leisure, consider staying at this Hotel for your next visit, you will surely love it.

You can check the reviews and description of this 91 Bedrooms Hotel if you want to learn more about this StayAndPlay.com place in Ashland. These details are authentic, as they are provided by our partner, booking.com.

This Best Western Windsor Inn in Ashland is well equipped and has all facilities that have been listed below. Please note that these details were shared to us by booking.com for the listed “Best Western Windsor Inn”. We solely rely on their shared details and are regarded as “accurate”. If you have any concerns about the information or accuracy describing this Hotel, please let us know.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • Pool
  • Designated Smoking Area
  • View
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
  • EV Charge Station
  • Business Services
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Breakfast
  • Child Friendly
  • Hot Tub
  • Internet
  • Laundry
 
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Policies

Check-in The minimum age for check-in is 18
Cancellation policy Free cancellation
Pet Policy Pets are allowed and charges may apply.
Other Policy 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.
 
2520 Ashland Street, Ashland, OR 97520, USA

What Our Guests say 500 + Reviews

Nov 3, 2025 08:00:00 AM
Reviewer Type: Couple
Travel Purpose: business
Positive: The staff was very friendly and had our hotel Key ready as he saw us pulling in. We had to change our reservation to come in really late because we had unexpected travel emergencies and he was very kind. The facilities were really great actually. The room was very nice and spacious. It was one of the cleanest hotels I've been in for the price point. Very well taken care of and felt like a home away from home in a way.
Negative: The only thing that I would say is a microwave in the room would be nice there's a mini fridge there's a Keurig and an iron but there is like no microwave.
Summary: Absolutely amazing will 100% be going again
Klarissa Klarissa, USA
Oct 29, 2025 07:00:00 AM
Reviewer Type: Solo Traveller
Travel Purpose: leisure
Positive: Location and price
Negative: Nothing
Summary: It’s my usual stop on my way to Eugene and my way home
Carolyn Carolyn, USA
Oct 29, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Rebecca Rebecca, USA
Oct 28, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Positive: good
Irv Irv, USA
Oct 27, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Positive: Room and breakfast was adequate. Nice staff, everyone eager to help. Plenty of parking. Close to freeway access but room was quiet.
Negative: Door did not always lock and was not a new issue. Front desk tells customers to bang the door knob with a shoe which is fine if it was not at the crack of dawn but at least 3 other people were having the same problem on the section of the hotel we were at. It wakes other people up when you start hitting the door with a shoe early in the morning. We were told it’s caused by the weather but there must certainly be a way to fix this problem. The shoe banging does work!
Summary: Almost perfect stay
Dolores Dolores, USA
Aug 30, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Positive: Good location, plenty of parking, very comfortable bed
Summary: Great accommodation in Ashland
mcguire mcguire, USA
Aug 30, 2025 07:00:00 AM
Reviewer Type: Solo Traveller
Travel Purpose: leisure
Beth Beth, USA
Aug 29, 2025 07:00:00 AM
Reviewer Type: Family With Children
Travel Purpose: leisure
Positive: Staff was very helpful and friendly. The grassy dog area was beautiful. The room was spacious. The bed was comfortable.
Negative: The rooms could use some updating, but they are still spacious, clean, and comfortable.
Summary: Great place for pets
Jill Jill, USA
Aug 28, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Positive: 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 excellent. We thoroughly enjoyed our stay!
Summary: A perfect place to stay.
Darlene Darlene, USA
Aug 28, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Ronald Ronald, USA

FAQ's

Is this Best Western Windsor Inn pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

What time is check-in & check-out at Best Western Windsor Inn?

Check-in time for Best Western Windsor Inn starts counting from 3:00 PM and check-out is until 11:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the Best Western Windsor Inn have a swimming pool?

Yes, this Best Western Windsor Inn has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Best Western Windsor Inn?

Best-rates for the Best Western Windsor Inn starts from $141 per night with includes Balcony/Terrace, Accessibility, EV Charge Station, Business Services, Wellness Facilities, Parking, Pool, View, Fireplace/Heating, Guest Services, Child Friendly, Hot Tub, Pet Friendly, Security/Safety, Breakfast, Air Conditioner, Wheelchair Accessible, Internet, Laundry, Designated Smoking Area StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Best Western Windsor Inn a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Best Western Windsor Inn wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Best Western Windsor Inn is wheelchair accessible. Likewise, there is an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Best Western Windsor Inn?

Based on the information reported by the owner or manager, the Best Western Windsor Inn indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Best Western Windsor Inn?

Based on the information reported by the owner or manager, details for the cancellation policy for the Best Western Windsor Inn are as follows: Free cancellation Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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