See all properties
Save

Best Western Windsor Inn

2.5 star property

Photo gallery for Best Western Windsor Inn

Exterior
Suite, 1 King Bed, Non Smoking, Jetted Tub
Free daily buffet breakfast
Property amenity
Outdoor pool

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Free Wi-Fi

Explore the area

View map
2520 Ashland St, Ashland, OR, 97520
  • Place, Weisinger Family Winery
    ‪2 min drive‬
  • Place, Southern Oregon University
    ‪3 min drive‬
  • Place, Oregon Shakespeare Festival
    ‪8 min drive‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪20 min drive‬

Room options

View all photos for Standard Room, 1 King Bed, Non Smoking, Refrigerator

Standard Room, 1 King Bed, Non Smoking, Refrigerator

Standard Room, 1 King Bed, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(65 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(41 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

View all photos for Suite, 1 King Bed, Non Smoking, Kitchen

Suite, 1 King Bed, Non Smoking, Kitchen

Suite, 1 King Bed, Non Smoking, Kitchen

9.6 out of 10
Exceptional
(4 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, 1 King Bed, Non Smoking, Jetted Tub

Suite, 1 King Bed, Non Smoking, Jetted Tub

Suite, 1 King Bed, Non Smoking, Jetted Tub

9.0 out of 10
Wonderful
(8 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds, Accessible, Non Smoking

Standard Room, 2 Queen Beds, Accessible, Non Smoking

Standard Room, 2 Queen Beds, Accessible, Non Smoking

8.0 out of 10
Very good
(7 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

View all photos for Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave

10.0 out of 10
Exceptional
(5 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

2 Queen Beds, Mobility Accessible Room, Roll-in Shower, Non-Smoking

  • Sleeps 4

2 Queen Beds, Non-Smoking, Refrigerator, High Speed Internet Access

  • Sleeps 4

Suite-1 King Bed, Non-Smoking, Wet Bar, Microwave And Refrigerator, Wi-Fi

  • Sleeps 2

Suite-1 King Bed, Non-Smoking, Kitchen, Sitting Area, High Speed Internet Access

  • Sleeps 2

Suite-1 King Bed, Non-Smoking, Jacuzzi, Refrigerator, High Speed Internet Access

  • Sleeps 2

1 King Bed, Non-Smoking, Refrigerator, High Speed Internet Access

  • Sleeps 2

About the area

Ashland

With a stay at Best Western Windsor Inn in Ashland, you'll be within a 5-minute drive of Southern Oregon University and ScienceWorks Hands-On Museum. .This hotel is 2.8 mi (4.6 km) from North Mountain Park and 2.9 mi (4.6 km) from Oregon Cabaret Theatre.

What's nearby

  • Weisinger Family Winery - 2 min drive - 2.8 km
  • Southern Oregon University - 3 min drive - 2.5 km
  • Oregon Shakespeare Festival - 8 min drive - 7.3 km
  • Lithia Park - 8 min drive - 7.3 km
  • Mount Ashland Ski Area - 24 min drive - 32.6 km

Getting around

  • Rogue Valley Intl. Airport (MFR) - 23 min drive

Restaurants

  • ‪Taco Bell - ‬10 min walk
  • ‪Dutch Bros Coffee - ‬3 min drive
  • ‪Bonsai Teriyaki - ‬9 min walk
  • ‪Starbucks - ‬3 min drive
  • ‪Wendy's - ‬3 min drive

About this property

Best Western Windsor Inn

Best Western Windsor Inn offers 91 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and hair dryers. 40-inch plasma televisions come with cable channels. Bathrooms include shower/tub combinations and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Change of towels and change of bedsheets can be requested. Housekeeping is provided on request.

An outdoor pool and a hot tub are on site. Other recreational amenities include a fitness center.
Make yourself at home in one of the 91 air-conditioned rooms featuring refrigerators and plasma televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and coffee/tea makers, as well as phones with free local calls.
Don't miss out on the many recreational opportunities, including an outdoor pool, a hot tub, and a fitness center. This hotel also features complimentary wireless internet access and a vending machine.
A complimentary buffet breakfast is served daily from 6:30 AM to 9:30 AM.
Featured amenities include a business center, a 24-hour front desk, and laundry facilities. Free self parking is available onsite.
A complimentary buffet breakfast is served each morning between 6:30 AM and 9:30 AM.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Free self parking on site
  • Limited on-site self parking
  • Wheelchair-accessible parking available

Food and drink

  • Free buffet breakfast available daily 6:30 AM to 9:30 AM

Things to do

  • Gym
  • Hot tub
  • Outdoor pool

Family friendly

  • In-room cot
  • In-room refrigerator
  • Laundry facilities
  • Outdoor pool
  • Rollaway/extra bed (surcharge)

Conveniences

  • 24-hour front desk
  • Laundry facilities
  • Vending machine

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping on request

Business services

  • Business centre
  • Computer station

Outdoors

  • Vegetable garden

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Assistive listening devices
  • No lift
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible registration desk

More

  • At least 10% of profits reinvested in community and sustainability
  • At least 80% lighting from LEDs
  • At least 80% of food locally-sourced
  • At least 80% organic food
  • Biodegradable coffee stirrers available
  • Biodegradable drinking straws available
  • Comprehensive food waste policy
  • Comprehensive recycling policy
  • Designated smoking areas
  • Double-glazed windows
  • Humane treatment of captive wild animals
  • Local artist showcase
  • Locally-owned and organised tours and activities
  • No plastic coffee stirrers
  • No plastic drinking straws
  • No plastic soft drink bottles
  • No plastic water bottles
  • Reusable cups
  • Reusable tableware
  • Vegan dining options
  • Vegetarian breakfast available
  • Vegetarian dining options

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Free cot
  • Rollaway/extra bed (surcharge)

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • 40-inch plasma TV with cable channels

Food and drink

  • Coffee/tea maker
  • Refrigerator

More

  • Access via exterior corridors
  • Air conditioning
  • Cleaning products are eco-friendly
  • Connecting rooms available
  • Desk
  • Desk chair
  • Eco-friendly toiletries
  • Electrical adapters
  • Energy-saving switches in guestrooms
  • Free local calls
  • Heating
  • Iron/ironing board
  • Laptop workspace
  • LED lighting
  • Phone
  • Recycling
  • Water-efficient showers

Policies

Check-in

Check-in time starts at 3 PM
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11 AM
Contactless check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Renovations and closures

The following facilities will be closed during the winter:
  • Swimming pool

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 20 per pet, per day
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
3 total (up to 75 lbs per pet)
Pets cannot be left unattended
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation

Children and extra beds

Children are welcome
Rollaway/extra beds are available for USD 15.0 per night
Free cribs are available on request at the property

Payment types

Important information

Optional extras

  • Pet fee: USD 20 per pet, per day
  • Service animals are exempt from fees
  • Rollaway bed fee: USD 15.0 per night

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards and cash
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
This property affirms that it follows the cleaning and disinfection practices of We Care Clean (Best Western)

We should mention

This property does not have elevators
The seasonal pool will be open from May to October
Pool access available from 7:00 AM to 10:00 PM
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Property is also known as

Best Western Windsor
Best Western Windsor Ashland
Best Western Windsor Inn
Best Western Windsor Inn Ashland
Windsor Best Western
Ashland Best Western
Best Western Ashland
Best Western Windsor Hotel Ashland
Best Western Ashland
Ashland Best Western
Best Western Windsor Inn Hotel
Best Western Windsor Inn Ashland
Best Western Windsor Hotel Ashland
Best Western Windsor Inn Hotel Ashland

Best Western Windsor Inn Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 640 out of 1004 reviews
Rating 8 - Good. 266 out of 1004 reviews
Rating 6 - Okay. 60 out of 1004 reviews
Rating 4 - Poor. 20 out of 1004 reviews
Rating 2 - Terrible. 18 out of 1004 reviews

9.2/10

Cleanliness

9.4/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Isaac

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was incredibly friendly, kept the room clean and assisted us with food recommendations.
Stayed 2 nights in Aug 2025

6/10 Okay

Eric, Klamath Falls

Travelled with family
Liked: Cleanliness, staff & service, amenities
Problem with heat in room. Nice otherwise
Stayed 1 night in Dec 2025

10/10 Excellent

Gary

Clean. Good breakfast.
Stayed 1 night in Dec 2025

10/10 Excellent

Makayla

Travelled with family
Liked: Cleanliness, property conditions & facilities
Great service, easy check in and for what we got definitely worth the price. Love the breakfast : )
Stayed 1 night in Dec 2025

10/10 Excellent

Noel

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Friendly staff and very clean
Stayed 2 nights in Dec 2025

8/10 Good

Deborah

Travelled with family
Liked: Cleanliness, staff & service, amenities
clean room, friendly staff, good ex room, fresh coffee available
Stayed 1 night in Dec 2025

10/10 Excellent

Lynn

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Friendly upon check in and our room was clean and sufficient.
Stayed 1 night in Nov 2025

10/10 Excellent

Christina

Travelled with family
Liked: Cleanliness, staff & service, amenities
Staff super friendly, pointed out restaurants nearby, the pet area and the pup package was a nice touch! Lots of space, rooms clean and easy space to relax in.
Stayed 1 night in Nov 2025

10/10 Excellent

Mercedes

Stayed 1 night in Nov 2025

8/10 Good

Janet

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location was convenient for traveling thru Ashland, but not so convenient if you wish to attend the Festival as you have to drive into town.
Stayed 1 night in Nov 2025

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My only disappointment was the quality of the TV streaming. The network did not seem able to handle the data load so movies were often pixelated; rarely frozen, but happened. Also, the beds are the worst for anyone who has neck and back issues but that's pretty typical in the hospitality biz.
Stayed 2 nights in Nov 2025

10/10 Excellent

Lillian

Liked: Cleanliness, staff & service
Stayed 1 night in Nov 2025

8/10 Good

Gabe

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We had a super easy check in and the breakfast was great each day!
Stayed 2 nights in Nov 2025

10/10 Excellent

meena, fremont

Liked: Cleanliness, staff & service, property conditions & facilities
…
Stayed 3 nights in Oct 2025

10/10 Excellent

Anna Christine

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great Breakfast. Large Room. Comfy King Bed. Great location, Quiet. Just great.
Stayed 3 nights in Nov 2025

6/10 Okay

Tessa

Business traveller
Liked: Cleanliness, staff & service
Room had funky smell to it mold maybe. Mattresses were pretty tore up could feel many lumps under what looked like two mattress covers. Towels were pretty thin had to call down for extras. No extra toilet paper had to call for that too. Check was great guy at desk was super nice and the two times I called desk they were super nice
Stayed 3 nights in Nov 2025

10/10 Excellent

Amy

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Ryan, front desk, was very considerate. The room was clean and quiet. Bed was firm.
Stayed 1 night in Nov 2025

10/10 Excellent

Robert

Stayed 1 night in Nov 2025

8/10 Good

Theodore

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Appreciated the staff greeting us for our late arrival. In the room- comfortable and clean. A couple of things: flashing bulb over sinks needs replaced. Trash liners were on so tight that is was impossible to put trash down in the can. Nothing major- we enjoyed our stay.
Stayed 1 night in Nov 2025

8/10 Good

Aneesh

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2025

10/10 Excellent

James

Liked: Cleanliness
The room is perfect and the staff was terrific in getting us oriented to the facility and getting us checked in.
Stayed 1 night in Oct 2025

2/10 Terrible

David

Travelled with partner
Disliked: Cleanliness, property conditions & facilities
Bathroom sink almost stopped up. Not one of 6 usb ports in the room was functional.
Stayed 1 night in Oct 2025

10/10 Excellent

Jessica

Stayed 1 night in Oct 2025

10/10 Excellent

Ronald, mukilteo

Well cared for super clean
Stayed 1 night in Oct 2025

10/10 Excellent

Janine

Stayed 1 night in Oct 2025