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Best Western Windsor Inn

2.5 star property

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Photo gallery for Best Western Windsor Inn

Exterior
Suite, 1 King Bed, Non Smoking, Kitchen | Desk, laptop workspace, blackout drapes, iron/ironing board
Meeting facility
Outdoor pool
Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, blackout drapes, iron/ironing board

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Free WiFi
The current price is $139
includes taxes & fees
May 31 - Jun 1

Explore the area

View in a map
2520 Ashland St, Ashland, OR, 97520
  • Place, Southern Oregon University
    ‪4 min drive‬
  • Place, Oregon Shakespeare Festival
    ‪7 min drive‬
  • Place, Lithia Park
    ‪7 min drive‬
  • Airport, Medford, OR (MFR-Rogue Valley Intl.)
    ‪21 min drive‬

Room options

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

Standard Room, 1 King Bed, Non Smoking, Refrigerator | Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 1 King Bed, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(71 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator | Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

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

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

Suite, 1 King Bed, Non Smoking, Kitchen | Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, 1 King Bed, Non Smoking, Kitchen

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

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

Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, 1 King Bed, Non Smoking, Jetted Tub

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

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

Standard Room, 2 Queen Beds, Accessible, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 2 Queen Beds, Accessible, Non Smoking

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

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

Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 1 King Bed, Non Smoking, Refrigerator

  • Sleeps 2
  • Free WiFi

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

Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, 1 King Bed, Non Smoking, Kitchen

  • Sleeps 2
  • Free WiFi

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

Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, 1 King Bed, Non Smoking, Jetted Tub

  • Sleeps 2
  • Free WiFi

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

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | Desk, laptop workspace, blackout drapes, iron/ironing board

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

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

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About this property

Best Western Windsor Inn

Ashland hotel close to Southern Oregon University
This hotel features an outdoor pool, a fitness center, and a hot tub. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a seasonal outdoor pool, a business center, and laundry facilities are onsite. Housekeeping is available on request.
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.
In addition to a seasonal outdoor pool, Best Western Windsor Inn provides a hot tub and a fitness center. A computer station is located on site and wireless Internet access is complimentary. This hotel offers access to a business center. Guests can enjoy a complimentary breakfast each morning. This business-friendly hotel also offers a vending machine and laundry facilities. Complimentary self parking is available on site, along with a car charging station.

Best Western Windsor Inn has designated areas for smoking.

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 transportation

  • Electric car charging station on site
  • Free self parking on site
  • 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 crib
  • 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 center
  • 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 elevator
  • 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 organized 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 crib
  • 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

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 1002 reviews
Rating 8 - Good. 267 out of 1002 reviews
Rating 6 - Okay. 56 out of 1002 reviews
Rating 4 - Poor. 20 out of 1002 reviews
Rating 2 - Terrible. 18 out of 1002 reviews

9.2/10

Cleanliness

9.4/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Holly

Liked: Cleanliness, amenities, property conditions & facilities
The staff is fantastic!!!
Stayed 1 night in Feb 2026

8/10 Good

Sara

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Stay was nice. Hotel was cool
Stayed 1 night in Feb 2026

10/10 Excellent

Jason

Stayed 1 night in Feb 2026

10/10 Excellent

Emmanuel

Liked: Cleanliness, staff & service, amenities
The room and everything at Windsor Inn was great.
Stayed 1 night in Feb 2026

10/10 Excellent

Michael

Stayed 1 night in Feb 2026

10/10 Excellent

Michael

Stayed 1 night in Feb 2026

10/10 Excellent

Arthur

Stayed 1 night in Jan 2026

10/10 Excellent

Rodney

Stayed 1 night in Jan 2026

10/10 Excellent

Bruce, Gilbert

Liked: Cleanliness, amenities, property conditions & facilities
Front desk staff was excellent. Clean room, great pet rate.
Stayed 1 night in Jan 2026

8/10 Good

Lisa

Stayed 1 night in Jan 2026

10/10 Excellent

Moises

Liked: Cleanliness, amenities, property conditions & facilities
Excelent and impeccable
Stayed 1 night in Jan 2026

10/10 Excellent

Maximilian

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great pit stop. All worked well
Stayed 1 night in Dec 2025

6/10 Okay

Kathy

Traveled with family
Liked: Cleanliness
Disliked: Amenities
Sink wouldn't drain, shower was hot, then cold and then hot again.
Stayed 1 night in Dec 2025

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

Traveled 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

Traveled 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

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

8/10 Good

Deborah

Traveled 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

Traveled 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

Traveled 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

Traveled 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