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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
Lobby
Lobby
Lobby

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Free WiFi
$122
includes taxes & fees
Jan 11 - Jan 12, 2026

Explore the area

View in a 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

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

Standard Room, 1 King Bed, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(65 reviews)
  • 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 | Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

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

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)
  • 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 | Jetted tub

Suite, 1 King Bed, Non Smoking, Jetted Tub

9.0 out of 10
Wonderful
(8 reviews)
  • 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 | Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 2 Queen Beds, Accessible, Non Smoking

8.0 out of 10
Very good
(6 reviews)
  • Sleeps 4
  • 2 Queen Beds

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

40-inch plasma TV with cable channels, TV

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

10.0 out of 10
Exceptional
(5 reviews)
  • 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

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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
  • Limited onsite 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 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
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 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. 638 out of 1001 reviews
Rating 8 - Good. 266 out of 1001 reviews
Rating 6 - Okay. 59 out of 1001 reviews
Rating 4 - Poor. 20 out of 1001 reviews
Rating 2 - Terrible. 18 out of 1001 reviews

9.2/10

Cleanliness

9.4/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

8.6/10

Eco-friendliness

Reviews

10/10 Excellent

Douglas

Traveled with partner, Traveled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very cool Windsor style architecture, spacious, pool, big breakfast space. Dog friendliest ever, complete with top sheet and biscuit for dog at check-in and two dog potty spots. 7 minutes drive from downtown Ashland and Saheksphere.
Stayed 1 night in Sep 2025

10/10 Excellent

Carol A, Santa Cruz

Stayed 2 nights in Sep 2025

8/10 Good

Katelyn

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay! Clean and quiet. Did not realize the doors are exterior facing as a solo traveler when I booked this, but I felt very safe.
Stayed 2 nights in Sep 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

10/10 Excellent

Larry

Liked: Cleanliness, staff & service, room comfort
Stayed 1 night in Sep 2025

10/10 Excellent

Alison

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

8/10 Good

Marie

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

4/10 Poor

Ann or Ernie

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
The beds are horribly hard. Never found a comfortable position and didn’t get much sleep.
Stayed 1 night in Sep 2025

10/10 Excellent

Nanci

Liked: Cleanliness, staff & service, property conditions & facilities
Huge gym - pet friendly-thank you
Stayed 2 nights in Sep 2025

10/10 Excellent

Thomas

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice place, good location!
Stayed 1 night in Sep 2025

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Front desk staff was very though and friendly. Appreciated the time he spent making sure I knew where my room was. Nice that I had a first floor room and parking was very close to room.
Stayed 1 night in Sep 2025

10/10 Excellent

Elizabeth

Stayed 1 night in Aug 2025

10/10 Excellent

Jermaine

Traveled with partner, Traveled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a great hotel, clean and nice. If you don't want to overspend in Ashland I highly recommend this place. I travel with dogs and it was very pet friendly as well.
Stayed 1 night in Aug 2025

10/10 Excellent

Larysa

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very very good!!
Stayed 1 night in Aug 2025

10/10 Excellent

Julia

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Our stay was amazing in every way!
Stayed 3 nights in Aug 2025

10/10 Excellent

Eli

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place!
Stayed 2 nights in Aug 2025

8/10 Good

David

Liked: Cleanliness, staff & service, property conditions & facilities
Parking was a bit limited. We got the last spot on one occasion and it was really tight. It was nice but not top notch.
Stayed 3 nights in Aug 2025

8/10 Good

Richard

Stayed 1 night in Aug 2025

10/10 Excellent

David, Northbrook

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great service at the front desk. Nice place. Enjoyed the hot tub.
Stayed 1 night in Aug 2025

2/10 Terrible

Gustaf

Stayed 1 night in Jul 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Aug 2025

10/10 Excellent

Clay

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Aug 2025

10/10 Excellent

Sam

Stayed 3 nights in Aug 2025

8/10 Good

Priscilla

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Aug 2025

10/10 Excellent

Derk

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
The pool and hot tub were great. The breakfast was very good
Stayed 1 night in Aug 2025