See all properties

Best Western Windsor Inn

2.5 star property
Hotel near Southern Oregon University in Ashland

Choose dates to view prices

Photo gallery for Best Western Windsor Inn

Exterior
Suite, 1 King Bed, Non Smoking, Kitchen
Lobby
Lobby
Lobby

Reviews

9.0 out of 10
Wonderful

Popular amenities

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

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

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

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

About the area

Ashland

In Ashland .You'll find Southern Oregon University and ScienceWorks Hands-On Museum within 2 miles (3 km) of this hotel. North Mountain Park and Oregon Cabaret Theatre are also within 3 miles (5 km).

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
  • ‪Wendy's - ‬2 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Bonsai Teriyaki - ‬9 min walk

About this property

Best Western Windsor Inn

Hotel near Southern Oregon University in Ashland
Best Western Windsor Inn offers its guests a seasonal outdoor pool, a hot tub, and a fitness center. A computer station is on site and WiFi is free in public spaces. You'll find a business center on site. Free breakfast is available daily. The business-friendly Best Western Windsor Inn also features a vending machine and laundry facilities. Self parking is free.

Smoking is allowed in designated areas at this Ashland hotel.

  • 91 guestrooms or units
  • Breakfast available (free)
  • Charging station for electric cars
  • Business facilities
  • Self-service laundry
  • Front desk (24 hours)
  • Smoking in designated areas
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.

Similar properties

Lobby sitting area
Ashland Hills Hotel & Suites
  • Pool
  • Hot tub
  • Spa
  • Pet-friendly
4.5 out of 5, Wonderful, 1,497 reviews
The price is CA $133
CA $162 total
includes taxes & fees
Nov 17 - Nov 18
Ashland Hills Hotel & Suites

Property amenities

Family friendly

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

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 breakfast available daily

Things to do

  • Gym
  • Hot tub
  • Outdoor pool

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

Room amenities

Entertainment

  • 40-inch plasma TV with cable channels

Bedroom

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

Bathroom

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

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

Renovations and closures

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

Access methods

Staffed front desk

Pets

  • Pets: USD 20 per pet, per day
  • Maximum 3 (weight limit: 75 lbs per pet)
  • Pets cannot be left unattended
  • Certain rooms only, restrictions apply
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for USD 15.0 per night.
  • Free cribs (infant beds)!

Property payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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)
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, Discover, and cash. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation. This property affirms that it follows the cleaning and disinfection practices of We Care Clean (Best Western).

We should mention

  • The seasonal pool will open in May and close in October.
  • Pool access available from 7:00 AM to 10:00 PM.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • Pets are welcome in certain rooms only; other restrictions apply (please see the Fees section for related charges). To make arrangements for your pet, contact the property directly at the number on your 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

Reviews

Best Western Windsor Inn Reviews

9.0

Wonderful

9.2/10

Cleanliness

9.4/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

8.6/10

Eco-friendliness
Rating 10 - Excellent. 636 out of 1001 reviews
Rating 8 - Good. 270 out of 1001 reviews
Rating 6 - Okay. 57 out of 1001 reviews
Rating 4 - Poor. 20 out of 1001 reviews
Rating 2 - Terrible. 18 out of 1001 reviews

Reviews

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

Theresa

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

10/10 Excellent

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Clean friendly hotel!

Clean rooms, friendly service.
Stayed 1 night in Aug 2025

6/10 Okay

Pam

Travelled with partner
Liked: Cleanliness, staff & service
Disliked: Amenities
Average property. Staff was friendly.
Stayed 1 night in Aug 2025

10/10 Excellent

Bethany

Stayed 1 night in Aug 2025

10/10 Excellent

Carl

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
All good! Receptionist was very friendly and helpful.
Stayed 2 nights in Aug 2025

8/10 Good

Robert

Travelled with pets, Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice breakfast
Stayed 1 night in Aug 2025

10/10 Excellent

David

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities
Bed was a little hard. Everythi g else was nice. Quiet hotel.
Stayed 1 night in Aug 2025

10/10 Excellent

Leeann

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff helped us so much. Maria and Anna were wonderful.
Stayed 1 night in Aug 2025

6/10 Okay

Thomas P

Stayed 1 night in Jul 2025

8/10 Good

Verified traveller

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

10/10 Excellent

Miriam

Stayed 1 night in Jul 2025

10/10 Excellent

Simon

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Our kids loved the pool
Stayed 1 night in Jul 2025

10/10 Excellent

Robert

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Best Western Is The Best

Stopping on our way back to crazy California. Very pleasant stay. Immaculate care of the facility. Immaculate cleanliness of the room and accoutrements. Great staff. Great breakfast, and, wait for it, the best coffee I’ve had besides my own roasts and brews.
Stayed 1 night in Jul 2025

10/10 Excellent

Mark

Travelled with family
Clean, comfortable, hot breakfast including bacon and pancakes, free EV charging
Stayed 1 night in Jul 2025

6/10 Okay

Stephanie

Travelled with partner
Liked: Cleanliness, staff & service
The breakfast didn’t have any coffee, eggs or sausage
Stayed 1 night in Jul 2025

8/10 Good

Ilene

Liked: Cleanliness, staff & service, room comfort
Room comfortable, but very noisy in the early morning
Stayed 2 nights in Jul 2025

10/10 Excellent

Christine

Stayed 1 night in Jul 2025

10/10 Excellent

Dennis

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great experience. Easy and pleasant
Stayed 1 night in Jul 2025

10/10 Excellent

Karen

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Renovated very well, clean, quiet-good parking-nice outdoor pool-very friendly staff
Stayed 1 night in Jul 2025

8/10 Good

Bruce

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A comfortable stay

Room was clean and very spacious. Free breakfast at the hotel was very convenient. Staff were friendly & efficient. Had an issue with the door lock. It was addressed and fixed right away after reporting it to the front desk.
Stayed 2 nights in Jul 2025

10/10 Excellent

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Best hotel stay in a long time

clean, quiet, friendly, grounds were well taken care with pretty hydrangeas, pool/deck/pool furniture clean with trash - so nice!
Stayed 1 night in Jul 2025

10/10 Excellent

James, Poulsbo

Liked: Cleanliness, staff & service, property conditions & facilities
Everything was fine.
Stayed 1 night in Jul 2025

10/10 Excellent

Kelly

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

10/10 Excellent

CHARLES

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