See all properties
Save

Best Western Windsor Inn

2.5 star property
Hotel with free breakfast, near Southern Oregon University

Photo gallery for Best Western Windsor Inn

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

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Free Wi-Fi
The current price is AU$184
includes taxes & fees
2 Jan - 3 Jan 2026

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

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

Standard Room, 1 King Bed, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(65 reviews)

Highlights

Air conditioning
Heating
Connecting rooms available
Free cots/infant beds
Fridge
Plasma TV
Blackout curtains
Private bathroom
  • 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)

Highlights

Air conditioning
Heating
Connecting rooms available
Free cots/infant beds
Fridge
Plasma TV
Blackout curtains
Private bathroom
  • 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)

Highlights

Air conditioning
Heating
Connecting rooms available
Free cots/infant beds
Kitchenette
Fridge
Plasma TV
Blackout curtains
  • 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 bathtub

Suite, 1 King Bed, Non Smoking, Jetted Tub

9.0 out of 10
Wonderful
(8 reviews)

Highlights

Air conditioning
Heating
Connecting rooms available
Free cots/infant beds
Fridge
Plasma TV
Blackout curtains
Private bathroom
  • 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)

Highlights

Air conditioning
Heating
Connecting rooms available
Free cots/infant beds
Fridge
Plasma TV
Blackout curtains
Private bathroom
  • 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)

Highlights

Air conditioning
Heating
Connecting rooms available
Free cots/infant beds
Fridge
Plasma TV
Blackout curtains
Private bathroom
  • 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

At Best Western Windsor Inn you'll be 2.1 km (1.3 mi) from Southern Oregon University and 3 km (1.8 mi) from ScienceWorks Hands-On Museum. Highlights at this hotel include free buffet breakfast, an outdoor swimming pool and free self-parking. .Enjoy the gym, Hot tub and seasonal outdoor swimming pool. Other amenities include free Wi-Fi in public areas and laundry facilities. Each morning free breakfast is served. .With a stay at this Ashland hotel, you'll be 4.1 km (2.6 mi) from North Mountain Park and 4.6 km (2.8 mi) 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

  • Medford, OR (MFR-Rogue Valley Intl.) - 23 min drive

Restaurants

  • ‪Dutch Bros Coffee - ‬3 min drive
  • ‪Taco Bell - ‬10 min walk
  • ‪Wendy's - ‬2 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Bonsai Teriyaki - ‬9 min walk

About this property

Best Western Windsor Inn

Hotel with free breakfast, near Southern Oregon University
Best Western Windsor Inn offers its guests a seasonal outdoor pool, Access to hot tub, and a fitness centre. A computer station is on site and WiFi is free in public spaces. You'll find a business centre 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
  • Buffet breakfast (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 features coffee/tea makers and a hairdryer. 40-inch plasma televisions come with cable channels. Bathrooms include a combined bath/shower unit and complimentary toiletries.

Guests can surf the web using complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as telephones; free local calls are provided (restrictions may apply). Additionally, rooms include an iron/ironing board and blackout 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
  • Spa pool
  • Spa
  • Pet-friendly
4.5 out of 5, Wonderful, 1,497 reviews
The price is AU$168
includes taxes & fees
1 Jan - 2 Jan 2026
Ashland Hills Hotel & Suites

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

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: USD 20 per pet, per day
  • Maximum 3 (weight limit: 75 lb 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 cots (infant beds)!

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 all accommodation. This property affirms that it follows the cleaning and disinfection practices of We Care Clean (Best Western) guidelines.

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

Frequently asked questions

Is parking available at Best Western Windsor Inn?

Yep, Best Western Windsor Inn has a free self car park.

How much does it cost to stay at Best Western Windsor Inn?

As of 19 Dec 2025, prices found for a 1-night stay for 2 adults at Best Western Windsor Inn on 2 Jan 2026 start from AU$183.74, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Best Western Windsor Inn have a pool?

Best Western Windsor Inn has a seasonal outdoor pool. The pool is open 7:00 AM to 10:00 PM (Seasonal outdoor pool open from May to October).

Is Best Western Windsor Inn family-friendly?

You bet! With amenities such as laundry facilities and an outdoor pool, as well as free infant beds in the guestrooms, it's no surprise that Best Western Windsor Inn is a hit with families.

Does Best Western Windsor Inn serve breakfast?

Yep, our guests enjoy the free buffet breakfast here! Available daily from 6:30 AM to 9:30 AM, this is the perfect spot to fuel up for a big day of adventure.

Is there a free airport shuttle available at Best Western Windsor Inn?

No, Best Western Windsor Inn does not offer an airport shuttle service.

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

Check-in begins at 3 PM. Check-out time is 11 AM.

Best Western Windsor Inn Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 635 out of 1000 reviews
Rating 8 - Good. 269 out of 1000 reviews
Rating 6 - Okay. 58 out of 1000 reviews
Rating 4 - Poor. 20 out of 1000 reviews
Rating 2 - Terrible. 18 out of 1000 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

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

Travelled 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

Travelled 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

Travelled with pets, Travelled with partner
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

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

10/10 Excellent

Julia

Travelled 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

Travelled 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

Travelled 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

Travelled 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

10/10 Excellent

Anthony

Liked: Cleanliness, staff & service, property conditions & facilities
Our favorite place to stay in Ashland. Convenient location and great service!
Stayed 1 night in Aug 2025

8/10 Good

paul

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

8/10 Good

Michelle

Stayed 1 night in Aug 2025

8/10 Good

Janet, Battle ground

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