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Best Western Windsor Inn

2.5 star property

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Photo gallery for Best Western Windsor Inn

Exterior
Property amenity
Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, blackout drapes, iron/ironing board
Free daily buffet breakfast
Outdoor pool

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Free WiFi

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

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

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
(7 reviews)
  • 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 | Desk, laptop workspace, blackout drapes, iron/ironing board

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

About the neighborhood

Ashland

Best Western Windsor Inn places you within 2 miles (3 km) of popular sights like Southern Oregon University and ScienceWorks Hands-On Museum. This 91-room hotel has free breakfast along with conveniences like an outdoor pool and free in-room WiFi.

What's nearby

  • Weisinger Family Winery - 2 min drive - 1.8 miles
  • Southern Oregon University - 3 min drive - 1.6 miles
  • Oregon Shakespeare Festival - 8 min drive - 4.5 miles
  • Lithia Park - 8 min drive - 4.5 miles
  • Mount Ashland Ski Area - 24 min drive - 20.3 miles

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

Guests of Best Western Windsor Inn have access to an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a hot tub, a business center, and a seasonal outdoor pool.
Guests can expect free WiFi and 40-inch plasma TVs with cable channels. Bathrooms offer hair dryers and free toiletries. Refrigerators, coffee makers, and free local calls are other standard amenities. Housekeeping is available on request.
An outdoor pool and a hot tub are on site. Other recreational amenities include a fitness center.

Similar properties

Exterior
Holiday Inn Express & Suites Ashland by IHG
  • Pool
  • Hot tub
  • Breakfast included
  • Pet friendly
9.2 out of 10, Wonderful, 1,001 reviews
$93 nightly
The price is $103
Mar 1 - Mar 2
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG

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

  • This property welcomes pets for USD 20 per pet, per day
  • Dogs and cats only
  • 3 total (75 lbs is the maximum weight per pet)
  • Pets may not be left unsupervised
  • Certain rooms only, restrictions apply
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

  • Rollaway/extra beds are available for USD 15.0 per night
  • Free cribs/infant beds are available

Property payment types

Important information

Optional extras

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

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

This list may not be comprehensive. Fees and deposits might 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)
  • Check-in: 3 PM
  • Check-out: 11 AM
  • Minimum check-in age: 18
The front desk is open 24 hours a day. Driving? This property offers free parking, along with a car charging station.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A credit card for incidental charges and a government-issued photo ID may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards and cash.
  • Onsite safety features 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).

Additional information about polices, regulations, and more:

  • The seasonal pool is open from May to October.
  • Pool access available from 7:00 AM to 10:00 PM.
  • Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
  • There are no elevators.

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

What is there to do close to Best Western Windsor Inn?

This hotel is located in Ashland, close to Oregon Cabaret Theatre, Thomas Theatre, and Oregon Shakespeare Festival. You'll also find Lithia Park and Rogue River-Siskiyou National Forest within a short drive.

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

As of Feb 21, 2026, prices found for a 1-night stay for 2 adults at Best Western Windsor Inn on Feb 22, 2026 start from $100.0, excluding 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.

Is there parking available at Best Western Windsor Inn?

Yes, self parking is offered for free at the hotel. Accessible parking and electric car charging are also available for guests.

Does Best Western Windsor Inn have a casino on the premises?

No, Best Western Windsor Inn doesn't have a casino.

Is there an indoor pool at Best Western Windsor Inn?

No, this hotel doesn't have an indoor pool; however, there are an outdoor pool and a hot tub. Guests have access between 7:00 AM and 10:00 PM and the seasonal pool is normally open from May until October.

Is Best Western Windsor Inn a good place to stay for couples?

Couples staying at this hotel will appreciate amenities like an outdoor pool plus some guestrooms include jetted bathtubs and kitchenettes.

Does Best Western Windsor Inn have a hot tub?

Yes, this hotel has a spa tub.

Does Best Western Windsor Inn have a restaurant with a breakfast menu?

Best Western Windsor Inn offers free buffet breakfast each morning though there is no restaurant.

Does Best Western Windsor Inn allow pets to stay free of charge?

Although they can't stay for free, cats and dogs are welcome at Best Western Windsor Inn for a fee of USD 20 per pet, per day.

Does Best Western Windsor Inn have connecting rooms?

Yes, this hotel has connecting guestrooms you can book for your group event or vacation.

How close is the airport from Best Western Windsor Inn?

The closest major airport to Best Western Windsor Inn is Rogue Valley Intl. Airport (MFR), which is 18.5 mi away (23 minutes by car).

Are there rooms with balconies at Best Western Windsor Inn?

No, you won't find guestrooms with balconies at Best Western Windsor Inn.

Best Western Windsor Inn Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 638 out of 1000 reviews
Rating 8 - Good. 265 out of 1000 reviews
Rating 6 - Okay. 59 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

Reviews

6/10 Okay

Tessa

Business traveler
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

Traveled 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

Traveled 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

Traveled 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

10/10 Excellent

George

Stayed 1 night in Oct 2025

2/10 Terrible

Jon

Stayed 1 night in Oct 2025

10/10 Excellent

Gabriela

Traveled with family
We really appreciated the free EV charger. It was a faster slow charger.
Stayed 4 nights in Oct 2025

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, property conditions & facilities
Clean, attentive staff, convenient stopping place as we travelled down I-5. EV charging on site a nice perk.
Stayed 1 night in Oct 2025

8/10 Good

Gary, Bothell

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very picturesque, large hotel, huge breakfast room, nice swimming pool, lots of parking, just off I5, the only downsides were no mini-fridge or microwave in the rooms,
Stayed 1 night in Oct 2025

6/10 Okay

Katrina

Stayed 1 night in Oct 2025

10/10 Excellent

Jorn

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

8/10 Good

Mark

Traveled with pets, Traveled with family
Its ok
Stayed 2 nights in Oct 2025

8/10 Good

Jenni

Traveled with family
Liked: Cleanliness, property conditions & facilities
Location very convenient, close to I5 and close enough to downtown
Stayed 4 nights in Oct 2025

10/10 Excellent

Jamie

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

10/10 Excellent

Ben

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

8/10 Good

Aron

Stayed 1 night in Aug 2025

10/10 Excellent

bruce

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was clean and property very nice
Stayed 1 night in Oct 2025

6/10 Okay

John

Liked: Cleanliness, staff & service, property conditions & facilities
This is a nice place to stay and we stay a couple times a year on our way through. This time we stayed in the executive suite with kitchen and living room. Nice space but they didn't supply any kichen towels, paper towels, or dish soap in the VERY sparsely equipped kitchen area.
Stayed 1 night in Oct 2025

8/10 Good

Susan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was clean and spacious for me. The soap and shampoo products were both appreciated and good quality. The staff was very friendly. The continental breakfast had a nice variety. Good coffee. Value was decent.
Stayed 1 night in Sep 2025