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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

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

9.2 out of 10
Wonderful
(75 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
(47 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 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

2 Queen Beds, Mobility Accessible Room, Roll-in Shower, Non-Smoking

  • Sleeps 4
  • Free WiFi

2 Queen Beds, Non-Smoking, Refrigerator, High Speed Internet Access

  • Sleeps 4
  • Free WiFi

Suite-1 King Bed, Non-Smoking, Wet Bar, Microwave And Refrigerator, Wi-Fi

  • Sleeps 2
  • Free WiFi

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

  • Southern Oregon University - 4 min drive - 1.6 miles
  • Oregon Cabaret Theatre - 7 min drive - 3.2 miles
  • Oregon Shakespeare Festival - 7 min drive - 3.5 miles
  • Lithia Park - 7 min drive - 3.5 miles
  • Mount Ashland Ski Area - 26 min drive - 23.9 miles

Getting around

  • Rogue Valley Intl. Airport (MFR) - 23 min drive

Restaurants

  • ‪Dutch Bros Coffee - ‬3 min drive
  • ‪Taco Bell - ‬10 min walk
  • ‪Wild Goose Cafe & Bar - ‬6 min walk
  • ‪Xerxes Mediterranean Grill - ‬3 min drive
  • ‪Bonsai Teriyaki - ‬9 min walk

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
Ashland
  • Pool
  • Hot tub
  • Breakfast included
  • Pet friendly
9.2 out of 10, Wonderful, 1,013 reviews
$136 nightly
The price is $152
Jul 12 - Jul 13
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, a fire extinguisher, 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, a fire extinguisher, 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 Shakespeare Festival, Ashland Library, and Oregon Cabaret Theatre. You'll also find Allen Elizabethan Theatre and Lithia Park within a short drive.

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

As of Jun 16, 2026, prices found for a 1-night stay for 2 adults at Best Western Windsor Inn on Jul 12, 2026 start from $124, 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.

Is there parking available at Best Western Windsor Inn?

Yes, self parking is offered for free at the hotel. An electric car charging station and wheelchair-accessible parking 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?

There are many amenities for couples at this hotel, including an outdoor pool plus some guestrooms feature a private hot tub and a fireplace.

Are there hot tubs at Best Western Windsor Inn?

No, but some guestrooms at this hotel feature jetted bathtubs.

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.

Are there connecting rooms at Best Western Windsor Inn?

Yes, this hotel has connecting rooms 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. 648 out of 1014 reviews
Rating 8 - Good. 271 out of 1014 reviews
Rating 6 - Okay. 57 out of 1014 reviews
Rating 4 - Poor. 20 out of 1014 reviews
Rating 2 - Terrible. 18 out of 1014 reviews

9.2/10

Cleanliness

9.4/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Jimmy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff is extremely helpful and friendly. My room was spacious and comfortable. I enjoyed the breakfast. The location is very convenient, right off I-5 and 10 minutes from downtown. I ate dinner in the restaurant next door twice and enjoyed the meal both times. I will definitely stay here again!!
Stayed 4 nights in Jun 2026
Verified

10/10 Excellent

Emmanuel

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

10/10 Excellent

Robert

Liked: Cleanliness, amenities, property conditions & facilities
Quiet comfortable rooms
Stayed 1 night in Feb 2026
Verified

8/10 Good

Sara

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

10/10 Excellent

Holly

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

6/10 Okay

Guaicaipuro

Liked: Cleanliness, staff & service
Disliked: Amenities
Pet friendly
Stayed 1 night in Mar 2026
Verified

8/10 Good

Gabe

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We had a super easy check in and the breakfast was great each day!
Stayed 2 nights in Nov 2025
Verified

8/10 Good

Jacob

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We has stayed here several times now and really enjoy this place. The staff is extremely friendly and the little extras they have are nice. Continental breakfast is fairly substantial and has a wide range of available items, more than most. The outside of the building is a little unique and attractive. The jacuzzi suites are very nice.
Stayed 1 night in Mar 2026
Verified

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
Verified

10/10 Excellent

Bruce

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

10/10 Excellent

Noel

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

10/10 Excellent

Lynn

Liked: Cleanliness, amenities, property conditions & facilities
Friendly upon check in and our room was clean and sufficient.
Stayed 1 night in Nov 2025
Verified

8/10 Good

Deborah

Liked: Cleanliness, staff & service, amenities
clean room, friendly staff, good ex room, fresh coffee available
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Makayla

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
Verified

10/10 Excellent

Julia

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

10/10 Excellent

Eli

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

8/10 Good

Jaime

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
was great location and breakfast was delicious
Stayed 1 night in May 2025
Verified

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
Verified

8/10 Good

Jenni

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

10/10 Excellent

Moises

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

10/10 Excellent

Gary

Clean. Good breakfast.
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Thomas

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

10/10 Excellent

Christina

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
Verified

10/10 Excellent

Cathy

Liked: Cleanliness, staff & service, property conditions & facilities
Staff were all so nice and helpful.
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

bruce

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