See all properties

Best Western Windsor Inn

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

Choose dates to view prices

Photo gallery for Best Western Windsor Inn

Exterior
Lobby
Lobby
Lobby
Suite, 1 King Bed, Non Smoking, Kitchen | Desk, laptop workspace, blackout drapes, iron/ironing board

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 | 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

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

  • ‪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
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

Lobby sitting area
Ashland Hills Hotel & Suites
  • Pool
  • Hot Tub
  • Spa
  • Pet friendly
9.0 out of 10, Wonderful, 1,493 reviews
$113 nightly
The price is $126
Jan 1 - Jan 2, 2026
Total with taxes and fees
Ashland Hills Hotel & Suites

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
  • 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 Thomas Theatre, Oregon Shakespeare Festival, and Lithia Park. You'll also find Rogue River-Siskiyou National Forest and Ashland Library within a short drive.

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

As of Dec 11, 2025, prices found for a 1-night stay for 2 adults at Best Western Windsor Inn on Jan 2, 2026 start from $109.0, 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 parking available on site 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.

What do couples enjoy most about Best Western Windsor Inn?

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

Are there hot tubs at Best Western Windsor Inn?

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, pets 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 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).

Can I book a room with a balcony at Best Western Windsor Inn?

No, there aren't any guestrooms with balconies at Best Western Windsor Inn.

Best Western Windsor Inn Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 635 out of 1000 reviews
Rating 8 - Good. 270 out of 1000 reviews
Rating 6 - Okay. 57 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

8/10 Good

Aneesh

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

10/10 Excellent

Jessica

Stayed 1 night in Oct 2025

2/10 Terrible

Jon

Stayed 1 night in Oct 2025

10/10 Excellent

Jamie

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

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

8/10 Good

Virginia

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

2/10 Terrible

Stephen

Traveled with partner
Liked: Staff & service
Disliked: Cleanliness, amenities, property conditions & facilities
MY GOD... Where to start? When you walk in, the staff is courteous and friendly. The entry is nice. Then things tumble from there. The back entrance to the entire facility isn't locked. You can just open it without a key. This will figure into what I discuss later. The carpets - in the hallway and in the rooms - are stained... ALL OF THEM. The bathroom in the room wasn't fully cleaned when we got there and the floor matt had holes in it! We were terrified to even touch the cover on the bed. The ice machine rattled and was in an isolated area with trash around it. The next morning when we woke up to leave, we stepped into the elevator to discover the floor was soaked in URINE! I've never EVER seen such a disgusting hotel in my life - and certainly didn't expect this from a reputable, national chain. We will NOT be going back to that hotel, nor that chain again. P.S. I took pictures, but can't upload them here. Bummer. But I saved you the shock of how gross it was, so you're welcome.
The back door required no key... it just opened. VERY DANGEROUS! I took a video, but you can't upload .mov here.
Floor towel/matt for the bathroom had multiple holes in it. Looked like it hadn't been washed.
Stains on the carpet in the hallway. This was everywhere.
Stains on the carpet in our hotel room.
Stayed 1 night in Aug 2025