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Best Western Windsor Inn

Property class: 2.5

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Unclassified image, 1 of 42, button - Best Western Windsor Inn (Ashland)
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV. - Best Western Windsor Inn (Ashland)
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs. - Best Western Windsor Inn (Ashland)
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths. - Best Western Windsor Inn (Ashland)
A patio with stone flooring, wooden chairs, and a wooden fence in the background. - Best Western Windsor Inn (Ashland)
Located close to ScienceWorks Hands-On Museum and Southern Oregon University, Best Western Windsor Inn provides a free breakfast buffet, laundry facilities, and a gym. For some rest and relaxation, visit the hot tub. In addition to a business center, guests can connect to free in-room WiFi.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Free WiFi

Off-peak, on budget: 30% or more off select hotels in our fall sale

Skip the crowds, keep the savings. AARP members save more after Labor Day. Book by Oct 7, 2026.

Room options

Available filters for rooms
Showing 9 of 9 rooms

View all photos for Standard Room, 1 King Bed, Non Smoking, Refrigerator

A hotel room with a large bed, a desk, a chair, and a TV.

Standard Room, 1 King Bed, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(79 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

A hotel room with two beds, a desk, a chair, a TV, and a large mirror.

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator

9.0 out of 10
Wonderful
(51 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

A hotel room with a large bed, a desk, a vanity with a mirror, and a bathroom visible in the background.

Suite, 1 King Bed, Non Smoking, Jetted Tub

9.0 out of 10
Wonderful
(10 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

8.6 out of 10
Excellent
(9 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

View all photos for 2 Queen Beds, Mobility Accessible Room, Roll-in Shower, Non-Smoking

A hotel room with two beds, a desk, a chair, and a small table.

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

  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

View all photos for 2 Queen Beds, Non-Smoking, Refrigerator, High Speed Internet Access

A hotel room with two beds, a desk, a TV, and a seating area.

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

  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

View all photos for Suite-1 King Bed, Non-Smoking, Wet Bar, Microwave And Refrigerator, Wi-Fi

A hotel room with a large bed, a nightstand with a lamp, a window with curtains, and a wall-mounted air conditioner.

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

  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave

A modern kitchen with a central island, bar stools, a microwave, and a sink.

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave

9.8 out of 10
Exceptional
(6 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

About the neighborhood

Ashland is home to Best Western Windsor Inn. The area's natural beauty can be seen at North Mountain Park and Lithia Park, while ScienceWorks Hands-On Museum and Oregon Cabaret Theatre are cultural highlights. Southern Oregon University and Oregon Shakespeare Festival are two other places to visit that come recommended. Visit our Ashland travel guide
Map
2520 Ashland St, Ashland, OR, 97520

What's nearby

  • A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.
    Oregon Shakespeare Festival
    7 min drive - 3.5 miles
  • A pond with ducks, surrounded by trees and a small bridge.
    Lithia Park
    7 min drive - 3.5 miles
  • A snowy forest with tall evergreen trees covered in snow.
    Mount Ashland Ski Area
    26 min drive - 23.9 miles
  • Southern Oregon University
    4 min drive - 1.6 miles
  • Oregon Cabaret Theatre
    7 min drive - 3.2 miles

Getting around

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

Restaurants

  • Taco Bell
    10 min walk
  • Dutch Bros Coffee
    3 min drive
  • Xerxes Mediterranean Grill
    3 min drive
  • Oak Tree Northwest Bar & Grill
    1 min walk
  • Wendy's
    3 min drive

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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 80% organic food
  • Comprehensive food waste policy
  • Designated smoking areas
  • Double-glazed windows
  • Humane treatment of captive wild animals
  • Local artist showcase
  • Locally sourced food prioritized
  • Locally-owned and organized tours and activities
  • No plastic coffee stirrers
  • No plastic drinking straws
  • No plastic soft drink bottles
  • No plastic water bottles
  • Non-plastic coffee stirrers available
  • Non-plastic drinking straws available
  • Reusable cups
  • Reusable tableware
  • Some LED lighting used
  • 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
  • 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

Pets allowed for an extra charge of USD 20 per pet, per day
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
3 total (up to 75 lbs per pet)
Pets cannot be left unattended
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation

Children and extra beds

Children are welcome
Rollaway/extra beds are available for USD 15.0 per night
Free cribs are available on request at the property

Property payment types

Important information

Optional extras

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

The above list may not be comprehensive. Fees and deposits may 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)

We should mention

This property does not have elevators
The seasonal pool will be open from May to October
Pool access available from 7:00 AM to 10:00 PM
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Frequently asked questions

Does Best Western Windsor Inn have a pool?

Yes, this property has an outdoor pool. Pool access is from 7:00 AM–10:00 PM. The pool will be closed during the winter.

Is Best Western Windsor Inn pet-friendly?

Yes, Best Western Windsor Inn allows cats and dogs (limit 3 total) with a maximum weight of up to 75 lbs per pet. There's a fee of USD 20 per pet, per day. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Self parking is free at this property.

What time is check-in at Best Western Windsor Inn?

Check-in begins at 3 PM. Late check-in is available during limited hours.

What time is check-out at Best Western Windsor Inn?

Check-out is at 11 AM.

Where is Best Western Windsor Inn located?

Situated in Ashland, this hotel is within 3 mi (5 km) of Southern Oregon University, ScienceWorks Hands-On Museum, and North Mountain Park. Oregon Cabaret Theatre and Oregon Shakespeare Festival are also within 3 mi (5 km).

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Reviews

Best Western Windsor Inn Reviews

9.0

Wonderful

9.2

Cleanliness

8.0

Location

9.4

Staff & service

9.0

Property conditions & facilities
Rating 10 - Excellent. 645 out of 1007 reviews
Rating 8 - Good. 260 out of 1007 reviews
Rating 6 - Okay. 63 out of 1007 reviews
Rating 4 - Poor. 21 out of 1007 reviews
Rating 2 - Terrible. 18 out of 1007 reviews

Reviews

Verified review

10/10 Excellent

Christopher

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a nice property overall. Easy access, well-stocked breakfast, good outdoor pool and hot tub, and a fitness center that doesn't feel like it's in a dungeon.
Stayed 1 night in Aug 2026
Verified review

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent front desk staff. Good breakfast. Grouds very well maintained.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Carolyn

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was an excellent stay, especially for someone in a wheelchair. The accomodations and the grounds were A+ and the staff was very friendly and accommodating.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Bryan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place! Friendly staff too! Would stay here again.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Aaron

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Overall great stay. Enjoyed the pool and the hot tub. AC unit was a little loud while sleeping, but nice room otherwise.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Maha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, friendly staff and convenient parking in front of the door.
Stayed 1 night in Jun 2026
Verified review

8/10 Good

Mitchel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It’s a nice quiet location. It is set close to the freeway and not the downtown area. It can feel a little commuter, but very clean and comfortable.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Emily

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff were kind. I was sick and without asking, the woman in charge carried my bag up to the second floor. The building is cute and in a quiet location.
Stayed 1 night in Jul 2026
Verified review

6/10 Okay

Ashley

Liked: Staff & service
The room was much older than I expected. It felt more like a motel. It was clean except for the carpets and the wall underneath the ac which looked like spots of mold. Staff was wonderful.
Stayed 1 night in Aug 2026
Verified review

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean Great staff
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our first stay. We found the property well-located for activities in downtown Ashland with adequate safe parking. The staff was available without being intrusive. Ryan was particularly helpful. Our room was quiet, clean and furnished as advertised, no surprises. One of the most organized and comfortable (included) breakfast options we've had– simple, but with a nice range of options and, again, clean. The grounds are well-maintained and there is easy on/off I-5 access. (one note: the property has no elevator, so if this is a concern, would recommend contacting the desk in advance for assistance in planning)
Stayed 1 night in Aug 2026
Verified review

8/10 Good

leland

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location for anything I needed 😌
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Clara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was very cleaned, the premises were closed to restaurants and the freeway.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Jeffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room, helpful staff, great breakfast
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean quiet rooms and plenty of shops nearby
Stayed 1 night in Apr 2026
Verified review

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 review

10/10 Excellent

Richard

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
While the decor might seem a little dated, everything about our stay was exceptional. The room was comfortable and functional ( double sinks!) and little things like a working bathroom fan add up to a nice experience. The giant outdoor hot tub with a view of the mountains was a relaxing way to end the day.
Stayed 1 night in Jun 2026
Verified review

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 review

10/10 Excellent

Matthew

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The front desk staff is really helpful and responsive. Their pet friendly rooms are great value and are always impeccably clean. We stop here twice a year on our long road trips we like it so much.
Stayed 1 night in Dec 2025
Verified review

8/10 Good

Nancy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
3 miles outside of town, next to the interstate. Not terribly convenient to in-town events, but fine for regional recreation. They have one of the most minimal breakfasts I have ever seen in a hotel like this. Rooms were a bit dated, but clean. pillows and beds comfortable. Towels quite thin, but plentiful.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Robert

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

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 review

6/10 Okay

Guaicaipuro

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

10/10 Excellent

Todd

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean bathrooms and room. Good breakfast
Stayed 1 night in Mar 2026
Verified review

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