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United States
Ashland
Best Western Windsor Inn
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Best Western Windsor Inn Ashland Exterior photoBest Western Windsor Inn Ashland Exterior photoBest Western Windsor Inn Ashland Exterior photo

Best Western Windsor Inn, Ashland

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Check rooms and rates
From79US$ /night
Check-in
21May2026Select date
Check-out
22May2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

2520 Ashland Street, Ashland, Oregon, United States, 97520-1412
Great
8.6
9.0
/10
4.3
4.0
/5
“The hotel's location is perfect for a peaceful retreat, with easy access to charming local restaurants and scenic gardens.”view full review

Best Western Windsor Inn is a 3-star hotel with an 8.4/10 rating, featuring contemporary style and a Bavarian lodge exterior. The property offers a range of amenities including a large outdoor pool, year-round hot tub, and a fitness room.

Rooms & Amenities

Rooms at Best Western Windsor Inn include thoughtful touches such as air conditioning, refrigerators, and 32-inch LG flat-screen TVs. Some accommodations offer kitchenettes with full cookware, while others provide roll-in showers suitable for guests with disabilities.

Dining & Nearby Options

Dining options consist of a complimentary full breakfast. Nearby restaurants include Luna Cafe + Mercantile (0.5 miles) and Caldera Brewery & Restaurant (0.5 miles).

Leisure & Facilities

Leisure amenities at this Ashland hotel include an outdoor swimming pool, hot tub, and exercise facility. Guests can also take advantage of the hotel's garden area and proximity to local parks.

Business & Services

Business facilities at the hotel feature a business center with a computer and printer, as well as conference space for meetings. The 24-hour front desk provides assistance including express check-in and check-out.

View all

Select your room type

Best Western Windsor Inn offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
King Suite Spa Bath Non-Smoking
King Suite Spa Bath Non-Smoking
2 persons
500 sq. feet 
1 King-size bed
room details
King Suite Wet Bar Non-Smoking
King Suite Wet Bar Non-Smoking
2 persons
400 sq. feet 
1 King-size bed
room details
Queen Room Two Queen Beds Roll Shower Mobility Access
Queen Room Two Queen Beds Roll Shower Mobility Access
2 persons
390 sq. feet 
2 King Size Beds
room details
King Room Non-Smoking
King Room Non-Smoking
2 persons
390 sq. feet 
1 King-size bed
room details
Click button to see more rooms
Show all rooms
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Best Western Windsor Inn offers amenities for your comfortable stay and unforgettable experiences
Delicious Breakfast
“The breakfast offerings were fresh and flavorful, with a spotless dining area that made every morning good.” view full review
Refreshing Pool
“I loved spending my afternoons in the refreshing pool, which was perfect for cooling off after a hot day.” view full review
Cozy Accommodations
“The room was immaculate and the bed incredibly comfortable, ensuring a restful night's sleep throughout our stay.” view full review
Really good Kindness
“One of the housekeepers showed amazing kindness by assisting me with my suitcase, making my experience even more nice.” view full review
Facilities: Great
8.6/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • 24-hour reception
  • Express check-in/ -out
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Security
  • Vending machines
  • Smoke detectors
  • Electric vehicle charging station
  • Fire extinguishers
  • Key card access
  • Key access

Sports & Fitness

  • Fitness centre

Services

  • Housekeeping
  • Laundry

Business

  • Business centre
  • Fax/Photocopying

Children

  • Cots

Spa & Leisure

  • Seasonal outdoor pool
  • Garden area
  • Jacuzzi

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Garden furniture
  • Tea and coffee facilities
  • Ironing facilities

Media

  • Direct dial telephone
  • AM/FM alarm clock
Show more

Best Western Windsor Inn Location

2520 Ashland Street, Ashland, Oregon, United States, 97520-1412
Map view
2520 Ashland Street, Ashland, Oregon, United States, 97520-1412
City landmarks
Museum
ScienceWorks Hands-On Museum
1.4 mi
Park
Lithia Park
2.8 mi
Museum
Schneider Museum of Art
1.6 mi
Golf Course
Oak Knoll Golf Course
4400 ft
Church
Ashland Bible Church
2600 ft
Event hall
Belle Fiore Estate & Winery
1.3 mi
Landmark
Dagoba Organic Chocolate
4400 ft
Winery
Weisinger Family Winery
1.3 mi
Landmark
Pompadour Bluff
1.4 mi
Landmark
Ashland Street Cinemas
1.2 mi
University
Southern Oregon University
1.6 mi
Landmark
Hunter Park
1.3 mi
Church
First Church of Christ
1.1 mi
Landmark
Oredson Todd Woods
1.5 mi
Store
Deja Vu
1.2 mi
Church
Our Lady of the Mountain Catholic Church
1.2 mi
Event hall
First Presbyterian
1.3 mi
Landmark
Grace Lutheran Church
1.4 mi
Church
Grace Lutheran
1.4 mi
Landmark
Garfield Park
1.8 mi
Landmark
Siskiyou Mountain Park
1.9 mi
Landmark
American Language Academy
1.6 mi
Landmark
The Siskiyou
1.7 mi
Park
North Mountain Park
2.2 mi
Theatre
Oregon Shakespeare Festival
2.8 mi
Landmark
Siskiyou-Hargadine Historic District
2.4 mi
Landmark
Railroad Park
2.2 mi
Landmark
Ashland Railroad Addition Historic District
2.5 mi
Landmark
Alliance Bible Chapel
2.1 mi
Landmark
Rogue Valley Roasting Co
2.1 mi
Nearby
Store
Ashland's Own Shop'n Kart
3200 ft
Restaurants
Gluten free paradise
2800 ft
2345 Ashland St Ste 201
Getting around
City Centre
Ashland6 min  ·  2.5 mi
Airports
Rogue Valley International-Medford (MFR)44 min  ·  18.0 mi
Klamath Falls (LMT)152 min  ·  62.7 mi
Bus
Bus stop2 min  ·  400 ft
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Property information and rules
Check-in
from 15:00-23:59
Check-out
until 11 am
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in for free.
Breakfast
A american breakfast is served and charges are applicable. 
Pets
Pets are allowed on request.
Number of rooms:
91

Reviews and Ratings

Feedback about Best Western Windsor Inn from previous guests about their experience.
Review score
Based on 390 verified reviews
8.6/10
Great
87%
Recommend
Cleanliness
9.0/10
Comfort
8.9/10
Facilities
8.6/10
Free Wi-Fi
9.0/10
Location
9.0/10
Staff
9.3/10
Value for money
8.6/10
Guest reviews
based on 477 reviews
8.6/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews

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Check-in
21May2026Select date
Check-out
22May2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
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