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From79US$ /night
Check-in
14Mar2026Select date
Check-out
15Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

2520 Ashland Street, Ashland, Oregon, United States, 97520-1412
-
Near Lithia Park
Great
8.5
9.0
/10
4.3
4.0
/5

Amenities

The Best Western Windsor Inn offers an outdoor swimming pool and a fitness center for recreational activities. Guests can enjoy complimentary parking on-site, contributing to a hassle-free stay. The hotel also includes a business center equipped with essentials for productivity.

Rooms

The hotel features 70 well-appointed rooms, accommodating both leisure and business travelers. Convenient room types include double queen rooms and king rooms, with select options offering kitchenettes. Each room is equipped with a refrigerator and microwave for added convenience.

Location

Located in Ashland, the hotel provides easy access to local attractions, including the Oregon Shakespeare Festival. It is just a short drive from several natural parks and scenic wonders, perfect for outdoor enthusiasts. The property's location makes it a practical choice for visitors wanting to explore Southern Oregon.

Dining

Guests can start their day with a complimentary breakfast, featuring a range of options. The hotel is near several dining establishments for lunch and dinner, providing a variety of culinary experiences. Additionally, local favorites are a short walk away, enhancing dining convenience.

Family-Friendly Accommodations

Children are welcome at the Best Western Windsor Inn, making it a family-friendly place to stay. The hotel offers connecting rooms for larger families who require extra space during their visit. Additionally, children's activities can be found nearby for family entertainment.

Highlights

Location: Close to Oregon Shakespeare Festival

Rooms: Double queen rooms and king rooms

Dining: Complimentary breakfast with a range of options

Wellness: Outdoor swimming pool and fitness center

Family: Connecting rooms for larger families

“For a visit to Ashland, this Best Western provides a solid base, particularly for those drawn to the Shakespeare Festival. The location is convenient, though not directly in the center of town, which means you get a quieter setting and on-site perks like a pool and EV charging. It strikes a good balance with practical amenities alongside the area's cultural appeal.”
Hotel logo
James DavidEditor-in-Chief at Cheaphotels
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Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value deals
King Suite Spa Bath Non-Smoking
2 persons
500 sq. feet 
1 King-size bed
Queen Room Two Queen Beds Roll Shower Mobility Access
2 persons
390 sq. feet 
2 King Size Beds
King Room Non-Smoking
2 persons
390 sq. feet 
1 King-size bed
Queen Room Two Queen Beds
2 persons
390 sq. feet 
2 King Size Beds
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Room rates & availability calendar

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Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking
Facilities: Great
8.7/10Review 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

  • AM/FM alarm clock
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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
Nearby
Store
Ashland's Own Shop'n Kart
3200 ft
Restaurants
Gluten free paradise
2800 ft
2345 Ashland St Ste 201
Explore Ashland
Local Highlights Near Best Western Windsor Inn
Top Attractions
Activities
Dining
Entertainment
ScienceWorks Hands-On Museum
ScienceWorks Hands-On Museum
25 minutes walking
Interactive exhibits for kids and adults, perfect for learning through play. Science demonstrations make it exciting.
Lithia Park
Lithia Park
10-minute drive
A sprawling park with beautiful gardens, walking trails, and duck ponds. Perfect for picnics and family outings.
Schneider Museum of Art
Schneider Museum of Art
30 minutes walking
Showcases contemporary art across various mediums. Admission is often free; check for rotating exhibits.
Oak Knoll Golf Course
17 minutes walking
A scenic 9-hole golf course that caters to all skill levels. Equipment rentals available for convenience.
Grizzly Peak Trail
10-minute drive
A challenging hike offering stunning views. A favorite for outdoor enthusiasts and thrill-seekers.
Yoga at Ashland Yoga Center
10-minute drive
Relaxing yoga classes in a serene environment. Options for all skill levels, perfect for some wellness.
Gluten Free Paradise
11 minutes walking
Delicious gluten-free dishes with a cozy atmosphere. Locally sourced ingredients and friendly service.
Belle Fiore Estate & Winery
Belle Fiore Estate & Winery
5-minute drive
Fine dining with stunning vineyard views. Specializes in Italian cuisine paired with exquisite wines.
Ashland Street Cinemas
25 minutes walking
A local gem showing indie films and classics. Enjoy a cozy atmosphere with occasional movie-themed events.
Deja Vu
Deja Vu
20 minutes walking
Trendy venue with live music and entertainment nights. A hub for nightlife enthusiasts and music lovers.
Getting around town
City Centre
Ashland6 min  ·  2.5 mi
Airports
Rogue Valley International-Medford Airport (MFR)44 min  ·  18.0 mi
Klamath Falls Airport (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

What past guests shared about their stay
Review score
Based on 375 verified reviews
8.6/10
Great
88%
Recommend
Breakfast
5.7/10
Cleanliness
9.0/10
Comfort
9.0/10
Facilities
8.7/10
Free Wi-Fi
9.0/10
Location
9.0/10
Paid Wi-Fi
8.1/10
Staff
9.3/10
Value for money
8.6/10
Pros
Friendly staff
Clean rooms
Kind staff
Early check-in
Cons
No elevator
Uncomfortable bed
Thin walls
Dim shower light
Guest reviews
based on 488 reviews
8.5/10
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.
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FAQs
About Best Western Windsor Inn
What are the check-in and check-out times at Best Western Windsor Inn?
Check-in is at 15:00 and check-out is by 11:00.
How far is Best Western Windsor Inn from Rogue Valley International-Medford Airport?
The hotel is 30 km from Rogue Valley International-Medford Airport, which takes approximately 29 minutes by car.
What dining options are available near Best Western Windsor Inn?
Nearby restaurants include Luna Cafe + Mercantile (0.5 km), Caldera Brewery & Restaurant (0.5 km), and Waffle Barn (0.5 km).
What fitness facilities are available at Best Western Windsor Inn?
Guests can utilize a fully equipped fitness center and an outdoor swimming pool.
What amenities are included in the rooms at Best Western Windsor Inn?
Rooms come with air conditioning, a flat-screen TV, a refrigerator, and a coffee machine.
What breakfast options are offered at Best Western Windsor Inn?
A continental breakfast is available for an additional charge of 10 USD.
Which attractions are close to Best Western Windsor Inn?
The hotel is located within a 10-minute drive of the Oregon Shakespeare Festival.
Does Best Western Windsor Inn offer business services?
The hotel features a business center with meeting rooms and conference space.
Is there a hot tub at Best Western Windsor Inn?
Yes, the hotel offers a year-round outdoor hot tub for guests.
How far is Best Western Windsor Inn from the city center of Ashland?
The hotel is approximately 2 km from the center of Ashland.

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Check-in
14Mar2026Select date
Check-out
15Mar2026Select date
Rooms and Guests2 Guests, 1 Room