"Amazing smelling flowers along the path as we walked to our rooms what a nice surprise!"
Jana from United States
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"Very welcoming of dogs- have a dog welcome kit that includes a sheet to put on top of bed to keep linens clean, along with doggie poop bags and treats."
Matt M from United States
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"Great place I loved the birds and bird feeders clean comfortable. I will definitely be back"
Cathy from United States
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3-star comfort in Ashland with outdoor pool
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
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
Air conditioning
Bathtub
room details
Queen Room Two Queen Beds Roll Shower Mobility Access
2 persons
390 sq. feet
2 Queen Size Beds
Air conditioning
Heating
room details
King Suite Wet Bar Non-Smoking
2 persons
400 sq. feet
1 King-size bed
Air conditioning
Bathtub
room details
Show all rooms
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
8.2/10Review 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
Spa & Leisure
Seasonal outdoor pool
Garden area
Jacuzzi
Room features
Air conditioning
Heating
Sitting area
Garden furniture
Tea and coffee facilities
Bathroom
Free toiletries
Media
AM/FM alarm clock
Room decor
Carpeted floor
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Best Western Windsor Inn Location
2520 Ashland Street, Ashland, 97520-1412,
Map view
City landmarks
Museum
ScienceWorks Hands-On Museum
1.4 mi
Golf Course
Oak Knoll Golf Course
4400 ft
Museum
Schneider Museum of Art
1.5 mi
University
Southern Oregon University
1.6 mi
Park
Lithia Park
2.8 mi
Theatre
Oregon Shakespeare Festival
2.8 mi
Church
Ashland Bible Church
2600 ft
Landmark
Ashland Mountain Adventures
2700 ft
Event hall
Belle Fiore Estate & Winery
1.3 mi
Landmark
Kokopelli River Guides - Day Trips
4400 ft
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
Landmark
Garfield Park
1.8 mi
Landmark
Mount Ashland
1.1 mi
Nearby
Oaktree Northwest Bar & Grill
300 ft
Momentum River Expeditions
1600 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
25 minutes walking
Interactive exhibits for kids and adults, perfect for learning through play. Science demonstrations make it exciting.
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
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
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
20 minutes walking
Trendy venue with live music and entertainment nights. A hub for nightlife enthusiasts and music lovers.
Getting around town
City Centre
Ashland 6 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 stop 2 min · 400 ft
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Check Rates
Property information and rules
Check-in
from 15:00-23:59
Check-out
until 11 am
Internet
Wireless internet is available in the entire hotel 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
Cleanliness
8.7/10
Comfort
8.7/10
Facilities
8.2/10
Free Wi-Fi
9.0/10
Location
8.7/10
Staff
9.0/10
Value for money
8.2/10
Guest reviews
based on 448 reviews
8.3/10
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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 19 mi 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 mi), Caldera Brewery & Restaurant (0.5 mi), and Waffle Barn (0.5 mi).
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 1 mi from the center of Ashland.