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From79US$ /night
Check-in
24Mar2026Select date
Check-out
25Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

2520 Ashland Street, Ashland, Oregon, United States, 97520-1412
-
Close to the Oregon Shakespeare Festival
Great
8.5
9.0
/10
4.3
4.0
/5

Best Western Windsor Inn - A Bavarian-style lodge with an outdoor pool, hot tub, and complimentary breakfast

The exterior of Best Western Windsor Inn resembles a Bavarian lodge, featuring a multicolored triangular facade. The 91-room hotel offers contemporary accommodations with cable TVs, refrigerators, coffee machines, and laptop-friendly workspaces. Guests can enjoy a large outdoor pool, a year-round hot tub, and a fitness center, along with a complimentary hot and cold continental breakfast. The property includes colorful rose gardens and a business center with printing services. Located on the outskirts of Ashland, the hotel is 2 km from ScienceWorks Hands-On Museum and Weisinger Family Winery. A 24-hour front desk and express check-in/check-out are available. Rooms feature LG flat-screen TVs, and some include kitchenettes with microwaves and mini-refrigerators.

Pros

The outdoor pool and year-round hot tub provide relaxation options.

Complimentary breakfast includes hot and cold continental options.

Proximity to attractions like ScienceWorks Hands-On Museum (2 km).

Business center with printing services supports work needs.

Pet-friendly rooms are available for travelers with animals.

Cons

The hotel is located on the outskirts of Ashland, requiring transportation to reach downtown.

Some rooms lack kitchenettes, limiting self-catering options.

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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
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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Facilities

Best Western Windsor Inn offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.5/10Review 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 Delights Near Best Western Windsor Inn
Top Attractions
Activities
Dining
Entertainment
ScienceWorks Hands-On Museum
25 minutes' walk
Interactive exhibits and demonstrations ideal for families. Engaging experiences for all ages make it a fun stop.
Lithia Park
10 minutes' drive
Beautiful park with trails, gardens, and duck ponds. Perfect for leisurely walks and picnics amidst nature.
Schneider Museum of Art
10 minutes' drive
Featuring contemporary art exhibitions and educational programs. A cultural gem showcasing local talent.
Oak Knoll Golf Course
17 minutes' walk
A scenic 18-hole golf course suitable for players of all levels. Enjoy the outdoors and challenge your skills.
Grizzly Peak Trail
10 minutes' drive
Hiking trail offering stunning views of the mountains. A must for thrill-seekers and nature lovers.
Yoga Classes at Ashland Wellness Center
7 minutes' drive
Relaxing yoga sessions available for all levels. A great option for mind and body rejuvenation.
Gluten Free Paradise
11 minutes' walk
Casual spot specializing in gluten-free options. Known for its hearty sandwiches and warm atmosphere.
Belle Fiore Estate & Winery
5 minutes' drive
Charming winery with breathtaking views and local wine tastings. Signature dishes include seasonal pairings.
Ashland Street Cinemas
25 minutes' walk
An independent cinema showcasing current films and special events. A cozy atmosphere for all ages.
Deja Vu
5 minutes' drive
Vibrant bar known for live music and karaoke nights. Great place for nightlife seekers looking for fun.
Getting around
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

Feedback about Best Western Windsor Inn from previous guests about their experience.
Review score
Based on 381 verified reviews
8.6/10
Great
88%
Recommend
Breakfast
5.7/10
Cleanliness
9.0/10
Comfort
9.0/10
Facilities
8.5/10
Free Wi-Fi
9.0/10
Location
8.9/10
Paid Wi-Fi
8.1/10
Staff
9.3/10
Value for money
8.6/10
Pros
Helpful staff
Excellent parking
Good breakfast
Clean rooms
Cons
Thin walls
No hot water
No microwave
Summer bedding
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 from 15:00, and check-out is by 11:00.
What is the distance between Best Western Windsor Inn and Rogue Valley International-Medford Airport?
The hotel is 30 km from Rogue Valley International-Medford Airport, requiring a 29-minute drive.
What recreational facilities are available at Best Western Windsor Inn?
The hotel features a seasonal outdoor swimming pool, a fitness center, and a hot tub.
Are pets allowed at Best Western Windsor Inn?
Pets are allowed at the hotel, with potential charges applicable.
What amenities do the rooms at Best Western Windsor Inn include?
Rooms come equipped with air conditioning, a refrigerator, a cable TV, and a private bathroom with free toiletries.
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 El Paraiso Mexican Cuisine (1 km).
What business services are provided at Best Western Windsor Inn?
The hotel features a business center with meeting rooms and conference space.
What type of breakfast is served at Best Western Windsor Inn?
The hotel offers a complimentary full hot and cold breakfast.
Is Wi-Fi available at Best Western Windsor Inn?
Complimentary high-speed Wi-Fi is available throughout the hotel.
Which nearby attractions can guests visit from Best Western Windsor Inn?
The Oregon Shakespeare Festival and Caldera Brewery are popular attractions within a 10-minute drive.
Does Best Western Windsor Inn have facilities for guests with disabilities?
The hotel provides facilities for disabled guests and wheelchair access.

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