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From79US$ /night
Check-in
24Feb2026Select date
Check-out
25Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

2520 Ashland Street, Ashland, Oregon, United States, 97520-1412
-
Near the Weisinger Family Winery
Great
8.5
9.0
/10
4.3
4.3
/5

Location

Best Western Windsor Inn is situated on a serene landscape just 0.5 miles from the Oregon Shakespeare Festival. It is conveniently located near a number of notable attractions, including Lithia Park and the Ashland Creek. Guests can easily access outdoor adventures in the nearby mountains or explore the historic district.

Rooms

This hotel offers a range of room types including standard rooms and suites furnished with cozy amenities. All rooms come with flat-screen televisions and in-room microwaves and refrigerators for added convenience. Select rooms also provide stunning views of the surrounding area.

Dining

The hotel serves a complimentary full breakfast to start the day. For lunch or dinner, there are various nearby dining options that guests can explore. The hotel's location allows easy access to local restaurants offering diverse culinary choices.

Wellness

Guests can relax in the heated outdoor pool and hot tub available at the hotel. The fitness center is equipped with cardio machines for those looking to stay active during their stay. An outdoor patio area offers a comfortable space for relaxation after a day of exploring.

Business Facilities

The hotel accommodates business travelers with a dedicated meeting room that can host gatherings. A business center is available, providing essential services such as printing and copying. High-speed internet access is offered throughout the property to support working needs.

Highlights

Location: 0.5 miles from Oregon Shakespeare Festival

Rooms: Standard rooms and suites with flat-screen televisions

Dining: Complimentary full breakfast offered daily

Wellness: Heated outdoor pool and hot tub available

Business: Meeting room and business center provided

Must-do experiences

  • Catch a performance at the Oregon Shakespeare Festival in Ashland.
  • Visit the beautiful Lithia Park for a scenic picnic and stroll.
  • Try the delicious pupusas at El Paraiso for a tasty local treat.
  • Explore the Ashland Museum to learn about local history and culture.
  • Shop at the Ashland Farmers Market for fresh produce and artisan goods.
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
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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Facilities

Best Western Windsor Inn offers amenities for your comfortable stay and unforgettable experiences
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' walk
Interactive exhibits for all ages, featuring science demonstrations. Perfect for families on weekends.
Lithia Park
Lithia Park
10-minute drive
A stunning park with walking trails, ponds, and gardens. Free entry, great for picnics and leisurely strolls.
Belle Fiore Estate & Winery
Belle Fiore Estate & Winery
25 minutes' walk
Scenic winery offering tastings of fine Oregon wines. Beautiful views and seasonal events make it a must-visit.
Schneider Museum of Art
Schneider Museum of Art
10-minute drive
Contemporary art exhibits featuring local and national artists. Free admission days available, ideal for art lovers.
Grizzly Peak Trail
10-minute drive
Challenging hike with breathtaking views. Perfect for thrill-seekers; bring water and check trail conditions.
Dagoba Organic Chocolate
15 minutes' walk
Chocolate factory offering tours and tastings. A sweet stop for all ages, with seasonal events and workshops.
Gluten Free Paradise
11 minutes' walk
Casual eatery specializing in gluten-free dishes. Friendly atmosphere, recommended for dietary needs.
Deja Vu
Deja Vu
20 minutes' walk
Vibrant spot with a menu of American classics and craft cocktails. Great for a fun night out or family dinner.
Ashland Street Cinemas
25 minutes' walk
Local cinema showing current films in a cozy setting. Family-friendly atmosphere with well-priced tickets.
Hunter Park
25 minutes' walk
Community park with music events and family activities. Perfect for relaxation and enjoying local culture.
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  ·  62.6 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
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 389 verified reviews
8.7/10
Great
88%
Recommend
Cleanliness
9.0/10
Comfort
9.0/10
Facilities
8.7/10
Free Wi-Fi
9.0/10
Location
9.0/10
Staff
9.3/10
Value for money
8.6/10
Guest reviews
based on 494 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 at 11:00.
How far is Best Western Windsor Inn from Rogue Valley International-Medford Airport?
The hotel is located 30 km from Rogue Valley International-Medford Airport.
What room amenities are available at Best Western Windsor Inn?
Rooms feature air conditioning, a flat-screen TV, a refrigerator, a coffee machine, and free Wi-Fi.
Is free parking available at Best Western Windsor Inn?
Yes, public parking is available on-site for free.
What are the dining options near Best Western Windsor Inn?
Nearby restaurants include Luna Cafe + Mercantile (0.5 km), Caldera Brewery & Restaurant (0.5 km), El Paraiso Mexican Cuisine (1 km), and Waffle Barn (0.5 km).
Does Best Western Windsor Inn offer breakfast?
A full hot and cold breakfast is available for a fee of 10 USD.
What recreational facilities are available at Best Western Windsor Inn?
The hotel features an outdoor swimming pool, a hot tub, and a fully equipped fitness center.
What business services does Best Western Windsor Inn provide?
The hotel offers a business center with meeting rooms and conference space.
Are there any attractions near Best Western Windsor Inn?
Attractions nearby include the Oregon Shakespeare Festival, which is within a 10-minute drive.
Does Best Western Windsor Inn have facilities for guests with disabilities?
Yes, the hotel has facilities for disabled guests.
Can guests enjoy Wi-Fi at Best Western Windsor Inn?
Yes, free Wi-Fi is available throughout the hotel.

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