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From79US$ /night
Check-in
06Feb2026Select date
Check-out
07Feb2026Select 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
4.3
/5

Best Western Windsor Inn - A mid-range hotel with a Bavarian lodge exterior, outdoor pool, and complimentary breakfast

The contemporary rooms at Best Western Windsor Inn include cable TV, refrigerators, coffee machines, and laptop-friendly workspaces. Guests can use the outdoor pool, year-round hot tub, fitness center, and colorful rose gardens. A complimentary continental breakfast is served daily, and the hotel offers free Wi-Fi, a business center, and a 24-hour front desk. The property is located on the outskirts of Ashland, 30 km from Rogue Valley International-Medford Airport, and near attractions like Hunter Park (2 km) and ScienceWorks Hands-On Museum (2 km). Nearby dining options include Luna Cafe + Mercantile (0.5 km) and Caldera Brewery & Restaurant (0.5 km). Best Western Windsor Inn has 91 non-smoking rooms, some with kitchenettes and spa tubs.

Pros

The outdoor pool and year-round hot tub are available for guest use.

Complimentary continental breakfast and free Wi-Fi are provided.

Proximity to attractions like Hunter Park and ScienceWorks Hands-On Museum.

The business center includes a PC and printer for work needs.

Rooms feature refrigerators, coffee machines, and laptop-friendly workspaces.

Cons

Located on the outskirts of Ashland, requiring transportation to reach downtown attractions.

Some rooms do not allow pets.

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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 Suite Wet Bar Non-Smoking
2 persons
400 sq. feet 
1 King-size bed
King Room Non-Smoking
2 persons
390 sq. feet 
1 King-size bed
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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

General

  • No smoking on site
  • Wi-Fi
  • Free 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  ·  62.6 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
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.
Check-in
06Feb2026Select date
Check-out
07Feb2026Select date
Rooms and Guests2 Guests, 1 Room
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