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.
75 photos
BEST WESTERN WINDSOR INN, Ashland
79US$
Book through our site
—up to 10% cheaper
than Booking.com
Key details
About the Hotel
2520 Ashland Street,
Ashland,
Oregon,
United States,
97520-1412,
Oregon
- Near Lithia Park
Perfect
8.5
9.0
4.3
4.4
Loved by guests
"Amazing smelling flowers along the path as we walked to our rooms what a nice surprise!"
"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."
"Great place I loved the birds and bird feeders clean comfortable. I will definitely be back"
Amenities
The hotel offers an
Rooms
Accommodations include comfortable
Location
Located in Ashland, the hotel is within walking distance of
Family-Friendly Features
The hotel provides
Business Facilities
The hotel caters to business travelers with a
Highlights
Location: Short drive to Oregon Shakespeare Festival
Rooms: Spacious suites with private balconies
Amenities: Outdoor pool with BBQ area
Dining: Complimentary hot breakfast included
Business: Meeting rooms with audiovisual technology
“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.”
View all
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
46 m²
1 King-size bed
Queen Room Two Queen Beds Roll Shower Mobility Access
2 persons
36 m²
2 King Size Beds
King Suite Wet Bar Non-Smoking
2 persons
37 m²
1 King-size bed
King Room Non-Smoking
2 persons
36 m²
1 King-size bed
Show all roomsLess
Room rates & availability calendar
See the best prices and book your dates today!
Amenities & services
Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking
General
- No smoking on site
- Free 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
Guest Parking
- Cookware/ Kitchen utensils
Services
- Housekeeping
- Laundry
Business
- Business centre
- Fax/Photocopying
Children
- Cots
Spa & Leisure
- Seasonal outdoor pool
- Garden area
- Jacuzzi
Room features
- Free Wi-Fi in rooms
- Air conditioning
- Heating
- Sitting area
- Garden furniture
- Tea and coffee facilities
- Ironing facilities
Bathroom
- Free toiletries
- Sink
Self-catering
- Cookware/ Kitchen utensils
Media
- Flat-screen TV
- Direct dial telephone
- AM/FM alarm clock
Room decor
- Carpeted floor
Show more
Location
2520 Ashland Street,
Ashland,
Oregon,
United States,
97520-1412,
Oregon
Map view
2520 Ashland Street,
Ashland,
Oregon,
United States,
97520-1412,
Oregon
City landmarks
Museum
ScienceWorks Hands-On Museum
2.3
km
Park
Lithia Park
4.5
km
Museum
Schneider Museum of Art
2.5
km
Golf Course
Oak Knoll Golf Course
1.3
km
Church
Ashland Bible Church
800 m
Event hall
Belle Fiore Estate & Winery
2.1
km
Landmark
Dagoba Organic Chocolate
1.3
km
Winery
Weisinger Family Winery
2.1
km
Landmark
Pompadour Bluff
2.2
km
Landmark
Ashland Street Cinemas
2.0
km
University
Southern Oregon University
2.6
km
Landmark
Hunter Park
2.0
km
Church
First Church of Christ
1.8
km
Landmark
Oredson Todd Woods
2.5
km
Store
Deja Vu
1.9
km
Church
Our Lady of the Mountain Catholic Church
2.0
km
Event hall
First Presbyterian
2.0
km
Park
North Mountain Park
3.5
km
Landmark
Grace Lutheran Church
2.2
km
Church
Grace Lutheran
2.2
km
Landmark
Garfield Park
2.8
km
Landmark
Siskiyou Mountain Park
3.0
km
Landmark
American Language Academy
2.6
km
Landmark
The Siskiyou
2.8
km
Theatre
Oregon Shakespeare Festival
4.4
km
Landmark
Siskiyou-Hargadine Historic District
3.8
km
Landmark
Railroad Park
3.5
km
Landmark
Ashland Railroad Addition Historic District
3.9
km
Landmark
Rogue Valley Roasting Co
3.4
km
Landmark
Alliance Bible Chapel
3.4
km
Nearby
Store
Ashland's Own Shop'n Kart
950 m
Restaurants
Gluten free paradise
830 m
2345 Ashland St Ste 201
Explore Ashland
Local Highlights Near Best Western Windsor Inn
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.
Belle Fiore Estate & Winery
5-minute drive
Fine dining with stunning vineyard views. Specializes in Italian cuisine paired with exquisite wines.
Deja Vu
20 minutes walking
Trendy venue with live music and entertainment nights. A hub for nightlife enthusiasts and music lovers.
Getting around town
Looking for early-bird discounts?
Get special discounted rates today!
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
Is parking available at Best Western Windsor Inn?
Free public parking is available on-site without the need for a reservation.
What amenities can guests enjoy at Best Western Windsor Inn?
Amenities include free Wi-Fi, a seasonal outdoor swimming pool, a fitness centre, a hot tub, and laundry facilities.
What dining options are available near Best Western Windsor Inn?
Nearby dining options 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).
What room amenities are available at Best Western Windsor Inn?
Rooms include amenities such as air conditioning, a cable TV, a refrigerator, and free Wi-Fi.
How far is Best Western Windsor Inn from Rogue Valley International-Medford Airport?
The hotel is approximately 30 km from Rogue Valley International-Medford Airport, which takes about 29 minutes by car.
What recreational facilities does Best Western Windsor Inn offer?
The hotel features a seasonal outdoor swimming pool, a fitness centre, and a hot tub.
Are there any attractions close to Best Western Windsor Inn?
Oregon Shakespeare Festival is within a 10-minute drive from the hotel.
Does Best Western Windsor Inn provide breakfast?
A continental breakfast is available for an additional charge of 10 USD.
What business services are offered at Best Western Windsor Inn?
The hotel has a business centre, meeting rooms, and conference space available for guests.
Next best alternative
Consider them for your next trip.
Stratford InnAshland, United States
99 USD/night
Timbers Inn And SuitesAshland, United States
67 USD/night
Flagship Inn Of AshlandAshland, United States
75 USD/night
Springhill Suites By Marriott MedfordMedford, United States
84 USD/night
Cedarwood Inn Of AshlandAshland, United States
65 USD/night
Candlewood Suites Medford By IhgMedford, United States
103 USD/night
Holiday Inn Express Hotel & Suites Ashland By IhgAshland, United States
1 review
105 USD/night
Comfort Inn Medford NorthMedford, United States
71 USD/night
Rodeway Inn Medford South I-5Medford, United States
1 review
68 USD/night
Super 8 By Wyndham Grants PassGrants Pass, United States
75 USD/night
Relax Inn Of MedfordMedford, United States
100 USD/night
Super 8 By Wyndham YrekaYreka, United States
71 USD/night
Popular hotels all over the world
Find your perfect hotel stay today
Hotel Old Cross InnBlairgowrie and Rattray, United Kingdom
Restaurant on-site, Bar/ Lounge area
View hotel
Bay Tree HouseHarrogate, United Kingdom
10 min stroll to Harrogate town center, Award-winning Yorkshire breakfast
View hotel
Jacobs Hotel HamburgHamburg, Germany
84 individually designed rooms and suites, Exceptional riverside location on the Elbe
View hotel
Hotel Athenaeum Eridanus Luxury Hotel | Kerameikos, Vittorio Emanuele, Athens City Centre, Athens |
Rooftop restaurant with Acropolis view, 400 metres to Thisseio underground station
Hotel Survivor Samoa Beach Resort
Private beach area, Outdoor swimming pool
Hotel Towneplace Suites By Marriott Louisville Airport Louisville
2 km from Louisville International Airport, Indoor swimming pool
Tropical Sky Ranch Motel Hotel
300 m from Clearwater Beach, City views
Homepage Hotel Demiray Hotel Old City
700 m from Column of Constantine, Indoor swimming pool
The Links Bos Landen Hotel & Spa Of Pella, Trademark By Wyndham Pella Hotel
Pet-friendly hotel, Near Bos Landen Golf Course
Need more options?
Check Top hotels near Best Western Windsor Inn
Mobile-only price
Ashland Hills Hotel & Suites
82m from property
USD 107USD 96
per night
Mobile-only price
Relax Inn At Ashland
184m from property
USD 90USD 81
per night
Mobile-only price
Holiday Inn Express Hotel & Suites Ashland By Ihg
243m from property
USD 105USD 94
per night
