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Modified Breakfast

Modified Breakfast Service & Selections (varies by hotel)

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2520 Ashland Street
Ashland, Oregon 97520-1412
United States


Toll Free Reservations (US & Canada Only)

Worldwide Numbers

Hotel Direct Number


3:00 P.M. PST


11:00 A.M. PST



Hotel Overview

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Stay at this Ashland, Oregon hotel conveniently located right off the I-5 in Southern Oregon. The Best Western Windsor Inn offers comfortable accommodations, full-service amenities and unbeatable customer service at an affordable price.

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This Ashland hotel boasts 91 recently remodeled guest rooms including suites and Jacuzzi® rooms. Each room offers premium bedding, cable tv, Keurig® coffee maker, and a mini fridge. Enjoy an array of amenities including a delicious complimentary full breakfast, free Wi-Fi, a large outdoor swimming pool, year-round outdoor hot tub, and exercise facility. We also have four restaurants within walking distance of our hotel for your convenience. As an added convenience, we now offer Electric Vehicle Charging on-site at no additional cost.

The Best Western Windsor Inn is only a 10-minute drive from downtown Ashland, home of the Oregon Shakespeare Festival, Lithia Park, and shopping. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland, Oregon.

Relax outside among our rose gardens and enjoy the views of the surrounding Ashland hills. During the summer months enjoy rafting down the Rogue River, while in the winter Mt. Ashland offers fantastic skiing.

Our hotel also offers a great stopping point on your way to visit Crater Lake, just one hour and 30 minutes from Ashland.

The friendly, helpful staff at the Best Western Windsor Inn hotel is ready to ensure a fun-filled memorable stay in Ashland, Oregon. Make a reservation today.


AAA Housekeeping


Hotel Policies

Pet Policy
Pets allowed based on the availability of pet friendly rooms. Up to 2 dogs per room with a 80 pound weight limit. Additional pet types (cats, birds, etc) may be accepted at the hotel's discretion. Pet rate is $20 per day with a $100 per week maximum.


Hotel location and the surrounding area

Hotel Amenities


  • Wireless internet connection in public areas
  • 100% smoke-free hotel
  • Complimentary full breakfast, buffet featuring eggs, breakfast meats, assortment of breads, muffins, sweet rolls, fresh fruit, yogurt, waffles, oatmeal, cereal, coffee, tea and juices.
  • Outdoor pool
  • Spa
  • Complimentary breakfast
  • Exercise facility
  • Guest laundry, onsite
  • Ice/vending machines
  • 24-hour front desk
  • Free parking
  • Parking for the physically challenged
  • Fax services
  • Photocopy services
  • Truck/RV parking, limted availability
  • Hot tub Outdoor Hot Tub- open year round.
  • Exter corridor
  • Free wireless internet access available in public areas and all guest rooms
  • Printer available
  • Fax machine
  • Computer available
  • Photocopy, nominal fee
  • Photocopy machine
  • Dataports
  • Air-conditioning
  • Physically challenged services, ADA rooms include a portable shower bench.
  • Hearing impaired services, We have a TTY kit available upon request.
  • Physically challenged facilities
  • Local shuttle, Seasonal shuttle to & from the Oregon Shakespeare Festival. Must reserve with at least one hour notice. Please call front desk for availability and other questions.
  • Outdoor parking, 24 hours
  • Motor coach parking, free
  • Gardens
  • Seasonal shuttle to & from Oregon Shakespeare Festival. Inquire with front desk for availability.

Public Space ADA Accessible Features:

  • Accessible parking spaces and signage (car and van)
  • Accessible parking space that is 96-inches wide with an appropriate access aisle
  • An accessible route that allows for approaching and entering the hotel
  • An accessible lobby entrance door
  • Interior routes to public spaces that do not have abrupt level changes
  • An accessible reception desk or accessible folding shelf or reception area
  • Accessible table in eating area
  • The eating area has self-service shelves and dispensing devices within reach range
  • Public restrooms accessible
  • Accessible business center
  • Accessible fitness center

Guest Room Communication Assist Features:

  • Closed-caption televisions
  • Telephones have volume control
  • Visual fire alarms
More Amenities


  • Cable satellite television
  • Free local calls under 30 minutes
  • Free long distance access
  • Dataports
  • Wake-up calls
  • AM/FM alarm clock
  • Coffee/tea maker Keurig® coffee and tea makers
  • Hairdryer
  • Iron, ironing board
  • Refrigerator
  • Additional in-room toiletries
  • Air-conditioning
  • AM/FM radio stereo
  • Cribs, available
  • Kitchenettes, available
  • Microwave, available in the Executive King Suites and Kitchenette Suite with one king bed. Microwaves can be provided in standard room upon request, and based on availability
  • Desk/work area with electrical outlet
  • High-speed Internet access
  • Direct dial telephone
  • Two line phone, available
  • Voice mail
  • Spa, available in King Jacuzzi® Suites. Two person spa
  • Adjoining rooms, available
  • Full Kitchens, available
  • kitchenette king suites have mountain view

Rooms for the Physically Challenged: 2

  • Physically challenged rooms/facilities available
  • Rails in bathroom available
  • Television amplifier, available
  • Wheelchair accessible, available available
  • Closed-caption TV
  • Raised toilet with grab bars available
  • Visual alarm
  • Knock lights, available
  • Safety bar in shower, available available
  • Walk-in shower, available available
  • Emergency alerting lighting
  • Extra wide doors in bathrooms
  • Lowered vanity areas
  • Access ramps

Guest Room Mobility Accessible Features:

  • Accessible doors and doorways (at least 32-inches of clear width passage)
  • Accessible bathrooms and features, including shower/tub
  • Accessible room controls (e.g. HVAC and lighting)
  • Accessible clear floor space
More Amenities
More Amenities

Nearby Attractions


  • 3.00 mile(s) from Shakespeare Festival, the Tony Award-winning Oregon Shakespeare Festival is among the oldest and largest professional theaters in the United States.
  • 3.00 mile(s) from Downtown Ashland, enjoy downtown Ashland, where you'll find Lithia Park, art galleries, shopping and fabulous dining options.
  • 5 mile(s) from Wine Country, Southern Oregon wine country has been rising in global reputation. Ashland has become a favorite destination for wine connoisseurs. Southern Oregon is now considered one of the top 10 wine destinations in the world!
  • 3.00 mile(s) from Oregon Cabaret Theatre, musical theater and dinner
  • 97.10 mile(s) from Crater Lake National Park, one of the Natural Wonders of the World, Crater Lake is like no place else on earth.
  • 20.00 mile(s) from Jacksonville Oregon, historic city with museums, shops and restaurants.
  • 15.10 mile(s) from Britt Festival, presents dozens of summer concerts, featuring world-class artists in classical music, jazz, blues, folk, bluegrass, world, pop, and country music.
  • 19.80 mile(s) from Rogue Creamery, step inside the unassuming cinderblock creamery to discover an assortment of some of the best hand-milled cheddar cheese in the world. There are delicacies to delight every palette. The Rogue Creamery is home of the Rogue River Blue, the finest blue cheese in the world.
  • 45.00 mile(s) from Hellgate Jetboat, tours down Rogue River
  • 14.00 mile(s) from Harry & David Tours, come see how America's favorite treats are made--and taste a few yourself!
  • 110 mile(s) from Wildlife Safari, is a fun-filled family destination where you can view over 500 animals in their natural habitat, roaming free as they do in the wild! Visitors to the park drive through a 4.5 mile trek to see animals from Africa, Asia, and the Americas.


  • Adjacent to Oak Tree Northwest, American, and Mexican cuisine
  • 0.50 mile(s) from Wild Goose, American
  • 1.00 mile(s) from Jade Dragon, Chinese
  • 1.00 mile(s) from Apple Cellar, American
  • 1.00 mile(s) from Pizza Hut,
  • 1.00 mile(s) from McDonald's
  • 2.00 mile(s) from Omar's, steak and seafood


  • 2.00 mile(s) from Southern Oregon University
  • 14.90 mile(s) from Rogue Community College

Nearby Cities

  • 15.00 mile(s) from Medford
  • 19.50 mile(s) from Jacksonville
  • 45.00 mile(s) from Grants Pass
  • 50.00 mile(s) from Yreka


  • 0.50 mile(s) from Oak Knoll Golf Course, public golf course
  • 3.00 mile(s) from Emigrant Lake, jet-ski rentals, swimming and water slides
  • 3.00 mile(s) from Lithia Park, over 500 acres of walking trails and ponds
  • 6.60 mile(s) from Emigrant Lake, Park offers camping, swimming, picnicking, rv park, hiking, boating, rock climbing, canoeing and fishing for bass crappie and trout.
  • 15.00 mile(s) from Mount Ashland Ski Resort
  • 46.60 mile(s) from Applegate Lake, Applegate is home to many birds, wildlife, and several extraordinary fisheries; trout & bass being most popular. Trails around the lake lead you on the 17.5 mile shoreline. The lake offers convenient boat launching, day use areas, swimming, RV & tent camping, and a general store.
  • 64.00 mile(s) from Illinois River, The river offers marvelous recreation opportunities, including whitewater that provides plenty of excitement for small rafts and kayaks. The wild section flows through a steep canyon for 29 miles between Briggs & Nancy Creeks, featuring 150 rapids


  • 15.00 mile(s) from Rogue Valley Mall, indoor shopping mall


  • 15.00 mile(s) from Rogue Valley International Medford Airport
  • 300 mile(s) from Portland International Airport
  • 15.00 mile(s) from Greyhound Bus Terminal
  • 63.50 mile(s) from Amtrak Klammath Falls Train located in Klammath Falls.
  • 3.00 mile(s) from Ashland We currently offer a shuttle to the Shakespeare Festival from May to October.
  • Free local shuttle from 12:00 p.m. to 11:59 p.m., Seasonal shuttle to & from the Oregon Shakespeare Festival. Must reserve with at least one hour notice. Please call front desk for availability and other questions. Guests need to give front desk one hour notice.