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Room 1
2520 Ashland Street
Ashland, Oregon 97520-1412
United States


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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 offering convenient access to the Shakespeare Festival, Southern Oregon University and the Mount Ashland Ski Resort.

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Conveniently located right off the Interstate 5 in Southern Oregon, the Best Western Windsor Inn offers comfortable accommodations, full-service amenities and unbeatable customer service at an affordable price. This Ashland hotel boasts 91 recently remodeled guest rooms including suites and Jacuzzi® rooms. Each room features cable television and high-speed internet access for guests' convenience. Enjoy an array of amenities including a delicious complimentary full breakfast, the largest outdoor swimming pool in Southern Oregon, year-round outdoor hot tub, exercise facility and limited business services. Pets are welcome!

The Best Western Windsor Inn is only about a 10 minute drive from downtown Ashland, which offers a variety of shops and restaurants. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland. We are far enough away from the hustle and bustle of Ashland’s downtown area--but still conveniently located to the best Ashland has to offer. Relax outside among our rose gardens and enjoy the views of the surrounding Ashland Hills and the Siskiyou mountains. See a Shakespearean play at the Oregon Shakespeare Festival, the largest rotating repertoire theater, or spend the afternoon at Lithia Park walking the many trails. During the summer months enjoy rafting down the Rogue River, while in the winter Mt. Ashland offers fantastic skiing. Other nearby attractions includes Southern Oregon University, Emigrant Lake and historic Jacksonville, Oregon.

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

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 Reviews


Sleep Quality

Hotel Amenities


  • Wireless internet connection in public areas
  • 100% smoke-free hotel
  • Complimentary full breakfast, choice of breads, cereal, fruit, hot eggs, hot breakfast meat, other hot items, yogurt, juice, and coffee.
  • 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
  • Exter corridor
  • Free wireless Internet access available in public areas and all guest rooms
  • 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.

Kitchenettes, available, deluxe suites are kitchenettes

  • Pots/pans/dishes, executive suites have full kitchen--stove/oven & pots/pans

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


  • Cable satellite television
  • Free local calls under 30 minutes
  • Free long distance access
  • Dataports
  • Wake-up calls
  • AM/FM alarm clock
  • Coffee/tea maker
  • Hairdryer
  • Iron, ironing board
  • Refrigerator
  • Additional in-room toiletries
  • Air-conditioning
  • Cribs, available
  • Kitchenettes, available
  • Microwave, available, executive or deluxe suites have microwaves in room.
  • Desk/work area, available
  • High-speed Internet access, wireless
  • Direct dial telephone
  • Two line phone, available
  • Voice mail
  • Spa, available
  • Adjoining rooms, available
  • Mountain view, from some upstairs rooms.
  • Full Kitchens, available

Rooms for the Physically Challenged: 2

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

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
More Amenities

Nearby Attractions


  • 3.00 mile(s) from Oregon Shakespeare Festival, largest rotating repertory theatre
  • 3.00 mile(s) from Downtown Ashland
  • 3.00 mile(s) from Oregon Cabaret Theatre, musical theatre and dinner
  • 3.00 mile(s) from Hanson Howard Gallery, fine-art gallery
  • 14.00 mile(s) from Harry & David Tours, Come see how America's favorite treats are made--and taste a few yourself!
  • 15.10 mile(s) from Caterian Theatre, Medford's state-of-the-art community performing arts center.
  • 19.50 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.
  • 20.00 mile(s) from Jacksonville Oregon, historic city with museums
  • 30.00 mile(s) from Table Rock, Once a sanctuary for Takelma Indians, today these cliff-edged mesas near Medford are a haven for hikers and endangered wildfowers.
  • 45.00 mile(s) from Hellgate Jetboat Excursion, tours down Rogue River
  • 94.00 mile(s) from Oregon Caves National Monument, Nestled deep inside the Siskiyou Mountains, the caves formed as rainwater from the ancient forest above dissolved the surrounding marble and created one of the world's few marble caves. The highly complex geology found on the Monument contributes to the unusual and rare plants and animals found nowhere else but here. Experience the extensively decorated and adventurous "Marble Halls of Oregon."
  • 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.
  • 110 mile(s) from Wildlife Safari, The 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 Rouge Valley International 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.