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Hotel Overview

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.

This Ashland hotel boasts 91 recently remodeled guest rooms including suites and Jacuzzi® rooms. Each room offers premium bedding, cable tv, Keurig® coffee maker, mini fridge, and microwaves available upon request. Enjoy an array of amenities including a continental breakfast, free Wi-Fi, a large outdoor swimming pool, a year-round outdoor hot tub, and an 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.

Guest Rooms

Popular rooms offered at this hotel.

Hotel Amenities

Because We CareSM

Cleaning Standards

Industry-Leading Cleaning Standards

Modified Breakfast

Breakfast Service & Selections 

Low Rate Guarantee

Low Rate Guarantee

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.
Child Policy
Children 17 And Under Are Free In Room With One Paying Adult In Existing Bedding.


Hotel location and the surrounding area

Nearby Attractions


  • 3.00 mile(s) from Shakespeare Festival, Award-winning Oregon Shakespeare Festival is among the oldest and largest professional theaters in the United States.
  • 3.00 mile(s) from Downtown Ashland, where you'll find Lithia Park, art galleries, shopping and fabulous dining options.
  • 5 mile(s) from Local Wineries, 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, nusical theater and dinner
  • 97.10 mile(s) from Crater Lake National Park, is one of the Natural Wonders of the World, Crater Lake is like no place else on earth.
  • 20.00 mile(s) from Jacksonville, Oregon, is a 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, provides exciting jetboat tours down Rogue River.
  • 14.00 mile(s) from Harry & David Tours, where you can 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


  • 3.00 mile(s) from Lithia Park, has over 500 acres of walking trails and ponds
  • 19 mile(s) from Mt. Ashland Ski Resort, offers dozens of runs for various abilities, a ski shop, restaurant and ski lessons.
  • 0.50 mile(s) from Oak Knoll Golf Course, is a public golf course
  • 3.00 mile(s) from Emigrant Lake, offers camping, swimming, picnicking, rv park, hiking, boating, rock climbing, canoeing and fishing. Jet-ski rentals, swimming and water slides are available in the summer months.
  • 46.60 mile(s) from Applegate Lake, 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.
  • 65 mile(s) from Illinois 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