Offering English Tudor-style architecture, Best Western Windsor Inn is located in Ashland, Oregon. An outdoor swimming pool, a fitness center, and free WiFi access are featured here.
Suzanne
United States of America
The staff at Windsor Inn are the nicest people! I loved my stay ♥️ I had a migraine that day I checked in they were so kind when I asked to check in a little early. Ana in Ashland offered to help in any way she could. She made me feel at home. I highly recommend the Windsor Inn. I'll be back! Mucho obrigata girls!!
Featuring a heated indoor swimming pool and hot tub, this Ashland, Oregon hotel is 15 minutes’ drive away from Rogue Valley International-Medford Airport. Free Wi-Fi is provided in all rooms.
Lucinda
United States of America
Breakfast and breakfast room were fine. Staff was good.
Located in Ashland, 9.4 miles from Oak Knoll Golf Course, Callahan's Lodge has accommodations with a fitness center, free private parking, a garden and a shared lounge.
Javdat
United States of America
We have to cancel due to medical issues ( severe allergies to pets) - facility don’t have a pet free accommodation.
Winchester Inn is set in Ashland, only 984 feet from Oregon Shakespeare Festival. Guests can enjoy the on-site bar and restaurant, featuring an outdoor patio. Free parking is also included.
Laura
United States of America
Meals are amazing - the Alchemy restaurant for dinner is destination dining. Breakfasts are equally good and a great value for travelers. The rooms are elegant and cozy and the staff are super helpful.
Located in Ashland, a 13-minute walk from Oregon Shakespeare Festival, Bayberry Inn B&B and Oregon Wellness Retreat provides accommodations with free bikes, free private parking, a garden and a shared...
Scott
United States of America
Very comfortable. Excellent hosts. Delicious breakfast. Within walking distance of many attractions and restaurants.
Featuring panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1 mi from Southern Oregon University.
Anthony
United States of America
Great property right off the freeway with a great restaurant attached. We have stopped there several times to eat, but this was our first time staying the night. The staff was very friendly, and the location was pretty quiet, not to mention having great views of the surrounding hills.
Featuring an indoor pool and a fitness center, Holiday Inn Express Hotel & Suites Ashland offers rooms with free Wi-Fi. Southern Oregon University is 1.4 mi away.
Located less than a 5 minute walk to the site of Oregon Shakespeare Festival, this luxury Ashland, Oregon hotel offers a spa and farm to table fine dining.
On average, 3-star hotels in Ashland cost $104 per night, and 4-star hotels in Ashland are $147 per night. If you're looking for something really special, a 5-star hotel in Ashland can be found for $175 per night, on average (based on Booking.com prices).
The average price per night for a 3-star hotel in Ashland this weekend is $145 or, for a 4-star hotel, $178. Looking for something even fancier? 5-star hotels in Ashland for this weekend cost around $253 per night, on average (based on Booking.com prices).
On average, it costs $123 per night to book a 3-star hotel in Ashland for tonight. You'll pay around $274 if you choose to stay in a 4-star hotel tonight, while a 5-star hotel in Ashland will cost around $255, on average (based on Booking.com prices).
Quaint town. Neighborhoods and housing were nicely kept.
Quaint town. Neighborhoods and housing were nicely kept. I loved the layout and PNW-mountainy feel. Cute downtown areas with both a modern and traditional feel; i.e., modern amenities with a small-town feel. I didn't know there was a Shakespeare festival every year and would love to come back during this time. It's also a great place for outdoor activities like skiing, snowboarding, hiking, biking, etc.
Maria
United States of America
10
Scored 10
The staff is always extremely informative and will greet you...
The staff is always extremely informative and will greet you with a kind smile. The location of this hotel is perfect walking distance to many excellent restaurants and the theatre. It is also dog friendly if you are travelling with a fur companion. We have stayed here many time and I would highly recommend this hotel!
Patricia
United States of America
10
Scored 10
We love Asland and the downtown area, and the shops, and...
We love Asland and the downtown area, and the shops, and restaurants and Caldera Brewing Company too. It is close to many wineries also, and attractions. If you like plays there may be something playing outside or inside that you like. We like the fact that there isn't a sales tax on most items too. We like Medford with it's Fred Myers grocery stores, and Harry and David with their food, and wine tastes. We love Jacksonville also and the Union Patio Bar and Grill where we eat on the outside patio, and their food is delicious, and they have a great happy hour over by 5PM, however, and the town is very historical. We drove to Lake of the Woods from there and it was nice to see that area with views of Mt McLaughlin, and a restaurant and bar area, and campgrounds, and boating and swimming. Crater Lake National Park is drivable from there, but it would be a longer drive. Grants Pass is also not very far, and there are many wineries there too.
Joanne Skeen
United States of America
10
Scored 10
Ashland is so beautiful, we finally took the time to go left...
Ashland is so beautiful, we finally took the time to go left off of HWY 5 and check it out! The downtown scene is very lively, loads of restaurants to check out, good variety as well. Worth a visit for sure!
Meg
United States of America
10
Scored 10
We came for 2 plays at the Oregon Shakespeare Theater and...
We came for 2 plays at the Oregon Shakespeare Theater and enjoyed it immensely. Great restaurants, great bike path, and wonderful, wonderful ambience. Bear creek bikeway is one of the great trails in all of Oregon! Omar's Steak House is circa 1946 with wonderful food & atmosphere. We come down from Portland every year!
Aptbroker1
United States of America
10
Scored 10
We were there for a play by OSF and we were not disappointed...
We were there for a play by OSF and we were not disappointed. I've always loved productions by OSF.
The Breadboard had delicious breakfast, really nice staff too. My husband loved Morning Glory for brunch. Downtown is lovely to walk along.
Overall we enjoyed Ashland and hope to return.
The staff here are always friendly and accommodating. They always take care of any special needs I may have. The price is economical and always have something to grab for breakfast. Parking is easy although the street isn't the most accessible, but it's not the hotel's fault. I make frequent trips up I-5 and this hotel is at a good location for me to stop. Close enough to downtown and places to eat. I almost always stay here when passing through the area.
We stay there as we drive south. This was the third or fourth time. The rooms are clean and a good size. The hotel is large with lots of free parking and it is located near I 5 so it is easy to access and exit. The breakfast was good for one that is included in the room price. The breakfast room was large and spacious and the choices were above average for a continental style breakfast. We like staying there for an overnight stop on a longer drive.
Excellent 2-course breakfast with coffee and juice. Excellent bar, but it closes by 10pm so its still quiet in near-by rooms for sleeping. Great neighborhood and you can easily walk to theatre venues. Excellent restaurants close-by, as well as bookstore, pharmacy and more. Very responsive staff throughout the inn from Front Desk, restaurant, housekeeping, groundskeeper. This is my second stay and my first choice for Ashland.
The staff was friendly, efficient and informative. Breakfast in the morning was adequate. Parking was convenient. Rooms are on the small side, but expected that with time period the hotel was built. Nice location for walking around town and getting a good feel for Ashland. This was a quick stop on way to San Francisco and we will stay here on our next trip to California.
The in-room jacuzzi tubs are worth the upgrade. The beds are quite comfortable, and the indoor fireplace keeps the room super warm and cozy. The layout of the bathroom was nice, and the location was central to everything Ashland and Medford, Oregon, have to offer. The grounds of Lithia Springs Resort are quite beautiful, as well.
Comfortable beds, lack of carpet so clean floors, looked / felt renovated, 3 sinks in room (double queen room), few min drive from downtown Ashland, very spacious room, breakfast was fine given room price. Room had a kitchen with 2 burners and sink that we didn't use but would've if we stayed longer!
The room was clean and quiet. We enjoyed the breakfast and the pool. Sleeping was a bit uncomfortable as the room was very stuffy and the pillows too lofty. The location is excellent for visiting SOU. Overall, a very good hotel for the price.
It's a town that lives for the Shakespeare festival, so know that as you start looking at places here. I actually used to stay at the Ashland Hotel, but thought I would mix it up. Stay was just fine. It's what a best western feels like.
Great location. Good size room comfortable with all amenities. John at the front desk was very cordial and helpful. He gave us a wonderful recommendation for dinner downtown Ashland.
Thumbs up John for his smile and hospitality!
The staff were very helpful, the location was in walking distance to downtown Ashland. The breakfast option daily was a great way to start the day. Guests gathered there and talked about their activities and shared ideas.
Horrible breakfast. Dark room. We stayed at a Hyatt Regency in Portland Oregon that was the same price. The difference in quality was unbelievable. The best western hotel room we stayed in was not worth $218 a night.
The location is fabulous for Ashland, close to downtown restaurants, the theatre and Lithia Park. Due to COVID precautions the breakfast was mostly grab and go though some patrons ate in the restaurant.
The breakfast was very good, and the staff prepared our gluten free meal as promised. The location is terrific;; an easy walk to nearly any part of downtown Ashland.
We liked everything. Breakfast was great, the room was spacious and the staff was super courteous. Highly recommend the Hampton Inn & Suites in Ashland.
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