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Ashland – 23 hotels and places to stay
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Best Western Windsor Inn
Hotel in Ashland
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!!
8.2
Scored 8.2
Very Good
Rated very good
505 reviews
Price from$130per night
Plaza Inn & Suites at Ashland Creek
Hotel in Ashland
Plaza Inn & Suites at Ashland Creek is set in downtown Ashland, 1969 feet from the Oregon Shakespeare Festival.
7.7
Scored 7.7
Good
Rated good
689 reviews
Price from$169per night
Ashland Springs Hotel
Hotel in Ashland
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.
Larry
United States of America
Location and free parking
8.6
Scored 8.6
Excellent
Rated excellent
377 reviews
Price from$141.55per night
Callahan's Lodge
Hotel in Ashland
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.
8.3
Scored 8.3
Very Good
Rated very good
541 reviews
Price from$145per night
Holiday Inn Express Hotel & Suites Ashland, an IHG Hotel
Hotel in Ashland
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.
Susan
United States of America
Wonderful front desk staff. Really the best.
8.8
Scored 8.8
Excellent
Rated excellent
267 reviews
Price from$112.50per night
Winchester Inn
Hotel in Ashland
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.
9.3
Scored 9.3
Wonderful
Rated wonderful
347 reviews
Price from$349.70per night
Ashland Hills Hotel & Suites
Hotel in Ashland
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.
8.4
Scored 8.4
Very Good
Rated very good
439 reviews
Price from$139per night
Bayberry Inn B&B and Oregon Wellness Retreat
Hotel in Ashland
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.
9.6
Scored 9.6
Exceptional
Rated exceptional
27 reviews
Price from$293.70per night
The Peerless Hotel
Hotel in Ashland
Featuring a shared lounge, terrace and views of city, The Peerless Hotel is located in Ashland, a 5-minute walk from Ashland Library.
Barb
United States of America
Perfect location —close to restaurants, the theater.
9.0
Scored 9.0
Wonderful
Rated wonderful
25 reviews
Price from$171per night
Stratford Inn
Hotel in Ashland
Stratford Inn is located in Ashland. Free Wi-Fi is provided in all rooms and a hot tub is available on site. Central Ashland is 5 minutes’ walk away.
Sarah
United States of America
location, pool, staff,
8.3
Scored 8.3
Very Good
Rated very good
1,485 reviews
Price from$150per night
Most-booked hotels in Ashland in the past month
Popular with guests booking hotels in Ashland
8.3Scored 8.3Very GoodRated very good· 1,485 reviews
Popular with guests booking hotels in Ashland
8.2Scored 8.2Very GoodRated very good· 505 reviews
Popular with guests booking hotels in Ashland
8.6Scored 8.6ExcellentRated excellent· 377 reviews
Popular with guests booking hotels in Ashland
7.7Scored 7.7GoodRated good· 689 reviews
Popular with guests booking hotels in Ashland
7.8Scored 7.8GoodRated good· 422 reviews
Popular with guests booking hotels in Ashland
8.3Scored 8.3Very GoodRated very good· 541 reviews
Popular with guests booking hotels in Ashland
8.8Scored 8.8ExcellentRated excellent· 267 reviews
Popular with guests booking hotels in Ashland
8.4Scored 8.4Very GoodRated very good· 439 reviews
Popular with guests booking hotels in Ashland
9.3Scored 9.3WonderfulRated wonderful· 347 reviews
Popular with guests booking hotels in Ashland
9.0Scored 9.0WonderfulRated wonderful· 25 reviews
FAQs about hotels in Ashland
What Guests Said About Ashland:
- 10Scored 10
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.
MariaUnited States of America - 10Scored 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!
PatriciaUnited States of America - 10Scored 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 SkeenUnited States of America - 10Scored 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!MegUnited States of America - 10Scored 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!
Aptbroker1United States of America - 10Scored 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.Jessica
Explore guest reviews of hotels in Ashland
- From $117.08 per night8.3Scored 8.3Very GoodRated very good· 571 reviewsThe 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.TeresaUnited States of America
- From $166.98 per night8.4Scored 8.4Very GoodRated very good· 439 reviewsWe 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.LorneCanada
- From $364.16 per night9.3Scored 9.3WonderfulRated wonderful· 347 reviewsExcellent 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.
Eric HansUnited States of America - From $210.79 per night8.6Scored 8.6ExcellentRated excellent· 377 reviewsThe 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.
RobinUnited States of America - From $254.90 per night9.1Scored 9.1WonderfulRated wonderful· 641 reviewsThe 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.LindsayUnited States of America
- 6.7Scored 6.7PleasantRated pleasant· 381 reviewsComfortable 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!
KurtUnited States of America - From $117.08 per night8.3Scored 8.3Very GoodRated very good· 571 reviewsThe 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.AngelaUnited States of America
- From $167.25 per night8.0Scored 8.0Very GoodRated very good· 958 reviewsIt'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.
MeghanUnited States of America - From $166.98 per night8.4Scored 8.4Very GoodRated very good· 439 reviewsGreat 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!LuzUnited States of America
- From $167.25 per night8.3Scored 8.3Very GoodRated very good· 1,485 reviewsThe 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.
EliseUnited States of America - From $156.10 per night8.2Scored 8.2Very GoodRated very good· 505 reviewsHorrible 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.MariaUnited States of America
- From $167.25 per night8.0Scored 8.0Very GoodRated very good· 958 reviewsThe 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.
DanielUnited States of America - From $364.16 per night9.3Scored 9.3WonderfulRated wonderful· 347 reviewsThe 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.
KevinUnited States of America - From $135.47 per night8.8Scored 8.8ExcellentRated excellent· 267 reviewsWe liked everything. Breakfast was great, the room was spacious and the staff was super courteous. Highly recommend the Hampton Inn & Suites in Ashland.
PAULAUnited States of America - 9.7Scored 9.7ExceptionalRated exceptional· 209 reviewsThis isn't a hotel but a lovely room in a farmhouse. It's very convenient to the I5 but quiet and in the country. Bed very comfortable.LesleyUnited States of America
- From $167.25 per night8.3Scored 8.3Very GoodRated very good· 1,485 reviewsGood breakfast. Close to playhouse. Great job by the hotel receiving an important package.Erik C-RUnited States of America
- From $156.10 per night8.2Scored 8.2Very GoodRated very good· 505 reviewsThe hotel is dog-friendly; The king-size bed is very comfortable.Jean-PierreFrance
- From $166.14 per night7.7Scored 7.7GoodRated good· 689 reviewsThe hotel is close to downtown and accessible to hwy 99 .
DavidUnited States of America - From $166.14 per night7.7Scored 7.7GoodRated good· 689 reviewsOverall the hotel appeared to be comfortable
angelaUnited Kingdom - From $88.09 per night8.2Scored 8.2Very GoodRated very good· 1,403 reviewsClose to SOU and downtown AshlandJulieUnited States of America
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