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Ashland – 23 hotels and places to stay
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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.
8.3
Scored 8.3
Very Good
Rated very good
1,478 reviews
Price from$150per night
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.
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
688 reviews
Price from$169per 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.
8.3
Scored 8.3
Very Good
Rated very good
540 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.
8.8
Scored 8.8
Excellent
Rated excellent
266 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.
9.3
Scored 9.3
Wonderful
Rated wonderful
348 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.
8.4
Scored 8.4
Very Good
Rated very good
440 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...
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.
9.0
Scored 9.0
Wonderful
Rated wonderful
25 reviews
Price from$171per 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.
8.6
Scored 8.6
Excellent
Rated excellent
381 reviews
Price from$141.55per night
Most-booked hotels in Ashland in the past month
Popular with guests booking hotels in Ashland
8.3Scored 8.3Very GoodRated very good· 1,478 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· 381 reviews
Popular with guests booking hotels in Ashland
7.7Scored 7.7GoodRated good· 688 reviews
Popular with guests booking hotels in Ashland
8.3Scored 8.3Very GoodRated very good· 540 reviews
Popular with guests booking hotels in Ashland
7.8Scored 7.8GoodRated good· 422 reviews
Popular with guests booking hotels in Ashland
8.8Scored 8.8ExcellentRated excellent· 266 reviews
Popular with guests booking hotels in Ashland
8.4Scored 8.4Very GoodRated very good· 440 reviews
Popular with guests booking hotels in Ashland
9.3Scored 9.3WonderfulRated wonderful· 348 reviews
Popular with guests booking hotels in Ashland
9.0Scored 9.0WonderfulRated wonderful· 25 reviews
Budget hotels in Ashland
Ashland Springs Hotel
Hotel in AshlandCheap hotel8.6Scored 8.6ExcellentRated excellent· 381 reviewsLocated 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.
Our room was just enough…neat, tidy and comfortable.
Ashland Hills Hotel & Suites
Hotel in AshlandCheap hotel8.4Scored 8.4Very GoodRated very good· 440 reviewsFeaturing panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1 mi from Southern Oregon University.
very dog friendly…Mike at the front desk was very accommodating
McCall House Boutique Hotel
Hotel in AshlandCheap hotel10.0Scored 10.0ExceptionalRated exceptional· 1 reviewLocated in Ashland, a 2-minute walk from Oregon Shakespeare Festival, McCall House Boutique Hotel has accommodations with a garden, free private parking and a shared lounge.
Ashland Valley Inn
Hotel in AshlandCheap hotelAshland Valley Inn is located in Ashland, within 2.7 miles of Oregon Shakespeare Festival and 2.8 miles of Oregon Cabaret Theatre.
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
- 9.0Scored 9.0WonderfulRated wonderful· 25 reviewsThe check-in was easy and well described in our welcome message even though we arrived around midnight. The location was in a quiet neighbourhood close to the city center. The whole building had a cool and vintage vibe which translated into our booked room ‘the artists abode’. The room was executed very well and we both liked the style of the interior. We particularly enjoyed that the space felt as a small apartment with soul rather than an ordinary hotel room experience. We will definitely come back if we have the chance.
ChristianDenmark - From $364.16 per night9.3Scored 9.3WonderfulRated wonderful· 348 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 $88.09 per night8.2Scored 8.2Very GoodRated very good· 1,401 reviewsTimbers Motel was near Southern Oregon University and several restaurants and stores. It was walkable, or a short drive, to the Shakespeare Festival and downtown shops. The staff was friendly and helpful and the room was clean and comfortable. It was reasonably priced for Ashland. The breakfast was simple but enough to start the day.MMelUnited States of America
- From $167.25 per night8.0Scored 8.0Very GoodRated very good· 961 reviewsThe staff was exceptionally helpful, cheerful and friendly. Breakfast was fabulous. The room was very clean. the location was better than any of the places we've stayed in Ashland. We come to Ashland quite often and own properties there. Bard's Inn suited us even better than some of the more expensive places we've stayed there EVER!SandraUnited States of America
- From $178.19 per night8.4Scored 8.4Very GoodRated very good· 440 reviewsThe property inside and out exceeded my expectations. After staying at Ashland Hills Hotel & Suites, I won’t stay anywhere else. The staff was nice and made me feel very welcoming. Our room was right next to the pool and was very relaxing. I can’t wait to stay here again in the near future.AAnonymousUnited States of America
- From $149.42 per night9.7Scored 9.7ExceptionalRated exceptional· 208 reviewsThe design and hominess was so well done, down to the seasonal candies, apple decor and animals to see in the yard (horses and an adorable cat!) It is so peaceful, clean, safe and quiet and so close to Ashland downtown and nearby hiking. Owner is a sweet, chatty, nice woman too!
ChristineUnited States of America - From $179.01 per night8.6Scored 8.6ExcellentRated excellent· 381 reviewsThe staff were SO accommodating and pleasant. They helped us switch rooms when there was a mix up with the selection from this website, and made sure we were happy. The decor and atmosphere was charming. The location couldn’t be better for walking downtown Ashland.LoveUnited States of America
- From $364.16 per night9.3Scored 9.3WonderfulRated wonderful· 348 reviewsFrom the moment we arrived to the moment we left, ALL the staff were friendly and helpful. It was very homey and cozy. It is right next to the Cabaret Theatre, so we could walk to and from the play and all over downtown Ashland.JulieUnited States of America
- From $117.08 per night8.3Scored 8.3Very GoodRated very good· 572 reviewsThe location was perfect to visit Southern Oregon University and walking distance to several great restaurants. It was about 1.1 miles to the Shakespeare Festival in downtown Ashland too, an easy walk for fairly active people.
MaggieUnited States of America - From $167.25 per night8.3Scored 8.3Very GoodRated very good· 1,478 reviewsNot is the Stratford relatively close to the shops and restaurants in downtown Ashland, but the staff, particularly Christy (sp.?) in the breakfast area was abundantly engaging and informative.
FloydUnited States of America - From $117.08 per night8.3Scored 8.3Very GoodRated very good· 572 reviewsThis was a lovely find, as we only used it to break up a drive. However, we would come back to Ashland and stay here. the room was comfortable, and the WiFi was excellent.AimeeIreland
- From $167.25 per night8.3Scored 8.3Very GoodRated very good· 1,478 reviewsWithout doubt the best hotel we stayed at on our trip along the west coast. Large and comfortable rooms, great staff and very nice breakfast. Also has a laundry onsite.JacquesBelgium
- From $193.48 per night9.1Scored 9.1WonderfulRated wonderful· 642 reviewsThe staff were all very pleasant and professional. The location was great, just a couple of minutes to downtown Ashland.
HeatherUnited States of America - From $88.09 per night8.2Scored 8.2Very GoodRated very good· 1,401 reviewsComfortable, clean room & bathroom. Spacious. It was all we needed for a night's stay in Ashland. Reasonably priced.
Sangeetha Ravi KumarUnited States of America - From $178.19 per night8.4Scored 8.4Very GoodRated very good· 440 reviewsI did like overall of the the hotel amenities but more or I will said longer time for family restaurant availableSILVIAUnited States of America
- 9.3Scored 9.3WonderfulRated wonderful· 4 reviewsQuiet and beautiful area of Ashland. About 20min drive to downtown. A rental car is needed but so worth it.JennieTaiwan
- From $143.84 per night8.8Scored 8.8ExcellentRated excellent· 266 reviewsComfy beds, clean, convenient location for a road trip, 10 min drive to downtown Ashland
MariiaUnited States of America - From $166.14 per night7.7Scored 7.7GoodRated good· 688 reviewsThe hotel is close to downtown and accessible to hwy 99 .
DavidUnited States of America - From $166.14 per night7.7Scored 7.7GoodRated good· 688 reviewsOverall the hotel appeared to be comfortable
angelaUnited Kingdom - From $193.48 per night9.1Scored 9.1WonderfulRated wonderful· 642 reviewsEverything - a superb and unique hotel!
BeverlyUnited States of America
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