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Ashland – 23 hotels and places to stay
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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
380 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.
8.3
Scored 8.3
Very Good
Rated very good
540 reviews
Price from$145per 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.
9.4
Scored 9.4
Wonderful
Rated wonderful
349 reviews
Price from$349.70per 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
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
504 reviews
Price from$130per 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
442 reviews
Price from$139per 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
Comfort Inn & Suites Ashland
Hotel in Ashland
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.
7.8
Scored 7.8
Good
Rated good
422 reviews
Price from$84.33per 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· 380 reviews
Popular with guests booking hotels in Ashland
8.3Scored 8.3Very GoodRated very good· 540 reviews
Popular with guests booking hotels in Ashland
7.7Scored 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
8.8Scored 8.8ExcellentRated excellent· 266 reviews
Popular with guests booking hotels in Ashland
8.4Scored 8.4Very GoodRated very good· 442 reviews
Popular with guests booking hotels in Ashland
9.4Scored 9.4WonderfulRated wonderful· 349 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· 380 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· 442 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
- From $149.42 per night9.7Scored 9.7ExceptionalRated exceptional· 208 reviewsWe had such a great stay...some particulars: private entrance with parking right by the room, hot tub use; there's a barbecue, fire pit and a back yard area. If you are into star watching, you can go out back and see the stars at night (we brought our telescope). Mini fridge and toaster in the room, the bed is comfortable, and you get snacks and plenty of water bottles when you arrive. The shower is good for tall individuals. Lisa and John respond quickly and are just really nice people. 10 minutes to downtown Ashland.PatriciaUnited States of America
- From $128.78 per night9.5Scored 9.5ExceptionalRated exceptional· 183 reviewsVery convenient to downtown, pool was lovely and relaxing. The grounds were peaceful and lush with their kitty and resident deer around. The main building for breakfast and lounging has lots of books to explore. Our room was very comfortable with updated bedding linens than what is photographed on the booking.com page. The breakfast was delicious and very filling. We actually didn't even have to eat lunch bc of it's size. Delicious coffee. This was a good fit for our relaxing, lazy weekend exploring Ashland.
SClaxUnited States of America - From $189.40 per night8.4Scored 8.4Very GoodRated very good· 442 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
- 9.9Scored 9.9ExceptionalRated exceptional· 28 reviewsThe location is very close to downtown Ashland but you feel like you are in the country. Serene, quiet, ponds and ducks. The breakfast was totally over the top good. Lots of food and very delicious. The hosts were so helpful and recommended restaurants to us. We were only there for one night but we would definitely like to return to spend more time there.
ronaldUnited States of America - From $143.84 per night8.8Scored 8.8ExcellentRated excellent· 266 reviewsHot, delicious, lots of choices! The hotel and area were spotless! Receptionist was so nice and helpful with restaurant ideas. Lady who was cleaning Feb. 16 evening shift was making sure everything was immaculate. Thanks you!
prettywoman1Canada - From $179.01 per night8.6Scored 8.6ExcellentRated excellent· 380 reviewsWe loved the historic downtown hotel. The decorations for Christmas were amazing. The lobby had a huge tree and the balconies were decorated with garland. The roaring fire was great to sit byl we loved eating at Larks.RamonaUnited 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 night8.3Scored 8.3Very GoodRated very good· 1,478 reviewsGreat location in town (in walking distance to the city center and most restaurants). The whole hotel is Shakespeare-themed which gives it a unique touch. Friendly staff, clean and comfortable rooms. Recommended!
FloBAustria - From $167.25 per night8.3Scored 8.3Very GoodRated very good· 1,478 reviewsThe rooms were nice and clean. The staff were friendly and helpful. The breakfast was nice. Close to downtown shops and theaters (Oregon Shakespeare Festival and Oregon Cabaret Theatre).
TerenceUnited States of America - From $364.16 per night9.4Scored 9.4WonderfulRated wonderful· 349 reviewsit was a beautiful place to stay- charming hosts and staff- a wonderful breakfast and a convenient location to Ashland’s downtown and the Shakespeare festival theater headquaters.
ChristopherUnited States of America - From $117.08 per night8.3Scored 8.3Very GoodRated very good· 571 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 $166.14 per night7.7Scored 7.7GoodRated good· 689 reviewsThe property is clean and modern. It is a short walk to downtown Ashland and the plays, shops and restaurants. The room was very comfortable and quiet.StanleyUnited States of America
- From $166.14 per night7.7Scored 7.7GoodRated good· 689 reviewsConvenient location to downtown, restaurants and an easy walk to the theaters. Below hotel parking was available for avoiding hot sun (101 degrees).
F4PHANTOMUnited States of America - 6.7Scored 6.7PleasantRated pleasant· 381 reviewshotel was very run down, room smelled of chemicals from cleaning products and in general disrepair would not recommend staying here
MelissaUnited 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 $167.25 per night8.0Scored 8.0Very GoodRated very good· 961 reviewsThe onsite free EV charging is the reason I chose this hotel. Very convenient. Thank you!
DanielCanada - From $167.25 per night8.0Scored 8.0Very GoodRated very good· 961 reviewsWe liked the proximity to downtown Ashland and restaurants. Staff was friendly.JessicaUnited States of America
- From $327.48 per night9.6Scored 9.6ExceptionalRated exceptional· 27 reviewsBeautiful accommodation close to the centre of Ashland. Breakfast was amazing.AlisonUnited Kingdom
- 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 $88.09 per night8.2Scored 8.2Very GoodRated very good· 1,401 reviewsClose to SOU and downtown AshlandJulieUnited States of America
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