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Ashland – 27 hotels and places to stay
Comfort Inn & Suites
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.
Ashland Hills Hotel & Suites
Featuring panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1 mi from Southern Oregon University.
Winchester Inn
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.
The Peerless Hotel
Featuring a shared lounge, terrace and views of city, The Peerless Hotel is located in Ashland, a 5-minute walk from Ashland Library.
Bayberry Inn B&B and Oregon Wellness Retreat
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...
Stratford Inn
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.
Best Western Windsor Inn
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.
Holiday Inn Express Hotel & Suites Ashland, an IHG Hotel
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.
Ashland Springs Hotel
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.
Callahan's Lodge
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.
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
8.4Scored 8.4Very GoodRated very good· 436 reviews
Popular with guests booking hotels in Ashland
8.2Scored 8.2Very GoodRated very good· 517 reviews
Popular with guests booking hotels in Ashland
7.9Scored 7.9GoodRated good· 421 reviews
Popular with guests booking hotels in Ashland
8.6Scored 8.6ExcellentRated excellent· 376 reviews
Popular with guests booking hotels in Ashland
8.3Scored 8.3Very GoodRated very good· 547 reviews
Popular with guests booking hotels in Ashland
8.8Scored 8.8ExcellentRated excellent· 263 reviews
Popular with guests booking hotels in Ashland
7.7Scored 7.7GoodRated good· 677 reviews
Popular with guests booking hotels in Ashland
9.4Scored 9.4WonderfulRated wonderful· 352 reviews
Popular with guests booking hotels in Ashland
9.1Scored 9.1WonderfulRated wonderful· 28 reviews
Budget hotels in Ashland
Winchester Inn
Hotel in AshlandCheap hotel9.4Scored 9.4WonderfulRated wonderful· 352 reviewsWinchester 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.
Rooms are lovely, breakfast is amazing and great location
9.6Scored 9.6ExceptionalRated exceptional· 27 reviewsLocated 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...
Beautiful accommodation close to the centre of Ashland. Breakfast was amazing.
Stratford Inn
Hotel in AshlandCheap hotel8.3Scored 8.3Very GoodRated very good· 1,485 reviewsStratford 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.
The staff, the location, the room was very clean and cosy.
Ashland Springs Hotel
Hotel in AshlandCheap hotel8.6Scored 8.6ExcellentRated excellent· 376 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· 436 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
7.7Scored 7.7GoodRated good· 677 reviewsPlaza Inn & Suites at Ashland Creek is set in downtown Ashland, 1969 feet from the Oregon Shakespeare Festival.
Lots of packaged options for us to take on the go.
McCall House Boutique Hotel
Hotel in AshlandCheap hotel10.0Scored 10.0ExceptionalRated exceptional· 4 reviewsLocated 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
- 8.6Scored 8.6ExcellentRated excellent· 376 reviewsI have always wanted to stay at this hotel but it has always seems unaffordable. We got a great rate through Booking and the hotel did not disappoint! We were able to park (in the free parking lot right behind the hotel!) and walk to all restaurants and the Oregon Shakespeare Festival plays. I would absolutely stay here again, if I can get a good rate!DabneyUnited States of America
- From $245.30 per night8.0Scored 8.0Very GoodRated very good· 904 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 $111.49 per night6.7Scored 6.7PleasantRated pleasant· 378 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 $140.49 per night8.3Scored 8.3Very GoodRated very good· 554 reviewsStaff were very helpful and polite! The beds were quite comfortable, the room was spacious and clean, and the property is located in a quiet neighborhood just a mile from downtown Ashland. Also, there is a heated pool, good breakfast and a great Mexican Restaurant next door.
GraceUnited States of America - From $399.46 per night9.4Scored 9.4WonderfulRated wonderful· 30 reviewsI absolutely loved this property. It is quaint and within walking distance of downtown Ashland. The rooms are spacious and have everything you need. Beautiful decor and a warm welcoming vibe. Great Place! Very efficient parking access.ElsaUnited States of America
- From $476.89 per night9.4Scored 9.4WonderfulRated wonderful· 352 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
- 8.4Scored 8.4Very GoodRated very good· 436 reviewsAshland has a cute downtown not far from this hotel. The price is great for what you get. I’m very particular about the cleanliness of hotels and I’ve never been uncomfortable here (I still do my standard disinfecting though).NorellUnited States of America
- From $132.69 per night8.2Scored 8.2Very GoodRated very good· 1,416 reviewsA great hotel that is getting better but it still is a work in progress. The hotel staff were wonderful and helpful. The room was super clean and large. It was also quiet and conveniently located next to a Market of Choice.Ted OatwayUnited States of America
- From $140.49 per night8.3Scored 8.3Very GoodRated very good· 554 reviewsThe bed was comfortable, the room very clean. While the breakfast was fairly standard for free hotel food, this hotel added extra options, Jimmy Dean breakfast sandwiches and scrambled egg breakfasts.
BETHUnited States of America - From $476.89 per night9.4Scored 9.4WonderfulRated wonderful· 352 reviewsBreakfast was large. Two courses. The first course was a little sweet for my taste. Room was fine. Likely to stay here again for future visits to Ashland (unless I can score a friend's house).
AndrewUnited States of America - 8.6Scored 8.6ExcellentRated excellent· 376 reviewsUnless you recognize the name, you wont know that this property is an iconic Ashland institution. I'm happy we decided on the place, and even happier that the property is now doing well.OliverUnited States of America
- 8.3Scored 8.3Very GoodRated very good· 1,485 reviewsNice comfortable room, great downtown Ashland location that was excellent for walking, comfortable bed and pillows, very accommodating front desk staff.
Donna_BUnited States of America - From $132.69 per night8.2Scored 8.2Very GoodRated very good· 1,416 reviewsHad nice conversations with the staff, room was very clean, quiet, and nice 1.5 mile walk to lovely downtown Ashland.DavidUnited 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
- 8.3Scored 8.3Very GoodRated very good· 1,485 reviewsVery comfortable rooms, lived seeing a couple of deer wandering past the hotel as we checked in!
FionaUnited Kingdom - From $184.64 per night8.8Scored 8.8ExcellentRated excellent· 263 reviewsComfy beds, clean, convenient location for a road trip, 10 min drive to downtown Ashland
MariiaUnited States of America - From $152.60 per night7.9Scored 7.9GoodRated good· 421 reviewsThe room was clean and comfortable. The hotel was conveniently located close to I-5.
RobCanada - From $245.30 per night8.0Scored 8.0Very GoodRated very good· 904 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
- 7.7Scored 7.7GoodRated good· 677 reviewsThe hotel is close to downtown and accessible to hwy 99 .
DavidUnited States of America
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