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Ashland – 25 hotels and places to stay
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Comfort Inn & Suites, 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 fromMYR 396.08per night
Ashland Hills Hotel & Suites, hotel in Ashland

Featuring panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1.6 km from Southern Oregon University.

Glad there was a pool.
8.4
Scored 8.4
Very good
Rated very good
436 reviews
Price fromMYR 733.94per night
Winchester Inn, hotel in Ashland

Winchester Inn is set in Ashland, only 300 metres from Oregon Shakespeare Festival. Guests can enjoy the on-site bar and restaurant, featuring an outdoor patio. Free parking is also included.

Perfect location, beautiful grounds and rooms. Delicious breakfast!
9.4
Scored 9.4
Superb
Rated superb
351 reviews
Price fromMYR 1,905.38per night
The Peerless Hotel, hotel in Ashland

Featuring a shared lounge, terrace and views of city, The Peerless Hotel is located in Ashland, 500 metres from Ashland Library.

The hotel is beautiful. The staff were very responsive and helpful going out of their way. Having access to the huge jacuzzi bath after long days walking was wonderful. The location is a 5 to 10 min walk to the main street through a pretty neighbourhood, I'm disabled and could manage it everyday multiple times. You have access to a common area which was empty most of the time. WiFi was fast. Check in was easy and when we had to contact to innkeeper, she responded within seconds. She let me use facilities that were not public and sent me restaurants that could cater to my allergies. She let us know about a local tour we might be interested in and was all round a legend of an innkeeper.
9.1
Scored 9.1
Superb
Rated superb
28 reviews
Price fromMYR 1,123.65per 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.

We liked the pool and patio area. And easy access and distance to Safeway. The shower spray was wonderful.
8.3
Scored 8.3
Very good
Rated very good
1,487 reviews
Price fromMYR 630.40per 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 centre, and free WiFi access are featured here.

Location and the look. Great gym.
8.2
Scored 8.2
Very good
Rated very good
517 reviews
Price fromMYR 682.93per night
Holiday Inn Express Hotel & Suites Ashland, an IHG Hotel, hotel in Ashland

Featuring an indoor pool and a fitness centre, Holiday Inn Express Hotel & Suites Ashland offers rooms with free Wi-Fi. Southern Oregon University is 2.2 km away.

Clean and cared for.
8.8
Scored 8.8
Fabulous
Rated fabulous
262 reviews
Price fromMYR 680.83per night
Callahan's Lodge, hotel in Ashland

Situated in Ashland, 15 km from Oak Knoll Golf Course, Callahan's Lodge features accommodation with a fitness centre, free private parking, a garden and a shared lounge.

Fantastic staff. Good food and entertainment.
8.3
Scored 8.3
Very good
Rated very good
546 reviews
Price fromMYR 751.48per night
Ashland Springs Hotel, hotel in Ashland

Located less than 5 minutes’ walk to the site of Oregon Shakespeare Festival, this luxury Ashland, Oregon hotel offers a spa and farm to table fine dining.

Hotel was beautiful. well presented, clean and light. the beds were very comfortable, and even though the rooms were small they had everything needed. location was excellent for wandering through town. i would definitely recommend staying here
8.6
Scored 8.6
Fabulous
Rated fabulous
374 reviews
Price fromMYR 743.61per night
Plaza Inn & Suites at Ashland Creek, hotel in Ashland

Plaza Inn & Suites at Ashland Creek is set in downtown Ashland, 600 metres from the Oregon Shakespeare Festival.

Quiet, well appointed Great location, walkable to downtown
7.7
Scored 7.7
Good
Rated good
681 reviews
Price fromMYR 887.81per night
See all 22 hotels in Ashland

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What guests said about Ashland:

  • 10
    Scored 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.
    Maria
    United States
  • 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
  • 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
  • 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
  • 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
  • 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.
    Jessica

Explore guest reviews of hotels in Ashland

  • From MYR 4,985.67 per night
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 375 reviews
    Location is fantastic, right in the middle this wonderful town, yet very quiet- we were there off- season so that probably contributed. We loved the history and style of the hotel , the views, the friendly attentive welcome- we were offered early check in and loved luxuriating in the comfort of our room- my mom wrote letters at the writing desk overlooking the hills. Breakfast was more abundant than expected and served buffet style a lovely, sunny breakfast room. The beds were a dream. We had a lovely “city-break” here!
    Julia
    United States
  • From MYR 998.13 per night
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 912 reviews
    Loved the spacious suite that had a sleeping room and then a separate family room that had a Murphy bed and a convertible sofa bed (not exactly a couch but more like a chaise lounge). The balcony was great and looked south over the downtown and the Shakespeare space. We didn’t have a microwave in the room but when we inquired about it they happily let us come pick one up for our room. And the breakfast was usual hotel fare but the breakfast room was beautiful with nice ambiance.
    Colleen
    United States
  • From MYR 866.80 per night
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 517 reviews
    I had a great experience at the Windsor. I arrived a little late, due to traffic. The young man at the desk was immediately accommodating and helpful. In very short order, he had me checked in, told me the best way to access my room, explained various services, and helped me figure out the best way to balance my fatigue with a need to eat! Plus the hotel was lovely, my view in the morning spectacular, and my breakfast was perfect. I hope to come back.
    B
    Brendan
    United States
  • 8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,487 reviews
    The room was beautiful and comfortable for all five of us (3kids). We were located on the first floor which was perfect in the heat, because we didn’t need to use the AC due to the wonderfully shady room. It was so comfortable and nice. We don’t like AC‘s so much and this was just perfect for us. The hotel is in a great location. Lots of restaurants, stores, etc. are in walking distance which made it possible to just ditch the car and walk everywhere.
    Louise
    Germany
  • From MYR 998.13 per night
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 912 reviews
    property is located in the downtown core which at this time of year was well decorated for the holidays. checking in was easy and the desk staff was accomodating and helpful. parking outside the ground floor unit was helpful to access the unit, and the parking lot was located in the privacy of the hotel courtyard. self serve breakfast consisted of egg, sausage reheat muffin, yogurt, and a choice of a few bread itmes. not the quality of a best western,
    csqb
    Canada
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 26 reviews
    The 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.
    ronald
    United States
  • From MYR 577.81 per night
    6.7
    Scored 6.7
    Pleasant
    Rated pleasant
     · 380 reviews
    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!
    Kurt
    United States
  • From MYR 4,985.67 per night
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 375 reviews
    We love staying here, which we do 4 times a year. Room is cozy, comfortable bed and pillows, nice breakfast. We love the elegant lobby, especially when it's decorated for the Christmas/New Years holidays. Love the central location in downtown Ashland. Excellent on premises parking.
    Michael
    United States
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 30 reviews
    I 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.
    Elsa
    United States
  • From MYR 945.15 per night
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 436 reviews
    Ashland 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).
    Norell
    United States
  • From MYR 661.92 per night
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 559 reviews
    The 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.
    BETH
    United States
  • 8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,487 reviews
    Front staff was excellent: professional and human. Location was great: University, Ashland downtown, and Lithia Park all within walking distance. Great view on the east side. Adequate safe parking.
    Cynthia
    United States
  • From MYR 1,097.94 per night
    7.7
    Scored 7.7
    Good
    Rated good
     · 681 reviews
    Location is central to everything in Ashland. Less than 10 min walk to OSF theaters for Shakespeare festival shows...though there's a lot more to explore in the area!
    Tami
    United States
  • From MYR 1,905.38 per night
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 351 reviews
    all around charming, in a beautiful part of downtown Ashland. Very kind staff - personal, intimate feeling at the hotel. Dead quiet, slept like a baby.
    Cuyler
    United States
  • From MYR 735.47 per night
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 1,411 reviews
    Comfortable, clean room & bathroom. Spacious. It was all we needed for a night's stay in Ashland. Reasonably priced.
    Sangeetha Ravi Kumar
    United States
  • From MYR 945.15 per night
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 436 reviews
    I did like overall of the the hotel amenities but more or I will said longer time for family restaurant available
    SILVIA
    United States
  • From MYR 869.95 per night
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 262 reviews
    Comfy beds, clean, convenient location for a road trip, 10 min drive to downtown Ashland
    Mariia
    United States
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 27 reviews
    Beautiful accommodation close to the centre of Ashland. Breakfast was amazing.
    Alison
    United Kingdom
  • From MYR 1,097.94 per night
    7.7
    Scored 7.7
    Good
    Rated good
     · 681 reviews
    Location close to downtown Ashland. A nice view of Ashland creek.
    Alan
    United States
  • From MYR 735.47 per night
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 1,411 reviews
    Close to SOU and downtown Ashland
    Julie
    United States