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Ashland – 27 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.

The room and bed were very comfortable. The lovely ladies who cleaned our room were very helpful. The breakfast was adequate, fresh and nicely presented everyday. The lady who attends to the breakfast room ensured that everything was clean and refreshed continuously. The pool was open.
7.9
Scored 7.9
Good
Rated good
426 reviews
Price fromR$ 453.05per 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
430 reviews
Price fromR$ 835.86per 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 fromR$ 1,931.25per 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
29 reviews
Price fromR$ 1,279.68per night
McCall House Boutique Hotel, hotel in Ashland

Situated in Ashland, 200 metres from Oregon Shakespeare Festival, McCall House Boutique Hotel features accommodation with a garden, free private parking and a shared lounge.

Staff and facilities were very. Nice.
10
Scored 10
Exceptional
Rated exceptional
6 reviews
Price fromR$ 1,842.52per night
Bayberry Inn B&B and Oregon Wellness Retreat, hotel in Ashland

Located in Ashland, 1.1 km from Oregon Shakespeare Festival, Bayberry Inn B&B and Oregon Wellness Retreat provides accommodation with free bikes, free private parking, a garden and a shared lounge.

Beautiful accommodation close to the centre of Ashland. Breakfast was amazing.
9.6
Scored 9.6
Exceptional
Rated exceptional
28 reviews
Price fromR$ 1,757.15per 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.

Location was great for walking to restaurants, Lithia Park, shopping and plays at OSF.
8.3
Scored 8.3
Very good
Rated very good
1,488 reviews
Price fromR$ 717.94per 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
515 reviews
Price fromR$ 777.77per 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
259 reviews
Price fromR$ 909.99per 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
377 reviews
Price fromR$ 846.87per night
See all 22 hotels in Ashland

Most booked hotels in Ashland in the past month

Budget hotels in Ashland

  • Winchester Inn
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 351 reviews

    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.

    Rooms are lovely, breakfast is amazing and great location

  • Bayberry Inn B&B and Oregon Wellness Retreat
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 28 reviews

    Located in Ashland, 1.1 km from Oregon Shakespeare Festival, Bayberry Inn B&B and Oregon Wellness Retreat provides accommodation with free bikes, free private parking, a garden and a shared lounge.

    Beautiful accommodation close to the centre of Ashland. Breakfast was amazing.

  • Stratford Inn
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,489 reviews

    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.

    The staff, the location, the room was very clean and cosy.

  • Ashland Valley Inn

    Ashland Valley Inn is set in Ashland, within 4.4 km of Oregon Shakespeare Festival and 4.5 km of Oregon Cabaret Theatre.

FAQs about hotels in Ashland






What guests said about Ashland:

  • 8.0
    Scored 8.0

    Ashland of course is all about the OSF.

    Ashland of course is all about the OSF. The area is near mountains, vineyards, golf courses and about 2 hours drive from beautiful Crater Lake. There are many varied restaurants and boutique shops. The people of Ashland are very friendly and helpful, especially if one must walk with a cane. The city tries hard to avoid speeding by cars but some drivers are just careless. We especially enjoyed our breakfast at Winchester Inn and our dinner at Hearsay. The staff at Winchester Inn is superb as is its location. From past years the breakfast/brunch at Morning Glory is worth the wait as it takes no reservations.
    Bernard
    United States
  • 8.0
    Scored 8.0

    The room was too expensive for a quick overnight visit.

    The room was too expensive for a quick overnight visit. I have always recommended Bard’s inn. The staff is terrific. The views from the bldg where I always stay are lovely.And, having the garage adjacent to the elevator is maximum convenience. For passing thru en route to a family or work event, my room was too costly. I must restrict my future visits to special occasions to see the plays.
    Charlotte
  • 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

Explore guest reviews of hotels in Ashland

  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 184 reviews
    Very 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.
    SClax
    United States
  • From R$ 1,136.73 per night
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 900 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 R$ 1,757.15 per night
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 28 reviews
    A precious birthday memory I will cherish while celebrating at the Bayberry Inn! The hosts were so welcoming. The the home is gorgeous, beautifully furnished and clean. It's conveniently located in downtown Ashland. Walking distance to restaurants, shops and Lithia Park. The keyless entry was convenient, bottomless coffee/tea bar was appreciated and gourmet truffles in room was a sweet surprise. The gourmet breakfast, oh my goodness….DELICIOUS!
    Stacey
    United States
  • From R$ 652.13 per night
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,417 reviews
    Timbers 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.
    M
    Mel
    United States
  • From R$ 1,756.25 per night
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 377 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
  • From R$ 801.76 per night
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 209 reviews
    The 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!
    Christine
    United States
  • From R$ 1,643.46 per night
    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 R$ 652.13 per night
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,417 reviews
    A 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 Oatway
    United States
  • From R$ 658.11 per night
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 153 reviews
    Very clean. Comfortable bed, loved the granite shower. Excellent value, the stay exceeded all expectations. Only 1 of 2 hotels during 2 weeks of travel that even MET expectations and this one excelled.
    shelly
    United States
  • From R$ 1,756.25 per night
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 377 reviews
    Unless 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.
    Oliver
    United States
  • From R$ 2,290.22 per night
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 351 reviews
    The 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.
    Kevin
    United States
  • From R$ 897.42 per night
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,489 reviews
    Extremely friendly and efficient staff! Very comfortable hotels, exceptional indoor pool & hot tub, nice breakfast, waking distance to the charming downtown area.
    Melissa
    United States
  • 7.7
    Scored 7.7
    Good
    Rated good
     · 675 reviews
    Great location right in downtown Ashland! Walkable to the main drag and Lithia Park Safe, underground parking included and free.
    Nicole
    United States
  • From R$ 1,076.40 per night
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 430 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 R$ 897.42 per night
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,489 reviews
    Good breakfast. Close to playhouse. Great job by the hotel receiving an important package.
    Erik C-R
    United States
  • 7.7
    Scored 7.7
    Good
    Rated good
     · 675 reviews
    Location was very good for exploring Ashland. Room was clean and beds were comfortable.
    Sharon
    Ireland
  • From R$ 957.25 per night
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 515 reviews
    The hotel is dog-friendly; The king-size bed is very comfortable.
    Jean-Pierre
    France
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 660 reviews
    Everything - a superb and unique hotel!
    Beverly
    United States
  • From R$ 879.47 per night
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 556 reviews
    My favorite place to stay in Ashland!
    DelphiDreaming
    United States
  • From R$ 879.47 per night
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 556 reviews
    Clean and close to downtown Ashland.
    Heather
    United States