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Ashland – 22 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.

All of it...
7.8
Scored 7.8
Good
Rated good
419 reviews
Price from$83.16per 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.

Easy check in. Great recommendation for a dinner spot. Quiet. Full breakfast. Easy and safe parking.
8.4
Scored 8.4
Very Good
Rated very good
436 reviews
Price from$139per 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.

The breakfast was exceptional and the rooms so cute and comfortable. Staff was so friendly
9.4
Scored 9.4
Wonderful
Rated wonderful
349 reviews
Price from$349.70per 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.

The hotel offers a seamless check in system. The facility is comfortably decorated and exceptionally clean. They offer self service coffee and tea in the dining room. Complementary champagne was a nice touch.
9.0
Scored 9.0
Wonderful
Rated wonderful
26 reviews
Price from$171per 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...

Very comfortable. Excellent hosts. Delicious breakfast. Within walking distance of many attractions and restaurants.
9.6
Scored 9.6
Exceptional
Rated exceptional
27 reviews
Price from$293.70per 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.

The location is excellent for walking to all the key attractions. The staff were warm and welcoming. The decor is charming - just enough Tudor and Shakespeare. Breakfast was first rate and we got to eat beside a dragon!
8.3
Scored 8.3
Very Good
Rated very good
1,499 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.

Friendly, helpful staff. Clean rooms, quiet, great location.
8.2
Scored 8.2
Very Good
Rated very good
510 reviews
Price from$130per 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.

Professional staff, comfortable before, clean
8.8
Scored 8.8
Excellent
Rated excellent
268 reviews
Price from$116.10per 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.

Great location, great parking behind hotel, enjoyable architectural & historical treasure. Mini fridge in room , and pet friendly. Would be a cool place for a wedding!
8.6
Scored 8.6
Excellent
Rated excellent
379 reviews
Price from$274.55per 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.

We have to cancel due to medical issues ( severe allergies to pets) - facility don’t have a pet free accommodation.
8.3
Scored 8.3
Very Good
Rated very good
544 reviews
Price from$145per night
See all 20 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 of America
  • 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 of America
  • 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 of America
  • 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 of America
  • 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 of America
  • 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 $149.42 per night
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 209 reviews
    We 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.
    Patricia
    United States of America
  • From $256.34 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 26 reviews
    The 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.
    Christian
    Denmark
  • From $200.70 per night
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 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 of America
  • From $128.23 per night
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,499 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 $327.48 per night
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 27 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 of America
  • From $188.44 per night
    7.7
    Scored 7.7
    Good
    Rated good
     · 692 reviews
    This my first stay in Ashland and I know it’s a destination town catering to a certain clientele....Our room was spacious with sofa and large windows overlooking a beautiful garden area with tables to picnic on. The room was well appointed with essential amenities and good wi-fi. For a non-brand hotel, the furnishings were excellent and I’m sure this hotel has lots of repeat business because of its excellence, location and value....
    John
    United States of America
  • 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 of America
  • From $88.09 per night
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 1,410 reviews
    Timbers is a nice, basic, place to stay in Ashland on a budget. The staff is friendly and the rooms are simple and clean. It's in a good location with restaurants and stores nearby in the shopping center (check out the smoothie place). Timbers is right next to SOU and you can easily walk to downtown. I would stay here again.
    Jeff
    United States of America
  • From $188.44 per night
    7.7
    Scored 7.7
    Good
    Rated good
     · 692 reviews
    We really liked the location. It was in downtown Ashland. Walking distance from restaurants, shopping and parks. The hotel was very clean and the staff were friendly. It was decorated for Christmas which made it very festive. The breakfast was decent, nothing special. We are not big breakfast eaters so it was fine.
    A
    Anonymous
    United States of America
  • From $135.47 per night
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 268 reviews
    Hot, 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!
    prettywoman1
    Canada
  • From $117.08 per night
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 566 reviews
    The 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.
    Maggie
    United States of America
  • From $88.09 per night
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 1,410 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 of America
  • From $149.42 per night
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 209 reviews
    This isn't a hotel but a lovely room in a farmhouse. It's very convenient to the I5 but quiet and in the country. Bed very comfortable.
    Lesley
    United States of America
  • From $167.25 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 952 reviews
    Close to downtown Ashland. Walking distance to Oregon Cabaret and Oregon Shakespeare Festival. Many restaurants close by.
    Rachel
    United States of America
  • From $364.16 per night
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 349 reviews
    Exceptional room, and hospitality, amazing food, and the perfect bar. All within walking distance to downtown Ashland.
    David
    United States of America
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 4 reviews
    Quiet and beautiful area of Ashland. About 20min drive to downtown. A rental car is needed but so worth it.
    Jennie
    Taiwan
  • From $128.23 per night
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,499 reviews
    The hotel is located in a really cute small town downtown area with lots of restaurants and cute shops.
    Norell
    United States of America
  • From $167.25 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 952 reviews
    The onsite free EV charging is the reason I chose this hotel. Very convenient. Thank you!
    Daniel
    Canada
  • From $156.10 per night
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 510 reviews
    The hotel is dog-friendly; The king-size bed is very comfortable.
    Jean-Pierre
    France
  • 6.7
    Scored 6.7
    Pleasant
    Rated pleasant
     · 381 reviews
    Decent hotel.
    P
    PRONAB
    United States of America