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.
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.
Christine
United States of America
The breakfast was exceptional and the rooms so cute and comfortable. Staff was so friendly
Featuring a shared lounge, terrace and views of city, The Peerless Hotel is located in Ashland, a 5-minute walk from Ashland Library.
craig
United States of America
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.
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...
Scott
United States of America
Very comfortable. Excellent hosts. Delicious breakfast. Within walking distance of many attractions and restaurants.
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.
Daphne
Canada
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!
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.
McLeod
United States of America
Friendly, helpful staff. Clean rooms, quiet, great location.
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.
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.
Elizabeth
United States of America
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!
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.
Javdat
United States of America
We have to cancel due to medical issues ( severe allergies to pets) - facility don’t have a pet free accommodation.
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...
Beautiful accommodation close to the centre of Ashland. Breakfast was amazing.
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.
Our room was just enough…neat, tidy and comfortable.
Located 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 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
On average, 3-star hotels in Ashland cost $108 per night, and 4-star hotels in Ashland are $150 per night. If you're looking for something really special, a 5-star hotel in Ashland can be found for $170 per night, on average (based on Booking.com prices).
The average price per night for a 3-star hotel in Ashland this weekend is $167 or, for a 4-star hotel, $235. Looking for something even fancier? 5-star hotels in Ashland for this weekend cost around $356 per night, on average (based on Booking.com prices).
On average, it costs $151 per night to book a 3-star hotel in Ashland for tonight. You'll pay around $187 if you choose to stay in a 4-star hotel tonight, while a 5-star hotel in Ashland will cost around $280, on average (based on Booking.com prices).
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.
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.
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.
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.
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.
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!
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....
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.
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.
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.
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!
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.
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.
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