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.
Jenn
United States of America
I liked the night staff. Very helpful and pleasant. Room was nice and clean, but basic. Nothing extraordinary.
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.
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.
Tara
United States of America
It’s very pretty both outside and inside the rooms too. The pillows were fabulous and so comfy!
I was a grump at check in , and the staff stayed upbeat and reminded me swearing was not necessary.
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 $107 per night, and 4-star hotels in Ashland are $148 per night. If you're looking for something really special, a 5-star hotel in Ashland can be found for $173 per night, on average (based on Booking.com prices).
The average price per night for a 3-star hotel in Ashland this weekend is $160 or, for a 4-star hotel, $220. Looking for something even fancier? 5-star hotels in Ashland for this weekend cost around $361 per night, on average (based on Booking.com prices).
On average, it costs $186 per night to book a 3-star hotel in Ashland for tonight. You'll pay around $238 if you choose to stay in a 4-star hotel tonight, while a 5-star hotel in Ashland will cost around $303, 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.
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 staff here are always friendly and accommodating. They always take care of any special needs I may have. The price is economical and always have something to grab for breakfast. Parking is easy although the street isn't the most accessible, but it's not the hotel's fault. I make frequent trips up I-5 and this hotel is at a good location for me to stop. Close enough to downtown and places to eat. I almost always stay here when passing through the area.
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,
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....
Excellent 2-course breakfast with coffee and juice. Excellent bar, but it closes by 10pm so its still quiet in near-by rooms for sleeping. Great neighborhood and you can easily walk to theatre venues. Excellent restaurants close-by, as well as bookstore, pharmacy and more. Very responsive staff throughout the inn from Front Desk, restaurant, housekeeping, groundskeeper. This is my second stay and my first choice for Ashland.
What a beautiful property. The views from this location, East, especially in the morning are just stunning. Breakfast is delivered to you. I got fancy towel decorations and a toilet paper rose! We’re also across from the university and walking distance to Ashland’s Shakespeare festival and downtown dining. We will probably be making this the only hotel we stay in when in Ashland we loved it so much!
Room was good size and drawers to put my things away. Staff was very helpful with bags for ice and where urgent care was for my injuries from being hit by a car when I was walking back from Brickroom restaurant. Hotel was at one end of town which was convenient to walk to shops and restaurants. Breakfast was good. Liked the pool and hot tub being open all the time inside.
Ashland is a special town. We loved it! Timbers Motel is comfy, clean, and in great location. You can walk to several restaurants and we got pizza next door. Room is a great value. We had a table for two and that was perfect for eating pizza. We walked the downtown shops and Lithia Park. Great stop and we'll return to Timbers and Ashland.
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.
The room was clean and quiet. We enjoyed the breakfast and the pool. Sleeping was a bit uncomfortable as the room was very stuffy and the pillows too lofty. The location is excellent for visiting SOU. Overall, a very good hotel for the price.
Great location. Good size room comfortable with all amenities. John at the front desk was very cordial and helpful. He gave us a wonderful recommendation for dinner downtown Ashland.
Thumbs up John for his smile and hospitality!
Hotel was very clean and well kept up. Staff friendly and did their best to make our stay comfortable. Location great- walking distance to downtown Ashland.
We liked everything. Breakfast was great, the room was spacious and the staff was super courteous. Highly recommend the Hampton Inn & Suites in Ashland.
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