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Ashland – 29 hotels and places to stay
Comfort Inn & Suites 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.
Ashland Hills Hotel & Suites
Featuring panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1 mi from Southern Oregon University.
Winchester Inn
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.
McCall House Boutique Hotel
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.
Bayberry Inn B&B and Oregon Wellness Retreat
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...
Stratford Inn
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.
Best Western Windsor Inn
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.
Holiday Inn Express Hotel & Suites Ashland, an IHG Hotel
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.
Ashland Springs Hotel
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.
Callahan's Lodge
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.
Most-booked hotels in Ashland in the past month
Popular with guests booking hotels in Ashland
Scored 8.38.3Rated very goodVery Good · 471 reviews
Popular with guests booking hotels in Ashland
Scored 8.48.4Rated very goodVery Good · 1,486 reviews
Popular with guests booking hotels in Ashland
Scored 8.48.4Rated very goodVery Good · 510 reviews
Popular with guests booking hotels in Ashland
Scored 7.97.9Rated goodGood · 435 reviews
Popular with guests booking hotels in Ashland
Scored 8.88.8Rated excellentExcellent · 254 reviews
Popular with guests booking hotels in Ashland
Scored 8.78.7Rated excellentExcellent · 393 reviews
Popular with guests booking hotels in Ashland
Scored 8.28.2Rated very goodVery Good · 579 reviews
Popular with guests booking hotels in Ashland
Scored 7.97.9Rated goodGood · 619 reviews
Popular with guests booking hotels in Ashland
Scored 8.98.9Rated excellentExcellent · 59 reviews
Popular with guests booking hotels in Ashland
Scored 9.49.4Rated wonderfulWonderful · 387 reviews
Budget hotels in Ashland
The Columbia Hotel
Hotel in AshlandCheap hotelLocated in Ashland and with Ashland Library reachable within a 2-minute walk, The Columbia Hotel provides a shared lounge, non-smoking rooms, free WiFi throughout the property and a bar.
Winchester Inn
Hotel in AshlandCheap hotelScored 9.49.4Rated wonderfulWonderful · 387 reviewsWinchester 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.
Nice location, beautiful old building. Excellent food
Scored 9.69.6Rated exceptionalExceptional · 31 reviewsLocated 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...
The hosts are wonderful. The property is beautiful and extremely comfortable.
Comfort Inn & Suites
Hotel in AshlandCheap hotelLocated 2.6 miles from Oregon Shakespeare Festival, Comfort Inn & Suites offers 2-star accommodations in Ashland and features a garden.
Ashland Valley Inn
Hotel in AshlandCheap hotelAshland 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
What Guests Said About Ashland:
- Scored 1010
Great city, great people!
Great city, great people! A short stay for us, would have liked more time. Visited a winery, ate at a couple of restaurants, hiked in the nearby mountains, and saw a fantastic Mariachi band and play at OSF .
WayneUnited States of America - Scored 1010
We've been coming to Ashland yearly for the past 30+ years.
We've been coming to Ashland yearly for the past 30+ years. The OSF (Oregon Shakespeare Festival) has a superb reputation and great theatre with a combination of Shakespeare and non-Shakespeare, modern and traditional plays. Something for everyone. Apart from the stellar theatre company, Ashland has superb restaurants, Lithia Park, a great book store, and nature all around.
joanUnited States of America - Scored 1010
Ashland is home to Southern Oregon University and OSF,...
Ashland is home to Southern Oregon University and OSF, giving a small college town ambience. Many tasty restaurants scattered around town of various price ranges. Multiple shops carrying many different kinds of merchandise; most shop keepers are exceedingly welcoming to their stores. We always return home with more than we brought with us.
LaurenceUnited States of America - Scored 1010
Visiting friends and the small town vibe for sure.
Visiting friends and the small town vibe for sure. Plenty of lovely people with great attitudes. Ashland is very small (I like quaint) I would love to visit again. I did not have a chance to visit the nearby parks but I will when I return.
BearUnited States of America - Scored 1010
Ashland is beautiful.
Ashland is beautiful. A leisurely walk down Siskiyou Avenue is a pleasure. Parking is tricky, but once you find a space, keep it for as long as you can. We found a free spot & stayed for hours near the theaters. Restaurants, art galleries, casual & upscale shopping are all in walking distance of the theaters at the OSF. The proprietors of the stores are nice to tourists and are happy to give advice if you need some. They also have a great Goodwill store for my fellow thrifters!MaryUnited States of America - Scored 1010
We were in Ashland for the Shakespeare festival, which was...
We were in Ashland for the Shakespeare festival, which was terrific We easily found great restaurants and beautiful nature trails and found Ashland easy to navigate As an electric car driver I was so happy to find the free charging stations- I’m grateful
AngeUnited States of America
See reviews by guests who stayed at hotels in Ashland
- From $78.05 per nightScored 8.18.1Rated very goodVery Good · 1,296 reviewsA 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 OatwayUnited States of America
- From $166.14 per nightScored 7.97.9Rated goodGood · 619 reviewsThe property is clean and modern. It is a short walk to downtown Ashland and the plays, shops and restaurants. The room was very comfortable and quiet.
StanleyUnited States of America - From $117.08 per nightScored 8.48.4Rated very goodVery Good · 1,486 reviewsVery comfortable rooms, lived seeing a couple of deer wandering past the hotel as we checked in!
FionaUnited Kingdom - From $144.95 per nightScored 8.08.0Rated very goodVery Good · 830 reviewsThe onsite free EV charging is the reason I chose this hotel. Very convenient. Thank you!
DanielCanada - From $260.06 per nightScored 8.78.7Rated excellentExcellent · 393 reviewsBeatiful and charming historical hotel
Carla MFTGPortugal
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