Search hotels 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.

Tamara

Japan

Great location for Ashland theater visits, great staff, really personable hotel. I would book another trip there if I were attending a play in the near future.

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.

Barbara

United States

Perfect location, beautiful grounds and rooms. Delicious breakfast!

Featuring a shared lounge, terrace and views of city, The Peerless Hotel is located in Ashland, 500 metres from Ashland Library.

Katie

Australia

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.

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.

Alison

United Kingdom

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

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.

Barbara

United States

Easy to park our travel van

Featuring panoramic mountain views, Ashland Hills Hotel & Suites is a 14 acre property 1.6 km from Southern Oregon University.

Garrett

United States

Glad there was a pool.

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.

Brendan

United States

I had a great experience at the Windsor. I arrived a little late, due to traffic. The young man at the desk was immediately accommodating and helpful. In very short order, he had me checked in, told me the best way to access my room, explained various services, and helped me figure out the best way to balance my fatigue with a need to eat! Plus the hotel was lovely, my view in the morning spectacular, and my breakfast was perfect. I hope to come back.

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.

Paige Enderle (she/her)

United States

Clean and cared for.

Situated in Ashland, 15 km from Oak Knoll Golf Course, Callahan's Lodge features accommodation with a fitness centre, free private parking, a garden and a shared lounge.

Debbie

United States

Fantastic staff. Good food and entertainment.

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.