Ashland Holidays
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Where to stay in Ashland
Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
Historic Downtown District
4 out of top 10 points of interest in this area
While visiting Historic Downtown District, you might make a stop by sights like Thomas Theatre and Oregon Shakespeare Festival.
Top hotels in Ashland
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,699 reviews)
We have stayed at the Strarford many times over the last 5 years. Our room is always clean and comfortable. Staff always friendly and welcoming. Love that they seve Portland Roasters coffee in the room and at breakfast.
Reviewed on 1 Mar 2026
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is €103 per night from 3 Mar to 4 Mar
€103
3 Mar - 4 Mar
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
We love the Ashland Springs, the historic building is gorgeous and right in the middle of downtown Ashland. The rooms are small but very pretty and charming; the $5 breakfast is good; and we like their Larks restaurant. We always break our trips from Portland to California here, and it is always ...
Reviewed on 28 Feb 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is €111 per night from 8 Mar to 9 Mar
€111
8 Mar - 9 Mar
includes taxes & fees
8.8/10 Excellent! (1,465 reviews)
The staff is great, and the hotel’s pet policy makes traveling with dogs easy.
Reviewed on 1 Mar 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.
Tashi Choling Buddhist Center
Find out about the history of Ashland with a stop at Tashi Choling Buddhist Center. Wander around the area's picturesque gardens or experience its acclaimed theatre scene.
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