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 Allen Elizabethan Theatre and Oregon Shakespeare Festival.
Top hotels in Ashland
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is €116 per night from 21 Oct to 22 Oct
€116
21 Oct - 22 Oct
includes taxes & fees
8.8/10 Excellent! (1,476 reviews)
"Very pet friendly property. Greeted us with treats for our two dogs. Clean room albeit a little dated. But clean. Helpful staff. They did offer a dog park area but clearly people do not respect the directions of picking up after their own pets. Lots of dog waste unfortunately. Overall comfortable ..."
Reviewed on 10 Oct 2025
Flagship Inn of Ashland
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,079 reviews)
"great room, amazing staff! would stay here again!"
Reviewed on 9 Oct 2025
Stratford Inn
555 Siskiyou Blvd, Ashland, OR
The price is €86 per night from 2 Nov to 3 Nov
€86
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (1,565 reviews)
"Great place. We will be staying there again. The rooms were spotless. The staff friendly and helpful. Super breakfast. Very nice pool and hot tub. Convenient location for dining and the theater."
Reviewed on 10 Oct 2025
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 entertainment choices.
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.
What to do in Ashland
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
€36
per adult
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
