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
Flagship Inn of Ashland
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is €72 per night from 30 Nov to 1 Dec
€72
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (1,178 reviews)
The room was fine and the staff help with the reservation was excellent. The problem was that I thought I had made a reservation for Nov. 23 and 24, but it was instead made for Nov. 24 and 25. Staff at the motel fixed this. I don't know how this happened, but will be sure to read the small print ...
Reviewed on 26 Nov 2025
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is €95 per night from 7 Dec to 8 Dec
€95
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (1,504 reviews)
Quick check in. Large lobby and easy parking.
Reviewed on 24 Nov 2025
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundable
The price is €87 per night from 7 Dec to 8 Dec
€87
7 Dec - 8 Dec
includes taxes & fees
9.2/10 Wonderful! (1,590 reviews)
Clean room, friendly staff, easy check-in
Reviewed on 23 Nov 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 lively festivals.
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.
