Ashland Holidays
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Our guide on 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.
Ashland Holiday
Our pick of the best Ashland Hotel Deals
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,638 reviews)
Excellent room! It had great coffee, very comfortable bed, very clean AND two massage chairs! The staff is extremely friendly and efficient. Shoutout to Cindy in the breakfast room!
Reviewed on 17 Jan 2026
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is NZ$175 per night from 6 Feb to 7 Feb
NZ$175
6 Feb - 7 Feb
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
Room was clean, breakfast was excellent, staff was knowledgeable, pleasant, and eager to help. Outstanding stay!
Reviewed on 18 Jan 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundable
8.8/10 Excellent! (1,474 reviews)
On the whole everything was pretty nice, though the room could have been detail cleaned a little more. The staff were great. They have gnomes! I would stay again.
Reviewed on 20 Jan 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.
Discover the most popular places to visit in Ashland
Oregon Cabaret Theatre
You can get tickets for a performance at Oregon Cabaret Theatre during your stay in Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
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.
What to do in Ashland
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
