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
Callahan's Mountain Lodge
7100 Old Highway 99 South, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is €124 per night from 25 Jun to 26 Jun
€124
per night
25 Jun - 26 Jun
8.8/10 Excellent! (1,011 reviews)
"Beautiful property and comfortable bed!"
Reviewed on 14 Jun 2024
Stratford Inn
555 Siskiyou Blvd, Ashland, OR
The price is €130 per night from 24 Jun to 25 Jun
€130
per night
24 Jun - 25 Jun
9/10 Wonderful! (1,517 reviews)
"Great bang for your buck! So grateful to have a place in Ashland we can stay with our dog, too. Walk across the parking lot to Cubans Biazzi for a beautiful classic Italian meal."
Reviewed on 12 Jun 2024
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is €162 per night from 16 Jul to 17 Jul
€162
per night
16 Jul - 17 Jul
9/10 Wonderful! (1,522 reviews)
"Love the 70’s flare and free bicycles"
Reviewed on 13 Jun 2024
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
Oregon Shakespeare Festival
You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.
Southern Oregon University
Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's lively festivals and entertainment choices.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.