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
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,633 reviews)
Very nice day overall however, the beds are extremely uncomfortable did didn’t get the best night sleep but the hotel is very nice. The staff extremely friendly and it was very clean.
Reviewed on 11 Jan 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is 2.171.133 ₫ per night from 25 Jan to 26 Jan
2.171.133 ₫
2.715.426 ₫ total
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (1,473 reviews)
Good
Reviewed on 11 Jan 2026
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is 1.822.018 ₫ per night from 14 Jan to 15 Jan
1.822.018 ₫
2.425.680 ₫ total
14 Jan - 15 Jan
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Loved everything however we are allergic to cats and our room on the 5th floor had some pet allergies that set off an allergic reaction we didn't expect. We had understood pets were only allowed on the 3rd floor. Additionally the room across the hall had several dogs that barked...not a huge issue ...
Reviewed on 5 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.
Popular places to visit
Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
Southern Oregon University
Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's entertainment choices and acclaimed theatre scene.
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.
