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! (1,669 reviews)
Great location and easily walkable to anything and everything downtown!
Reviewed on 1 Feb 2026
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is 2.260.354 ₫ per night from 11 Feb to 12 Feb
2.260.354 ₫
2.910.144 ₫ total
11 Feb - 12 Feb
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
We upgraded and that was not wise. The rooms are extremely small. The upgrade was not worth the $ as we viewed 3 rooms before choosing one. The Hotel is a classic, historical center of quaint Ashland. Good staffstaff
Reviewed on 27 Jan 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundable
8.8/10 Excellent! (1,481 reviews)
Front desk staff were very helpful and gave us a nice room with direct access to the lawn for our four-legged companion. Room was clean though the light over the round coffee table gave everything a greenish hue. I suggest you change that to a better modern one.
Reviewed on 29 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.
Lithia Park
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly 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.
