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
3 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
Flagship Inn of Ashland
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is 1.107.918 ₫ per night from 20 Nov to 21 Nov
1.107.918 ₫
1.235.328 ₫ total
20 Nov - 21 Nov
includes taxes & fees
8.6/10 Excellent! (1,151 reviews)
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Reviewed on 15 Nov 2025
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is 2.382.024 ₫ per night from 23 Nov to 24 Nov
2.382.024 ₫
2.919.628 ₫ total
23 Nov - 24 Nov
includes taxes & fees
8.8/10 Excellent! (1,495 reviews)
Great room location to courtyard to take family pup out side. Quiet. Comfy bed
Reviewed on 10 Nov 2025
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundable
The price is 2.371.770 ₫ per night from 2 Dec to 3 Dec
2.371.770 ₫
2.644.524 ₫ total
2 Dec - 3 Dec
includes taxes & fees
9.2/10 Wonderful! (1,577 reviews)
We loved our stay. The room was huge! 2 queen beds, kitchenette, nook. The mattress was perfect and my wife had her best sleep in years. All of the staff were helpful with the woman taking care of the breakfast room a true highlight. We highly recommend this hotel. It is older, but managed with exceptional ...
Reviewed on 13 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
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 acclaimed theatre scene and entertainment choices.
Lithia Park
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and acclaimed theatre scene in this family-friendly area.
