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 Thomas 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 1.977.375 ₫ per night from 30 Nov to 1 Dec
1.977.375 ₫
2.204.905 ₫ total
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (1,176 reviews)
The room was fine and the staff help with the reservation was excellent. The problem was that I thought I had made a reservation for Nov. 23 and 24, but it was instead made for Nov. 24 and 25. Staff at the motel fixed this. I don't know how this happened, but will be sure to read the small print ...
Reviewed on 26 Nov 2025
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is 2.380.759 ₫ per night from 7 Dec to 8 Dec
2.380.759 ₫
2.918.197 ₫ total
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (1,509 reviews)
Nice hotel. Would stay again.
Reviewed on 26 Nov 2025
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundable
The price is 2.372.850 ₫ per night from 1 Dec to 2 Dec
2.372.850 ₫
2.645.728 ₫ total
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (1,595 reviews)
Nice staff
Reviewed on 26 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.
