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
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is 2.357.370 ₫ per night from 1 Jan to 2 Jan
2.357.370 ₫
2.923.233 ₫ total
1 Jan - 2 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,495 reviews)
Great
Reviewed on 10 Dec 2025
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundable
The price is 2.367.630 ₫ per night from 17 Dec to 18 Dec
2.367.630 ₫
2.639.907 ₫ total
17 Dec - 18 Dec
includes taxes & fees
9.2/10 Wonderful! (1,599 reviews)
The room was clean and spacious. The best thing about our visit was chatting with Cindy over breakfast. She is a gem!!! She gave us quite a few suggestions for places to visit, and we really enjoyed chatting with her. She’s an excellent asset to your hotel and a keeper! We shall return!
Reviewed on 10 Dec 2025
Flagship Inn of Ashland
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is 1.775.722 ₫ per night from 16 Dec to 17 Dec
1.775.722 ₫
1.979.930 ₫ total
16 Dec - 17 Dec
includes taxes & fees
8.6/10 Excellent! (1,191 reviews)
Huge room Great check in Very comfortable My 5th stay here
Reviewed on 13 Dec 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 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 lively festivals 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.
