Ashland Vacations
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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
5/5(133 area reviews)
If you're spending some time in Historic Downtown District, Thomas Theatre and Oregon Shakespeare Festival are top sights worth seeing.
Find the Best Ashland Vacation Packages
Ashland Hotel Deals
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundable
The price is ￥12,778 per night from Dec 22 to Dec 23
￥12,778
￥14,248 total
Dec 22 - Dec 23
includes taxes & fees
9.2/10 Wonderful! (1,602 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 Dec 10, 2025
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is ￥14,136 per night from Jan 1 to Jan 2
￥14,136
￥17,529 total
Jan 1 - Jan 2, 2026
includes taxes & fees
8.8/10 Excellent! (1,500 reviews)
Great
Reviewed on Dec 10, 2025
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is ￥13,713 per night from Jan 4 to Jan 5
￥13,713
￥17,656 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Small room but wonderful view and comfortable bed.
Reviewed on Dec 14, 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.
Discover the most popular places to visit in Ashland
Oregon Shakespeare Festival
You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
What to do in Ashland
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
