Ashland Vacations
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- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
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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
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is ₩132,417 per night from Jan 1 to Jan 2
₩132,417
₩164,211 total
Jan 1 - Jan 2, 2026
includes taxes & fees
8.8/10 Excellent! (1,496 reviews)
Great
Reviewed on Dec 10, 2025
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundable
The price is ₩132,994 per night from Dec 15 to Dec 16
₩132,994
₩148,289 total
Dec 15 - Dec 16
includes taxes & fees
9.2/10 Wonderful! (1,597 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
Flagship Inn of Ashland
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is ₩99,745 per night from Dec 15 to Dec 16
₩99,745
₩111,212 total
Dec 15 - Dec 16
includes taxes & fees
8.6/10 Excellent! (1,190 reviews)
Huge room Great check in Very comfortable My 5th stay here
Reviewed on Dec 13, 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
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
