Ashland Packages (Flight + Hotel)
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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 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
8.6/10 Excellent! (1,108 reviews)
I really liked this hotel and would definitely stay again. Safe parking, great location, clean, good views and in summer the pool is great. The breakfast is disappointing but a least the coffee is good.
Reviewed on 26 Oct 2025
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is ฿3,070 per night from 2 Nov to 3 Nov
฿3,070
฿3,747 total
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (1,488 reviews)
This hotel is an expansive, beautiful propert. I would recommend for any kind of traveler. The hottub was an extra bonus.
Reviewed on 27 Oct 2025
Stratford Inn
555 Siskiyou Blvd, Ashland, OR
Fully refundable
The price is ฿3,205 per night from 2 Nov to 3 Nov
฿3,205
฿3,574 total
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (1,572 reviews)
Staff was very helpful and cheerful. Older property, but well kept up. Very convenient location right in the middle of Ashland.
Reviewed on 28 Oct 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
Ashland Library
Ashland Library is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels? Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
