Southern Oregon Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury Southern Oregon Hotels
Plaza Inn & Suites at Ashland Creek
98 Central Ave, Ashland, OR
Plaza Inn & Suites at Ashland Creek delivers luxe lodging where you'll enjoy premium bedding and more. Notable amenities include a 24-hour fitness center, a ...
8.6/10 Excellent! (1,022 reviews)
"The hotel was nice but the area for dogs had too dark of a carpet , food was not picked up from the hallways"
Reviewed on Sep 24, 2025
Ashland Springs Hotel
212 E Main St, Ashland, OR
Be treated to a luxury stay at Ashland Springs Hotel, where you can enjoy amenities like Frette Italian sheets, pillowtop beds, and more. The spa, restaurant, ...
9.2/10 Wonderful! (1,007 reviews)
"Toilet doesn’t flush all the way unless you keep holding the handle down and then you have to pull up on the handle or it keeps running."
Reviewed on Sep 18, 2025
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Treat yourself to a luxury stay at Ashland Hills Hotel & Suites, where you can enjoy amenities like premium channels, flat-screen TVs, and more. Deluxe amenities ...
8.8/10 Excellent! (1,479 reviews)
Definitely recommend
"Clean room, friendly staff and lots of parking. Location is great close to everything."
Reviewed on Sep 24, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
