Southern Oregon Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
Better together
Save up to NT$5,067 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 Romantic Southern Oregon Hotels
Callahan's Mountain Lodge
7100 Old Highway 99 South, Ashland, OR
If you're in the mood for love, consider staying at this romantic lodge, featuring al fresco dining and a garden. You'll also love the jetted tubs, lobby fireplace, ...
8.6/10 Excellent! (1,152 reviews)
Couples like: al fresco dining, spa tub, romance packages available
Travelers say...
"Everything was excellent except the room odor was very strong from I believe the fireplace. Was had to sleep from the strong odor.....but all else was excellent!"
Reviewed on 2025/7/8
Ashland Springs Hotel
212 E Main St, Ashland, OR
A spa, a garden, and a hot tub await couples looking for a romantic getaway at this historic hotel. The property also offers a lobby fireplace, premium mattresses, ...
9.2/10 Wonderful! (1,007 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Perfect quiet great location overnight!!
"Quick overnight with Shakespeare theater visit. Very nice old historic hotel. Room was small but perfect. Bathroom was roomy just a but dated. A few extra power plugs would be nice. very nice easy stay and parking was great. I like they had ice machine too and lil fridge too."
Reviewed on 2025/7/10
McCall House Boutique Inn
153 Oak St, Ashland, OR
Celebrate with a romantic getaway at this Victorian bed & breakfast, where you'll find a garden, a lobby fireplace, and champagne service. You'll also love the ...
9.8/10 Exceptional! (264 reviews)
Couples like: champagne service, romance packages available
Travelers say...
"Absolutely wonderful!"
Reviewed on 2025/6/22
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.