
Southern Oregon Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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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! (1,169 reviews)
Couples like: al fresco dining, spa tub, romance packages available
Travelers say...
The front desk was run by Jax. He did a great job of greeting us. He knew who we were and took us to our room. Showed us both the games room and weight room. Informed us the breakfast was served in the dinning room between 7:30 and 9:30. The room was excellent, very comfortable and clean. Breakfast ...
Reviewed on Jan 9, 2026

Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Prospect OR
Stay at this vacation home in Prospect. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mill Creek Falls and Barr Creek Falls are located ...
10/10 Exceptional! (177 reviews)
Couples like: adults only property, fireplace
Travelers say...
The view from the porch was beautiful. We enjoyed viewing the wildlife while drinking our morning coffee. Barb and Russell were very informative. The house was gorgeous. We definitely enjoyed our stay.
Reviewed on Oct 18, 2025

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! (1,002 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Travelers say...
The room was very comfortable and clean. We also thought the lady running breakfast was kind and efficient.
Reviewed on Jan 9, 2026
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.
