Southern Oregon Romantic Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to €185 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
Callahan's Mountain Lodge
7100 Old Highway 99 South, Ashland, OR
Stay at this 3-star family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in ...
8.6/10 Excellent! (1,176 reviews)
Couples like: al fresco dining, hot tub, romance packages available
Travellers say...
"We enjoyed the jacuzzi tub!"
Reviewed on 10 Oct 2025
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Prospect
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! (174 reviews)
Couples like: adults-only property, fireplace
Travellers say...
"Meadow House is beautiful and a perfect location if you want to visit Crater Lake. There are also some great hikes in the immediate area of Prospect. Had a great time enjoying the view from the porch. Would definitely recommend Meadow House!"
Reviewed on 10 Oct 2025
Ashland Springs Hotel
212 E Main St, Ashland, OR
Stay at this 3-star spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (1,003 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Travellers say...
"Lovely music & coffee on the mezzanine in a.m. Beautiful decor. Comfortable bedding. Tea & cookies on the mezzanine in the afternoon. An orientation to amenities on arrival would have been helpful."
Reviewed on 4 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
