
Southern Oregon Romantic Holidays
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Top Romantic Southern Oregon Hotels

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! (1,175 reviews)
"Loved our visit there, staff was top notch"
Reviewed on 8 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)
"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)
"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.