
Southern Oregon Romantic Vacations
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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! (1,159 reviews)
Couples like: al fresco dining, spa tub, romance packages available
Travelers say...
"Charming country-style inn, with a very welcoming and friendly staff. Appreciated convenience of on-site restaurant and bar. The room was spacious and had outside porch with nice views. The porch was especially nice at night to have a glass of wine and enjoy company. We liked the close proximity ..."
Reviewed on Aug 22, 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...
"Outstanding"
Reviewed on Aug 21, 2025

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! (268 reviews)
Couples like: champagne service, romance packages available
Travelers say...
"Very welcoming and hospitable staff. The breakfasts are delish, especially the fritata. Their attention to details are very strong."
Reviewed on Aug 15, 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.