Southern Oregon Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Romantic Southern Oregon Hotels

Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South, Ashland, OR
  • 2 hours drive from Crater Lake National Park
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! (1,156 reviews)

Couples like: al fresco dining, spa tub, romance packages available

Travelers say...
"The bed was super comfortable, we had a comfortable night sleep. Very relaxing atmosphere. Good variety of offerings at breakfast. Only negative for us, the carpet in the room and hallway was stained and looked like it needed to be replaced."

Reviewed on 2025/8/13

Callahan's Mountain Lodge
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
  • 2 hours drive from Crater Lake National Park
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! (1,010 reviews)

Couples like: full-service spa, couples spa treatments, bar, hot tub

Travelers say...
"The bed was very comfortable and décor was nice. Easy walk to anything downtown. There was a charger box to charge multiple electronics but it only worked intermittently."

Reviewed on 2025/8/12

Ashland Springs Hotel
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
153 Oak St, Ashland, OR
  • 2 hours drive from Crater Lake National Park
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! (267 reviews)

Couples like: champagne service, romance packages available

Travelers say...
"Great location , good breakfast but could use a little modernization"

Reviewed on 2025/8/7

McCall House Boutique Inn
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.