Southern Oregon Romantic Vacations 2026

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Top Romantic Southern Oregon Hotels

Callahan's Mountain Lodge

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, ...

8.8/10 Excellent! (1,155 reviews)

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

Travelers say...

"We stayed here to be within 2 miles of our daughter and they were extremely dog friendly. Our room was nice and we especially enjoyed the small fenced patio that we sat on every day. Staff was nice and helpful. Coupons for breakfast were appreciated. Not sure restaurant staff is up to speed with ..."

Reviewed on 2026/8/6

Ashland Springs Hotel

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, ...

McCall House Boutique Inn

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 ...

9.2/10 Wonderful! (604 reviews)

Couples like: champagne service, romance packages available

Travelers say...

"Very nice stay and nice people:). Breakfast tasty with good amenities. Only issue was the bed was a bit uncomfy."

Reviewed on 2026/8/5

See all 1,441 properties in Southern Oregon

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.