Southern Oregon Romantic Holidays 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

Stay at this family-friendly lodge in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the restaurant in ...

Ashland Springs Hotel

212 E Main St Ashland OR

2 hours drive from Crater Lake National Park

Stay at this spa hotel in Ashland. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in their reviews. ...

McCall House Boutique Inn

153 Oak St Ashland OR

2 hours drive from Crater Lake National Park

Stay at this B&B in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...

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 5 Aug 2026

See all 1,433 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.