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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 breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the restaurant in their ...

8.8/10 Excellent! (1,144 reviews)

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

Travellers say...

"Great location that is close to Ashland and the California border. Super friendly staff. Great property."

Reviewed on 25 Jun 2026

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. ...

9.2/10 Wonderful! (1,002 reviews)

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

Travellers say...

"We had a charming room and the lobby is so pretty!"

Reviewed on 26 Jun 2026

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! (599 reviews)

Couples like: champagne service, romance packages available

Travellers say...

"Great location and lovely room and bath."

Reviewed on 23 Jun 2026

See all 1,445 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.