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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 ...

8.6/10 Excellent! (1,168 reviews)

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

Travellers say...

The staff was so incredible!

Reviewed on 1 Feb 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! (1,008 reviews)

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

Travellers say...

The Hotel is beautiful and historic. The beds were the most comfortable we had on our travels.

Reviewed on 5 Feb 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 ...

9.8/10 Exceptional! (284 reviews)

Couples like: champagne service, romance packages available

Travellers say...

Great place, quite and very helpful and friendly staff

Reviewed on 4 Feb 2026

See all 1,415 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.