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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! (1,170 reviews)

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

Travellers say...

Hoy tub was a little dirty other than that everything else was great!

Reviewed on 24 Mar 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! (1,000 reviews)

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

Travellers say...

Nice, place breakfast was not worth 5.00 or the trouble.

Reviewed on 22 Mar 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! (591 reviews)

Couples like: champagne service, romance packages available

Travellers say...

Nice job on the room, service.

Reviewed on 16 Mar 2026

See all 1,411 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.