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 3-star family-friendly lodge in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the restaurant in ...

8.6/10 Excellent! (1,151 reviews)

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

Travellers say...

"Staff was very personable! Cherri went over and beyond to assist me a few times during our stay. She has great energy and professional. I thought continental breakfast ended at 10am. Jack prepared a dish of scrambled eggs for me at 10am, even though they closed. I was so impressed he went out of ..."

Reviewed on 11 Jul 2025

Ashland Springs Hotel

212 E Main St, Ashland, OR

2 hours drive from Crater Lake National Park

Stay at this 3-star 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 ...

9.2/10 Wonderful! (1,001 reviews)

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

Travellers say...

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Reviewed on 16 Jul 2025

McCall House Boutique Inn

153 Oak St, Ashland, OR

2 hours drive from Crater Lake National Park

Stay at this 4-star 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. ...

9.8/10 Exceptional! (264 reviews)

Couples like: champagne service, romance packages available

Travellers say...

"Absolutely wonderful!"

Reviewed on 22 Jun 2025

See all 1,349 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.