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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! (1,175 reviews)

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

Travellers say...

We stayed three nights in one of the rooms with the spa tub. It worked well. The bed was comfortable. The only part that was a little bit of a disappointment was the continental breakfast. But otherwise it was a nice place to stay. We would come back again.

Reviewed on 12 May 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! (1,011 reviews)

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

Travellers say...

Everything was good. We were missing more information about the options for breakfast, tea or dinner.

Reviewed on 11 May 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! (594 reviews)

Couples like: champagne service, romance packages available

Travellers say...

McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious.

Reviewed on 27 Apr 2026

See all 1,429 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.