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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! (1,147 reviews)

"Loved the actual fireplace in the room"

Reviewed on 4 June 2026

Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

Prospect OR

32 min drive from Crater Lake National Park

Stay at this holiday home in Prospect. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mill Creek Falls and Barr Creek Falls are located ...

10/10 Exceptional! (231 reviews)

"We stayed here one night at the end of May. We pick this location to be close to Crater Lake. It was a simple 30 minute drive up to the lake. The property was as described and worked well for us."

Reviewed on 2 June 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! (1,007 reviews)

"Property was clean and maintained well."

Reviewed on 5 June 2026

See all 1,439 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.