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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! (1,174 reviews)

Love staying here for the amenities in each room with soaking jacuzzi tub and fireplaces. Ten out of ten would recommend!

Reviewed on 18 Nov 2025

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! (177 reviews)

The view from the porch was beautiful. We enjoyed viewing the wildlife while drinking our morning coffee. Barb and Russell were very informative. The house was gorgeous. We definitely enjoyed our stay.

Reviewed on 18 Oct 2025

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! (1,010 reviews)

Breakfast reasonably priced & staff added fresh items frequently and kept everything spotless.

Reviewed on 26 Nov 2025

See all 1,392 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.