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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! (1,172 reviews)

Clean room, plenty of firewood to use in our room, dinner selection was great. Snowed in for 4 days Lodge stayed open without failure !

Reviewed on 24 Feb 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! (228 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! (1,011 reviews)

Pros—-staff was incredibly kind Great food available for room service through Larks Cons—room was uncomfortably small.. luckily it was only one person but 2 people could not move around comfortably in this room and the bedding MUST be updated. We truly aren’t ones to complain but it might’ve been ...

Reviewed on 23 Feb 2026

See all 1,419 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.