Southern Oregon Romantic Holidays

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Top Romantic Southern Oregon Hotels

Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
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 Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the restaurant in ...
8.8/10 Excellent! (1,124 reviews)

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

Travellers say...
"Love the location!"

Reviewed on 6 Nov 2026

Callahan's Mountain Lodge
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
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. ...
Ashland Springs Hotel
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
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 ...
McCall House Boutique Inn
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.