Central Oregon Romantic Holidays 2026

Plan, book, travel with confidence
Better together
Save up to NZ$2,400 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Romantic Central Oregon Hotels

FivePine Lodge & Spa

1021 Desperado Trail Sisters OR

54 min drive from Hayden Homes Amphitheater

Stay at this spa hotel in Sisters. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...

9.8/10 Exceptional! (935 reviews)

"What a wonderful place. We found it using an internet search while planning our trip. It exceeded our expectations! The cabins are beautifully appointed and well cared for. We would highly recommend Five Pines Lodge!"

Reviewed on 18 Sept 2026

Sunriver Resort

17600 Center Drive Bend OR

36 min drive from Hayden Homes Amphitheater

Stay at this spa aparthotel in Bend. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...

Juniper Preserve

65600 Pronghorn Club Dr Bend OR

33 min drive from Hayden Homes Amphitheater

Stay at this spa resort in Bend. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...

See all 4,698 properties in Central 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.