Central Oregon Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

  • 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

FivePine Lodge & Spa

4 out of 5
1021 Desperado Trail Sisters OR
  • 54 min drive from Old Mill District
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! (881 reviews)
Wonderful stay as always! Can’t wait to return next year!

Reviewed on 30 Apr 2026

FivePine Lodge & Spa
Sunriver Resort

Sunriver Resort

4 out of 5
17600 Center Drive Bend OR
  • 36 min drive from Old Mill District
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 ...
9/10 Wonderful! (1,132 reviews)
Everything was great. Couldn’t have been better

Reviewed on 29 Apr 2026

Sunriver Resort
Juniper Preserve

Juniper Preserve

4 out of 5
65600 Pronghorn Club Dr Bend OR
  • 33 min drive from Old Mill District
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 ...
9/10 Wonderful! (597 reviews)
Juniper preserve was an great place to stay. Relaxing and beautifully maintained.

Reviewed on 28 Apr 2026

Juniper Preserve
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.