Eastern Oregon Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

Photo by Joe Kubitschek
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    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

How to find a romantic Eastern Oregon holiday

How can I find the best Eastern Oregon vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Eastern Oregon. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Eastern Oregon romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Eastern Oregon that start from . Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Eastern Oregon romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Eastern Oregon?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Eastern Oregon?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Eastern Oregon that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Eastern Oregon with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Eastern Oregon romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Eastern Oregon Hotels

Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR

Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR

Enterprise, OR
  • 20 min drive from Wallowa Lake
Stay at this family-friendly holiday home in Enterprise. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Enterprise Public Library and ...
9.8/10 Exceptional! (136 reviews)
"My two girlfriends and I couldn't have been more pleased with the charm of this sweet bungalow. It had everything we needed at our fingertips. We shopped a lot during the days and spent our evenings in, playing cards and games, and puzzling! It's such a cozy little home and we wanted for nothing. ..."

Reviewed on 3 Aug 2025

Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR
 The Wild Iris House

The Wild Iris House

Joseph, OR
  • 6 min drive from Wallowa Lake
Stay at this family-friendly holiday home in Joseph. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Wallowa Lake and Wallowa County Museum ...
9.8/10 Exceptional! (174 reviews)
"Very nice and cozy! Thank you"

Reviewed on 11 Aug 2025

The Wild Iris House
Turn Of The Century Charm  - Walk to Town       DISCOUNTS FOR SKIING?

Turn Of The Century Charm - Walk to Town DISCOUNTS FOR SKIING?

Baker City, OR
  • 2 hours drive from Wallowa Lake
Stay at this holiday home in Baker City. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Crossroads Carnegie Art Center and Baker City ...
9.4/10 Exceptional! (71 reviews)
"nice clean place to stay."

Reviewed on 2 Aug 2025

Turn Of The Century Charm - Walk to Town DISCOUNTS FOR SKIING?
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.

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.