Oregon Vacations from ¥265,448

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ¥45,448 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
    Plan, book, and manage your trip all in one place

The Latest Oregon Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Level Chicago – Old Town
Level Chicago - River North
Pendry Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Find the Best Oregon Vacation Packages

Oregon Hotel Deals

Sleep Inn & Suites Oregon - Madison
Sleep Inn & Suites Oregon - Madison
2.5 out of 5
1120 Park Street, Oregon, WI
Fully refundableReserve now, pay when you stay
The price is ¥11,687 per night from Jun 30 to Jul 1
¥11,687
¥13,265 total
Jun 30 - Jul 1
includes taxes & fees
9.2/10 Wonderful! (259 reviews)
"Wedding outside of town, great stay and convenient location. Excellent staff and continental breakfast!"

Reviewed on Jun 22, 2025

Sleep Inn & Suites Oregon - Madison
The Madison Concourse Hotel and Governor's Club
The Madison Concourse Hotel and Governor's Club
3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
The price is ¥18,253 per night from Jul 6 to Jul 7
¥18,253
¥21,083 total
Jul 6 - Jul 7
includes taxes & fees
9.4/10 Exceptional! (2,739 reviews)
"The hotel is one of the nicer hotels I have stayed at. However, it is showing its age. The door handle was sticking making it difficult to enter and exit. The furniture and bathroom have seen better days. Overall, though, the service and amenities in the Governor’s Club almost made up for the aging ..."

Reviewed on Jun 23, 2025

The Madison Concourse Hotel and Governor's Club
Baymont by Wyndham Madison West/Middleton WI West
Baymont by Wyndham Madison West/Middleton WI West
2.5 out of 5
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is ¥8,930 per night from Jul 1 to Jul 2
¥8,930
¥10,315 total
Jul 1 - Jul 2
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Great breakfast great hot tub And pool"

Reviewed on Jun 22, 2025

Baymont by Wyndham Madison West/Middleton WI West
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.

Frequently asked questions

How much does an Oregon vacation package cost?
You'll find cheap prices from ¥265,448 on Expedia for your Oregon break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Oregon costs.
What are the cheapest months to go to Oregon?
If you're hoping to score a cheap Oregon vacation package, consider traveling in January, July and November. You're likely to find lower prices on hotels and airfares during these months --- ideal for a budget-friendly getaway.
How many days is enough for Oregon?
The ideal duration for your Oregon vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Oregon package deals?
Bagging a cheap Oregon package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Oregon package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Oregon vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Oregon vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Oregon?
If you're considering an impromptu Oregon vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Oregon?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Oregon.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Oregon.
  3. Decide how long to go for: Now that you know more about Oregon, you can figure out the perfect length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose an Oregon vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.