Oregon Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Timothy Kilkenny

  • Plan, book, travel with confidence

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    Better together
    Save up to ₩234,741 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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    Plan, book, and manage your trip all in one place

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 ₩107,970 per night from Jul 15 to Jul 16
₩107,970
₩122,545 total
Jul 15 - Jul 16
includes taxes & fees
9.2/10 Wonderful! (265 reviews)
"Nice hotel, clean."

Reviewed on Jul 1, 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 ₩169,687 per night from Jul 6 to Jul 7
₩169,687
₩195,988 total
Jul 6 - Jul 7
includes taxes & fees
9.4/10 Exceptional! (2,748 reviews)
"Great location, block away from Capitol"

Reviewed on Jun 29, 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 ₩84,165 per night from Jul 14 to Jul 15
₩84,165
₩97,211 total
Jul 14 - Jul 15
includes taxes & fees
7.8/10 Good! (1,012 reviews)
"Great hotel close to University of Wisconsin campus"

Reviewed on Jun 29, 2025

Baymont by Wyndham Madison West/Middleton WI West
See all 520 properties in 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.

Frequently asked questions

How much does an Oregon vacation package cost?
You'll find cheap prices 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.