Oregon Vacations from $319

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Your Oregon Vacation

Uncover the very best of Oregon with a customized Oregon vacation package. From its lively atmosphere and progressive thinking to its spectacular views, you'll love getting to know this coastal city in your own way. Castle Rock State Park, Lowden State Park and Conover Square Mall are just a few of the many sights worth exploring during your trip to Oregon. No matter your travel plans or budget, organizing a tailored Oregon vacation is simple with Expedia.

The Latest Oregon vacation packages

Price found within the past 48 hours. Click for updated prices.
HYATT house Chicago/Schaumburg
The French Country Inn Lake Geneva
Swissotel - Chicago
Park Hyatt Chicago
Art Villa
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Discover the most popular places to visit in Oregon

Oregon Hotel Deals

Paddle Wheel Inn
Paddle Wheel Inn
2 out of 5
1457 IL Rt 2 North, Oregon, IL
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $83 total per night from Jul 17 to Jul 18
$83 total
Jul 17 - Jul 18
Total includes taxes and fees
8.6/10 Excellent! (649 reviews)
"Overall it's not a bad place. We got in early and the staff let us check in. We needed to get ready for a wedding so that was really helpful. The air unit was a little noisy, but everything else was fine."

Reviewed on Jul 9, 2025

Paddle Wheel Inn
Chateau Lodge
Chateau Lodge
2 out of 5
1326 IL Route 2 N., Oregon, IL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $91 total per night from Jul 16 to Jul 17
$91 total
Jul 16 - Jul 17
Total includes taxes and fees
7.8/10 Good! (115 reviews)
"This was very good and clean."

Reviewed on Jul 3, 2025

Chateau Lodge
ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night
ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night
Oregon
9.6/10 Exceptional! (120 reviews)
Quiet
"Tanzie was very helpful and understanding."

Reviewed on Jul 6, 2025

ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night
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.

Find the Best Oregon Vacation Packages

Oregon Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
3,600
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Castle Rock State Park, White Pines Forest State Park and Lowden State Park

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Frequently asked questions

How much does an Oregon vacation package cost?
You can snap up a vacation package to this destination from $319 on Expedia. However, how much your vacation to Oregon costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Oregon?
If you're hoping to score a cheap Oregon vacation package, consider traveling in January, October and December. You'll usually find lower rates on flights and accommodations during these months --- ideal for a budget-friendly break.
How many days is enough for Oregon?
Usually, a handful of days is enough to tick off the main attractions during your Oregon vacation. However, if you want to have more time to kick back or go on day tours, think about extending your itinerary.
Is it worth booking a vacation package to Oregon?
Whether you're planning to discover attractions such as Castle Rock State Park and Lowden State Park, or eager to experience its terrific culture and nature, an Oregon vacation is sure to exceed your expectations. Book your trip with Expedia and discover why Oregon is such a good vacation destination.
How to find the best Oregon package deals?
Use Expedia's filters to find some tempting Oregon package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Oregon package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book an Oregon vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Oregon vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Oregon?
If you're considering a spontaneous Oregon trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Oregon vacation packages?
Set off on your dream getaway to Oregon with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until the next payday --- we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.