Oregon Vacations from $214

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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.
Hilton Grand Vacations Club Chicago Magnificent Mile
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 Oct 16 to Oct 17
$83 total
Oct 16 - Oct 17
Total with taxes and fees
8.6/10 Excellent! (675 reviews)
"The beds are way too soft. Need a medium firm bed the next time."

Reviewed on Oct 5, 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
$64 nightly
The price is $69 total per night from Oct 14 to Oct 15
$69 total
Oct 14 - Oct 15
Total with taxes and fees
8/10 Very Good! (121 reviews)
"Outdated place but quiet and low key .Has smoking rooms, beds were comfortable and has fridge, microwave. Its in a beautiful location and the staff are friendly!"

Reviewed on Sep 27, 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! (128 reviews)
"Great location. Plenty of parking. Right on the Rock River. Very clean. Lots of outside seating on the decks. Lots of towels, though we couldn’t find them at first. They were in the dining room credenza. The house is pretty well stocked with supplies. The host is very friendly and responsive. Would ..."

Reviewed on Sep 11, 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.

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 $214 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.

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