
Oregon Vacation Packages
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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.
Top Oregon Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Delta Hotels by Marriott Chicago Willowbrook
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.2/10 Very Good! (429 reviews)
The staff was very friendly. Fast check-in and check-out with no issues! Second time staying here and will stay again!
Reviewed on Jul. 24, 2025




Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,584 reviews)
This is our 2nd time staying here and it is wonderful. Very nice staff, close to everything. Highly recommend!
Reviewed on Jul. 24, 2025
Oregon Hotel Deals

Paddle Wheel Inn
1457 IL Rt 2 North, Oregon, IL
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Jul 28 to Jul 29
CA $98
CA $107 total
Jul 28 - Jul 29
includes taxes & fees
8.6/10 Excellent! (651 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

Chateau Lodge
1326 IL Route 2 N., Oregon, IL
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Jul 27 to Jul 28
CA $121
CA $138 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (115 reviews)
"This was very good and clean."
Reviewed on Jul. 3, 2025

Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing
Oregon
9.8/10 Exceptional! (53 reviews)
Hidden Gem
"If you are looking for the perfect spot for your group of 6-8, this is it! The wrap around deck, fire pit and outdoor grilling station are just part of why it is perfect. The indoor kitchen is perfect for a group cooking and serving. We had a great thunderstorm roll through and watched it from the ..."
Reviewed on Jul. 20, 2025
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.
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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.