
Oregon Holidays from AU$2,169
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Your Oregon Holiday
Uncover the best parts of Oregon with a customised Oregon holiday package. From its lively atmosphere and progressive thinking to its spectacular views, you'll love discovering this coastal city on your own terms. Castle Rock State Park, Lowden State Park and Conover Square Mall are just some of the sights you'll want to check out during your trip to Oregon. Your ultimate Oregon holiday is only clicks away. Browse hotels, flights and more on Expedia for a getaway that's tailored to suit your travel style.
The Latest Oregon Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
per person
16 Oct - 23 Oct
found 12 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
The room ended up being quieter than I would have expected since it’s right next to one elevator bank and across the hall from the other. I was told upon check in that they would move me to another room down the hall. When we came back at 4 I was told that there was no note for that request and that there were no more
King rooms. Overall the room was fine, nothing special.
Reviewed on 28 Jul. 2025


Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
16 Oct - 23 Oct
found 12 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip.
The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.
Reviewed on 21 Jul. 2025


Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
per person
16 Oct - 23 Oct
found 12 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (2,053 reviews)
The building and rooms were beautiful, and clean. You cannot beat the views of the lake and the night skyline. We had a problem with the elevator keycard access not working but security helped us out. My biggest gripe is not having more options to order for room service from ther hotel restaurant. We didnt want to pay $70 for two burgers, and we didnt want to go out after a long day of traveling. We did door dash pizza, and everything was fine. Other than that, it was a very nice stay.
Reviewed on 28 Jul. 2025
Oregon Holiday
Oregon Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Rockford, IL (RFD-Greater Rockford) |
Population | 3,600 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Castle Rock State Park, White Pines Forest State Park and Lowden State Park |
Our pick of the best Oregon Hotel Deals

Paddle Wheel Inn
1457 IL Rt 2 North, Oregon, IL
The price is AU$120 per night from 11 Aug to 12 Aug
AU$120
11 Aug - 12 Aug
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 9 Jul. 2025

Chateau Lodge
1326 IL Route 2 N., Oregon, IL
The price is AU$145 per night from 7 Aug to 8 Aug
AU$145
7 Aug - 8 Aug
includes taxes & fees
7.8/10 Good! (115 reviews)
"This was very good and clean."
Reviewed on 3 Jul. 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 20 Jul. 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.