Oregon Holidays from AU$1,798
Book a Hotel + Flight or Car together to unlock savings
Photo by Timothy Kilkenny
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Oregon Holiday
From its highlights to its hidden gems, this city is best experienced with an Oregon holiday package. Find somewhere to stay in Marquette, which is great for cycling, culture and fishing. Legend at Bergamont is one of the top attractions to check off your itinerary during a trip to Oregon. A couple of quick clicks is all it takes to put together your ideal Oregon holiday on Expedia.
The Latest Oregon Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was AU$2,837, price is now AU$1,798 per person
AU$1,798
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.
Reviewed on 4 Sep. 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,090, price is now AU$3,162 per person
AU$3,162
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Professional service
Reviewed on 4 Sep. 2025
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was AU$3,969, price is now AU$2,500 per person
AU$2,500
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,195 reviews)
I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.
Reviewed on 3 Sep. 2025
The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,842, price is now AU$3,970 per person
AU$3,970
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug. 2025
Oregon Holiday
Oregon Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Dane County Regional Airport (MSN) |
Population | 10,000 |
Max Temp Winter | -3.89ºC |
Max Temp Summer | 24ºC |
Top Sights | Orpheum Theatre, Overture Centre for the Arts and Henry Vilas Zoo |
Our pick of the best Oregon Hotel Deals
Sleep Inn & Suites Oregon - Madison
1120 Park Street, Oregon, WI
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 14 Sept to 15 Sept
AU$140
14 Sept - 15 Sept
includes taxes & fees
The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is AU$111 per night from 14 Sept to 15 Sept
AU$111
14 Sept - 15 Sept
includes taxes & fees
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
