Oregon Holidays from AU$807

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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.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Sept - 3 Oct
just found
Return flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (1,785 reviews)
Had a great stay. Staff was friendly and helpful. Room was clean.

Reviewed on 19 Jul. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Sept - 3 Oct
just found
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Just a great property- really a 5 star experience-great location

Reviewed on 20 Jul. 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Sept - 3 Oct
just found
Return flight included
Dallas (DFW) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on 13 Jun. 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Sept - 3 Oct
just found
Return flight included
Dallas (DFW) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
The property in itself was not terrible, but I expected better.

Reviewed on 19 Jul. 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Sept - 3 Oct
just found
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (2,053 reviews)
Beautiful property, will definitely stay there again.

Reviewed on 19 Jul. 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

Sleep Inn & Suites Oregon - Madison

2.5 out of 5
1120 Park Street, Oregon, WI
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 11 Aug to 12 Aug
AU$134
11 Aug - 12 Aug
includes taxes & fees
9.2/10 Wonderful! (272 reviews)
"Our reservation was for 4. The room was made up for 2. Not a big deal but had to get extra towels."

Reviewed on 18 Jul. 2025

Sleep Inn & Suites Oregon - Madison
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (2,873 reviews)
Nice but dated
"The stay was good. The hotel, while nice, could use some updates. The free drink coupons were a nice touch and the gym was really nice."

Reviewed on 18 Jul. 2025

Get rates
The Madison Concourse Hotel and Governor's Club
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 11 Aug to 12 Aug
AU$121
11 Aug - 12 Aug
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Easy parking and easy access to entering the hotel."

Reviewed on 16 Jul. 2025

Baymont by Wyndham Madison West/Middleton WI West
See all 517 properties in Oregon
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Oregon holiday package cost?
You'll find cheap prices from AU$807 on Expedia for your Oregon break. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Oregon costs.
What are the cheapest months to go to Oregon?
If you're hoping to score a cheap Oregon holiday package, consider travelling in January, July and November. You're likely to find lower prices on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Oregon?
The ideal duration for your Oregon holiday depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Oregon package deals?
Bagging a cheap Oregon package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Oregon package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Oregon holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalised Oregon holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Oregon?
If you're considering an impromptu Oregon holiday, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Oregon?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Oregon.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to experiences and flights. Your accommodation will likely be the biggest expense during your trip to Oregon.
  3. Decide how long to go for: Now that you know more about Oregon, you can figure out the perfect length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose an Oregon holiday package that brings all your bookings together.

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