Oregon Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

Oregon Holiday

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 refundable
The price is NZ$144 per night from 22 Nov to 23 Nov
NZ$144
22 Nov - 23 Nov
includes taxes & fees
9.4/10 Exceptional! (476 reviews)
"I was just looking for a clean well kept hotel for a wedding I was attending and I found it in this hotel. Great clean typical hotel room with comfortable beds. Pool looked nice and breakfast was good! Highly recommended!"

Reviewed on 31 Oct 2026

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
The price is NZ$242 per night from 8 Nov to 9 Nov
NZ$242
8 Nov - 9 Nov
includes taxes & fees
9.4/10 Exceptional! (4,304 reviews)
"The staff is excellent and the location is ideal. The property is just a little dated."

Reviewed on 1 Nov 2026

The Madison Concourse Hotel and Governor's Club
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd Madison WI
Fully refundable
The price is NZ$90 per night from 16 Nov to 17 Nov
NZ$90
16 Nov - 17 Nov
includes taxes & fees
Motel 6 Madison, WI - East
See all 531 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.

Stay near popular Oregon attractions

Legend at Bergamont

Designed by two-time US Open Champion Andy North, this championship course earned Golf Digest's "Top 10 New Courses" honour. Visitors enjoy resort amenities including pool, tennis, and panoramic clubhouse views.
See properties

Frequently asked questions

How much does an Oregon holiday package cost?
You'll find cheap prices 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.