Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Portland Holiday

Our pick of the best Portland Hotel Deals

Stoney Creek Hotel La Crosse - Onalaska
Stoney Creek Hotel La Crosse - Onalaska
2.5 out of 5
3060 S Kinney Coulee Rd, Onalaska, WI
Fully refundableReserve now, pay when you stay
The price is NZ$209 per night from 7 July to 8 July
NZ$209
7 July - 8 July
includes taxes & fees
8.8/10 Excellent! (1,530 reviews)
"Clean and quiet place. Will stay again"

Reviewed on 20 Jun. 2025

Stoney Creek Hotel La Crosse - Onalaska
Stay Suites
Stay Suites
2.5 out of 5
9409 Highway 16, Onalaska, WI
8/10 Very Good! (1,002 reviews)
"It is a great place to sleep"

Reviewed on 20 Jun. 2025

Get rates
Stay Suites
Holiday Inn Express & Suites Onalaska La Crosse Area by IHG
Holiday Inn Express & Suites Onalaska La Crosse Area by IHG
2.5 out of 5
2614 MIDWEST DRIVE, Onalaska, WI
Fully refundable
The price is NZ$196 per night from 6 July to 7 July
NZ$196
6 July - 7 July
includes taxes & fees
9/10 Wonderful! (428 reviews)
"Safe area well maintained property"

Reviewed on 21 Jun. 2025

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG
See all 223 properties in Portland
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.

Frequently asked questions

How much does a Portland holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to Portland costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Portland?
If you're looking to snag a cheap Portland holiday package, consider planning a trip in January, February and March. You'll typically find better prices on airfares and hotels during these quieter months --- perfect for budget-conscious travellers.
How many days is enough for Portland?
With a well-organised itinerary, you can easily hit the top Portland sights in a few days. But if you'd like to explore off the beaten track or take day trips, think about booking your Portland holiday for longer.
How to find the best Portland package deals?
Use Expedia's handy filters to find some of the best Portland package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Portland package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your Portland retreat by booking a customised holiday package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Portland?
If you have your Portland holiday dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Portland?

  1. Choose when to travel: Check your diary and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to escape to Portland.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Portland.
  3. Work out your trip length: Consider how long you want to spend exploring Portland. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Portland 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.