Portland Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 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

Find the Best Portland Vacation Packages

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 ₩177,653 per night from Jul 14 to Jul 15
₩177,653
₩201,636 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (1,552 reviews)
"Love this hotel with the indoor outdoor pool and hot tub. Unfortunately it wasn't working but understand everything needs maintenance at some time. We will be back."

Reviewed on Jul 9, 2025

Stoney Creek Hotel La Crosse - Onalaska
Baymont by Wyndham La Crosse/Onalaska
Baymont by Wyndham La Crosse/Onalaska
2.5 out of 5
3300 Kinney Coulee Rd. North, Onalaska, WI
Fully refundableReserve now, pay when you stay
The price is ₩86,637 per night from Aug 10 to Aug 11
₩86,637
₩99,633 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"The young lady who checked us in was fantastic!"

Reviewed on Jul 12, 2025

Baymont by Wyndham La Crosse/Onalaska
Spark by Hilton La Crosse Onalaska
Spark by Hilton La Crosse Onalaska
2.5 out of 5
9409 Highway 16, Onalaska, WI
Fully refundableReserve now, pay when you stay
The price is ₩115,888 per night from Jul 20 to Jul 21
₩115,888
₩133,873 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (9 reviews)
"Obviously in the middle of a remodel & rebranding but all i needed was a quiet bed for the night & they delivered! The room was clean & the bed was comfy. If i hadnt seen other people in the hall i would have thought i was the only one there it was very quiet."

Reviewed on Jun 28, 2025

Spark by Hilton La Crosse Onalaska
See all 240 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 vacation package cost?
You can snap up a vacation package to this destination on Expedia. But how much your vacation 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 vacation 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 travelers.
How many days is enough for Portland?
With a well-organized 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 vacation 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 vacation package as soon as possible.
Is it cheaper to book a Portland vacation as a package?
You can enjoy significant savings on your Portland retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Portland?
If you have your Portland vacation 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 favorite 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 vacation 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.