Portland Trips (flight + hotel)

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    Better together
    Save up to P 3,118 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

Top hotels in Portland

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 P7,296 per night from Jun 30 to Jul 1
P7,296
P8,281 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,541 reviews)
"Amazing staff, flexible, great price and amazing breakfast"

Reviewed on Jun 28, 2025

Stoney Creek Hotel 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
10/10 Exceptional! (1 review)
"Excellent service"

Reviewed on Jun 26, 2025

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Spark by Hilton La Crosse Onalaska
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 P5,830 per night from Jun 30 to Jul 1
P5,830
P6,617 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (431 reviews)
Good
"We stayed safely there."

Reviewed on Jun 25, 2025

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG
See all 228 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.