Portland Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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 €113 per night from 10 Aug to 11 Aug
€113
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,573 reviews)
"We had a Themed Room and it was nice and big and even had a balcony to sit outside! We loved it!"

Reviewed on 4 Aug 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 €60 per night from 7 Sept to 8 Sept
€60
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (1,006 reviews)
".."

Reviewed on 3 Aug 2025

Baymont by Wyndham 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 €115 per night from 10 Aug to 11 Aug
€115
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (449 reviews)
"Super breakfast included. Very friendly staff. Would go back any time."

Reviewed on 6 Aug 2025

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG
See all 236 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.