Portland Vacations from $977

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Sparta

Super 8 by Wyndham Sparta

2 out of 5
Price was $1,019, price is now $977 per person
$977
per person
Feb 17 - Feb 20
found 7 hours ago
Roundtrip flight included
Eugene (EUG) to La Crosse (LSE)
7.8/10 Good! (664 reviews)
Room was very clean and the staff was very courteous.

Reviewed on Nov 10, 2025

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $1,206, price is now $1,093 per person
$1,093
per person
Feb 17 - Feb 20
found 7 hours ago
Roundtrip flight included
Eugene (EUG) to La Crosse (LSE)
9.4/10 Exceptional! (1,003 reviews)
Room was very clean and spacious. My only complaint is one of the beds could use a new mattress and the 1 button in the elevator needs to be fixed.

Reviewed on Jan 11, 2026

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $1,110, price is now $1,060 per person
$1,060
per person
Feb 17 - Feb 20
found 7 hours ago
Roundtrip flight included
Eugene (EUG) to La Crosse (LSE)
9/10 Wonderful! (1,577 reviews)
Clean room and amenities

Reviewed on Jan 6, 2026

GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
Price was $1,117, price is now $1,069 per person
$1,069
per person
Feb 17 - Feb 20
found 7 hours ago
Roundtrip flight included
Eugene (EUG) to La Crosse (LSE)
9/10 Wonderful! (1,028 reviews)
Clean room, staff and walkable!

Reviewed on Jan 11, 2026

Super 8 by Wyndham La Crosse

Super 8 by Wyndham La Crosse

2.5 out of 5
Northside
Price was $1,032, price is now $988 per person
$988
per person
Feb 17 - Feb 20
found 7 hours ago
Roundtrip flight included
Eugene (EUG) to La Crosse (LSE)
7.8/10 Good! (1,004 reviews)
Friendly staff and clean room

Reviewed on Jan 4, 2026

Don't see what you're looking for?
See all available trips from Des Moines to Portland
View all trips

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
$91 nightly
The price is $103 total per night from Jan 14 to Jan 15
$103 total
Jan 14 - Jan 15
Total with taxes and fees
8.8/10 Excellent! (1,591 reviews)
Clean room and amenities

Reviewed on Jan 6, 2026

Stoney Creek Hotel 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
$87 nightly
The price is $99 total per night from Jan 25 to Jan 26
$99 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (516 reviews)
Staff was amazing, rooms were clean

Reviewed on Jan 3, 2026

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG
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
$66 nightly
The price is $76 total per night from Feb 1 to Feb 2
$76 total
Feb 1 - Feb 2
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
Excellent value for the price—comfortable rooms and helpful staff.

Reviewed on Jan 5, 2026

Baymont by Wyndham La Crosse/Onalaska
See all 234 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.

Find the Best Portland Vacation Packages

Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
La Crosse Municipal Airport (LSE)
Population
1,050
Max Temp Winter
25ºF
Max Temp Summer
75ºF

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Portland vacation package cost?
You can snap up a vacation package to this destination from $977 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?
January, February and November are great times to search for cheap Portland vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on flights and hotels.
How many days is enough for Portland?
Typically, a handful of days is enough to see the major attractions during your Portland vacation. But if you want to have more time to rest or take day trips, think about extending your itinerary.
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.
Does Expedia offer Book Now, Pay Later Portland vacation packages?
Secure your dream escape to Portland with Expedia's Book Now, Pay Later vacations. No need to save up or wait for your next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snap up bargains before they sell out.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.