Portland Vacations from $775

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The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
Price was $836, price is now $775 per person
$775
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to La Crosse (LSE)
9/10 Wonderful! (1,028 reviews)
Very pleasant stay. Nice and quiet.

Reviewed on Jan 6, 2026

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $929, price is now $779 per person
$779
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to La Crosse (LSE)
9.4/10 Exceptional! (1,003 reviews)
When we got there our toilet was broke so the staff quickly moved us to another room. Both rooms were very clean and well taken care of. The staff was very friendly and accommodating to our entire wrestling team and the parents that stayed there. They were able to recommend several good places to eat and visit nearby. Parking was never an issue and never had to park way far away. I would definitely recommend to family and friends and would stay there again.

Reviewed on Jan 5, 2026

The Charmant Hotel

The Charmant Hotel

4 out of 5
Historic Downtown La Crosse
Price was $989, price is now $898 per person
$898
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to La Crosse (LSE)
9.6/10 Exceptional! (1,002 reviews)
This is a WONDERFUL hotel!!

Reviewed on Jan 2, 2026

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was $894, price is now $822 per person
$822
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to La Crosse (LSE)
9/10 Wonderful! (1,577 reviews)
Clean room and amenities

Reviewed on Jan 6, 2026

Country Inn & Suites by Radisson, La Crosse, WI

Country Inn & Suites by Radisson, La Crosse, WI

2.5 out of 5
Northside
Price was $829, price is now $778 per person
$778
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to La Crosse (LSE)
8.8/10 Excellent! (1,003 reviews)
Very cute Xmas decorations! Yummy breakfast

Reviewed on Jan 4, 2026

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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
$82 nightly
The price is $93 total per night from Jan 11 to Jan 12
$93 total
Jan 11 - Jan 12
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
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
$66 nightly
The price is $75 total per night from Jan 18 to Jan 19
$75 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (94 reviews)
Clean, safe room

Reviewed on Jan 6, 2026

Spark by Hilton 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

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Frequently asked questions

How much does a Portland vacation package cost?
You can snap up a vacation package to this destination from $775 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.

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