Portland Vacations from $687

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The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
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
Price was $743, price is now $687 per person
$687
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to La Crosse (LSE)
9/10 Wonderful! (465 reviews)
pool area was excellent for grandchild all staff we met were so helpful and friendly

Reviewed on Sep 29, 2025

Hatchery Riverside Hotel & Event Venue

Hatchery Riverside Hotel & Event Venue

3 out of 5
Historic Downtown La Crosse
Price was $1,351, price is now $1,062 per person
$1,062
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to La Crosse (LSE)
10/10 Exceptional! (65 reviews)
No upcharges! Parking free-coffee free- night time snack free- next to the Mississippi River, boutique one of a kind…..EXCELLENT

Reviewed on Sep 29, 2025

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $869, price is now $747 per person
$747
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to La Crosse (LSE)
9.4/10 Exceptional! (1,006 reviews)
Everyone was helpful & kind. Bed V comfortable & room was spacious! Breakfast was delicious. We loved having a gym as well. Would stay again when visiting the lovely city of La Crosse!

Reviewed on Sep 26, 2025

Candlewood Suites La Crosse N by IHG

Candlewood Suites La Crosse N by IHG

2.5 out of 5
Lower Northside
Price was $823, price is now $732 per person
$732
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to La Crosse (LSE)
8.4/10 Very Good! (320 reviews)
Very closet beds and pillows

Reviewed on Oct 9, 2025

GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
Historic Downtown La Crosse
Price was $799, price is now $729 per person
$729
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to La Crosse (LSE)
9/10 Wonderful! (1,016 reviews)
Both days no coffee at breakfast bar. No forks. No one to be sure dining area was neat and tidy. You at desk was outside smoking. Next day he was making himself a waffle with the guests. Garbage was full. Not emptied The lady who checked us on was welcoming and helpful. Such a contrast in staff.

Reviewed on Oct 8, 2025

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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
$104 nightly
The price is $119 total per night from Nov 2 to Nov 3
$119 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,587 reviews)
"I loved staying here. Super pet friendly and with an awesome walking trail located directly behind the hotel to take the dog on a walk. Check in process in advance also made the process very enjoyable. Was able to just grab my room key and go directly to the room."

Reviewed on Oct 5, 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
$63 nightly
The price is $72 total per night from Nov 9 to Nov 10
$72 total
Nov 9 - Nov 10
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"It was close to the event I was going to"

Reviewed on Oct 6, 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
$66 nightly
The price is $75 total per night from Nov 1 to Nov 2
$75 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (46 reviews)
"Everything was great except a very sparse breakfast"

Reviewed on Oct 4, 2025

Spark by Hilton La Crosse Onalaska
See all 231 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.

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 $687 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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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.