Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
Price was $384, price is now $367 per person
$367
per person
Dec 14 - Dec 17
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to La Crosse (LSE)
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Hatchery Riverside Hotel & Event Venue

Hatchery Riverside Hotel & Event Venue

3 out of 5
Historic Downtown La Crosse
Price was $1,144, price is now $1,070 per person
$1,070
per person
Jan 9 - Jan 11
found 1 day ago
Roundtrip flight included
Erie (ERI) to La Crosse (LSE)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free self-serve breakfast each morning. A garden, free newspapers, and wedding services are also on offer.
Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was $931, price is now $873 per person
$873
per person
Jan 9 - Jan 11
found 1 day ago
Roundtrip flight included
Erie (ERI) to La Crosse (LSE)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Edge Of The Woods Motel

Edge Of The Woods Motel

2 out of 5
Price was $400, price is now $382 per person
$382
per person
Dec 14 - Dec 17
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to La Crosse (LSE)
A picnic area is available at this motel. Take advantage of the free self parking.
Hampton Inn & Suites La Crosse Downtown

Hampton Inn & Suites La Crosse Downtown

2.5 out of 5
Historic Downtown La Crosse
Price was $952, price is now $916 per person
$916
per person
Jan 9 - Jan 11
found 1 day ago
Roundtrip flight included
Erie (ERI) to La Crosse (LSE)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Portland hotels 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
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $132 total per night
$132 total
Nov 10 - Nov 11
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Spark by Hilton La Crosse Onalaska

Spark by Hilton La Crosse Onalaska

2.5 out of 5
9409 Highway 16, Onalaska, WI
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $79 total per night
$79 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
AmericInn by Wyndham West Salem

AmericInn by Wyndham West Salem

2.5 out of 5
125 Buol Road, West Salem, WI
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $68 total per night
$68 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Hot Tub
Baymont by Wyndham La Crosse/Onalaska

Baymont by Wyndham La Crosse/Onalaska

2.5 out of 5
3300 Kinney Coulee Rd. North, Onalaska, WI
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $67 total per night
$67 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.
Pool
Hot Tub
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
Free Cancellation
$99 nightly
The price is $112 total per night
$112 total
Nov 21 - Nov 22
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Microtel Inn by Wyndham Onalaska/La Crosse

Microtel Inn by Wyndham Onalaska/La Crosse

2 out of 5
3240 N Kinney Coulee Rd, Onalaska, WI
Free Cancellation
Reserve now, pay when you stay
$54 nightly
The price is $62 total per night
$62 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A safe deposit box and laundry facilities are also provided.
Breakfast included
Pet friendly
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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 are vacation packages to Portland?
Your vacation daydreams can all come true in Portland for as low as $367. Our affordable package deals include flights and hotels, so organizing everything should be a cinch. All you'll have to concentrate on is having a good time.
Where can I get the best vacation package deals for Portland?
You'll discover a tempting selection of Portland package deals on Travelocity. With 400 airlines and 1,000,000 properties around the globe, crafting a dream vacation will be a breeze.
Why should I purchase my Portland vacation package via Travelocity?
By booking your hotel, flights, car rental and activities all in the one place, you'll save big bucks as well as precious time. We offer round-the-clock customer support, and you'll know that you'll always be getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book that dream vacation today and start packing!
Can I save on my Portland car rental if I combine it with my hotel or flight?
Bundling your flight, hotel and car into a Portland vacation package is an easy way to score the best deal. Plus, having your own car rental gives you absolute freedom to get to all the landmarks you'd like to check out. Sitting 85 mi away from Portland, University of Wisconsin-Madison is one attraction that should feature on your itinerary. Fasten your seat belt and make a day trip of it.
What is the best time of year to go to Portland?
May, June and July is the most popular time to visit, while January, February and November are generally less busy. If you're traveling with a limited budget, consider visiting in . is usually regarded as the most expensive time of the year to stay here.
Which airport is best for Portland?
The primary airport is La Crosse Municipal Airport (LSE). Collect your bags, head out of the terminal and you'll discover yourself 20 mi from downtown Portland.

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