Deals on vacations and trips to Portland

Save when you book Portland package deals

Choose two or more items and save on your trip:

Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Edge Of The Woods Motel

Edge Of The Woods Motel

2 out of 5
per person
Aug 1 - Aug 4
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to La Crosse (LSE)
A picnic area is available at this motel. Take advantage of the free self parking.
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
per person
Aug 1 - Aug 4
found 11 hours ago
Roundtrip flight included
Chicago (ORD) 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.

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
Get rates
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free airport shuttle. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Stay Suites

Stay Suites

2.5 out of 5
9409 Highway 16, Onalaska, WI
Free Cancellation
Get rates
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, express check-in, and conference space. A communal living room, express check-out, and laundry facilities are also on offer.
Breakfast included
Pet friendly
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
Get rates
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
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
Get rates
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
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
Get rates
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
Super 8 by Wyndham Sparta

Super 8 by Wyndham Sparta

2 out of 5
716 Avon Road, Sparta, WI
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Portland
View all properties
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 $329. 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.

Photos of local treasures

Browse Portland vacation photos for more inspiration