Wisconsin Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Your Wisconsin Vacation

Our Wisconsin vacation packages provide an affordable, easy and engaging way to enjoy everything this destination has to offer. If it's distilleries and craft breweries and dining you're after, this is the place to come. With so much to explore on a trip to Wisconsin, it can be difficult to know where to start. Kick off your journey in Milwaukee at American Family Field and Wisconsin State Fair Park — two popular attractions here. Another city worthy of a spot on your itinerary is Madison. Be sure not to miss Camp Randall Stadium and Wisconsin State Capitol. Expedia has hotels, flights and all your other travel needs to help you put together your own customized Wisconsin vacation today.

Top vacation destinations in Wisconsin

A rocky cliff with a clear sky and a body of water.

Wisconsin Dells

Wisconsin Dells
A modern architectural structure with a curved roof and glass facade.

Milwaukee

Milwaukee
A windmill, a stone house, and a group of people walking in a grassy field.

Green Bay

Green Bay
A busy urban street with historic buildings, a prominent clock tower, and a hill in the background.

Madison

Madison
A panoramic view of a coastal city with a harbor, boats, and mountains in the background.

Lake Geneva

Lake Geneva

Top Wisconsin Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

Downtown Chicago
CA $686
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,004 reviews)
Pendry Chicago

Pendry Chicago

Downtown Chicago
CA $1,311
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,146 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,196
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
The hotel was really nice and clean.

Reviewed on Sep 11, 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
CA $886
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
We had a lovely stay. The coffee downstairs is excellent!

Reviewed on Sep 12, 2026

The Lofton Hotel, Tapestry Collection by Hilton

The Lofton Hotel, Tapestry Collection by Hilton

Downtown Minneapolis
CA $1,043
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Minneapolis (MSP)
9.4/10 Exceptional! (1,106 reviews)
Location is perfect with walking access to entertainment & great food! Staff is lovely & their pride in the hotel is evident.

Reviewed on Sep 11, 2026

Where to stay in Wisconsin

Find the best Wisconsin areas and neighborhoods for the activities you enjoy most.Learn more about Wisconsin
Learn more about Wisconsin
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.
A cityscape with a river, green spaces, and modern buildings.
A city skyline at sunset with a river in the foreground and a rocky shoreline.
Photo by Kerry Michael
A modern architectural interior with a curved ceiling and large windows.
Photo by Raquel Chin Wo Astua
A public market building with a rooster sign, a thatched-roof structure, and a tall tower in the background.
Photo by Dailey Adventurers

Downtown Milwaukee

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.
A large domed building surrounded by modern cityscape and a body of water.
A city street leading to a large, illuminated capitol building at dusk.
A large domed building with a fountain in front.
A large fountain with water jets in front of a building with a dome and a statue on top.
Photo by Born To Roam
A cityscape with a waterfront, modern buildings, and a clear sky.
Photo by Amy Cristine

Downtown Madison

The ample dining options and fantastic lake views are top of the list for many visitors to Downtown Madison. A stop by Overture Center for the Arts or Orpheum Theater might round out your trip.
A bridge over a calm lake surrounded by dense forest.

Northwoods Beach

While visiting Northwoods Beach, you might make a stop by sights like Grindstone Lake and Lac Courte Oreilles.
A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.
A brightly lit Ferris wheel with colorful lights.
A tall skyscraper, a historic building, and a tree in an urban setting.
Photo by trenton.badillo

West Allis

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.
The Milwaukee County Zoo entrance with a sign, surrounded by trees and plants.
A stone bridge with a wooden walkway surrounded by lush greenery.
A red barn with 'Northwestern Mutual' and 'FAMILY FARM' signage.
A giraffe enclosure with a sign reading "GIRAFFE EXPERIENCE" and a MillerCoors sign.
A park with a pond, trees, and people walking.

Wauwatosa

Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town.

Things to do in Wisconsin

Wisconsin offers a perfect blend of outdoor adventures and romantic getaways. Enjoy its stunning scenery through various recreational areas and campgrounds, ideal for day trips and exploration. You'll find friendly attractions and numerous opportunities for exciting activities, making it a great destination for those seeking adventure amidst nature's beauty.

Shopping

In Wisconsin, you can explore Brookfield Square Mall, which offers a vibrant mix of entertainment and shopping. Cabela's is perfect for outdoor enthusiasts, while Regency Mall provides a family-friendly atmosphere with a variety of stores. Each location promises a unique shopping experience for gifts and souvenirs.

Recreation

Experience the electric atmosphere at Lambeau Field, where you can soak in the sports culture of Wisconsin. For relaxation, head to Devil's Lake State Park to unwind amidst nature's beauty. Finally, play a round at Erin Hills Golf Course, embracing the outdoor vibes while enjoying the scenic landscape.

Adventure

Noah's Ark Waterpark in Wisconsin offers thrilling water slides and wave pools, perfect for families seeking adventure and fun. For arcade enthusiasts, Top Secret provides an exciting atmosphere with games that cater to all ages. In winter, Cascade Mountain Ski Area transforms into a ski haven for snow sports lovers.

Nightlife

Wisconsin's nightlife offers a charming atmosphere at Memorial Union Terrace, where you can sip drinks while enjoying romantic vibes. The venue features entertainment options perfect for socializing, making it a great spot to unwind and experience the local culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Wisconsin

Wisconsin is an ideal destination for outdoor enthusiasts and couples seeking scenic getaways. With its stunning lakes, urban parks, and national state parks, you'll find plenty of attractions to explore. Don't miss the chance to enjoy the beautiful Wisconsin River, where you can experience the area's breathtaking landscapes and relaxing beach vibes. Make the most of your visit by immersing yourself in the natural beauty that Wisconsin has to offer.

  • Mt. Olympus Water and Theme Park: Dive into a world of excitement with thrilling water slides, lazy rivers, and a variety of rides that cater to all ages. This amusement park offers a perfect blend of family fun and adventure, making it an ideal spot for creating unforgettable summer memories.
  • Harley-Davidson Museum: Immerse yourself in the rich history and culture of iconic American motorcycles. The museum showcases a vast collection of bikes and memorabilia, offering a unique glimpse into the legacy of Harley-Davidson while providing engaging exhibits for the whole family.
  • Apostle Islands Marina: Experience the beauty of Lake Superior with outdoor adventures at Apostle Islands Marina. Enjoy kayaking, sailing, or simply relaxing on the beach as you take in the stunning natural landscapes and explore the breathtaking Apostle Islands National Lakeshore.

Best time to go to Wisconsin

The best time to visit Wisconsin is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January15.6°F (-9.1°C)No RainMostly CloudyAverageSlightly Low
February21.4°F (-5.9°C)No RainMostly CloudyAverageSlightly Low
March31.5°F (-0.3°C)Light RainMostly CloudySlightly HighAverage
April42.1°F (5.6000000000000005°C)Light RainMostly CloudyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnySlightly HighAverage
July70.0°F (21.1°C)Light RainMostly SunnySlightly HighSlightly High
August65.3°F (18.5°C)Light RainMostly SunnyAverageSlightly High
September63.0°F (17.2°C)Light RainMostly SunnyAverageSlightly High
October46.4°F (8.0°C)Light RainMostly SunnySlightly LowAverage
November37.6°F (3.1°C)Light RainMostly SunnySlightly LowAverage
December24.1°F (-4.4°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Wisconsin

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Wisconsin.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Wisconsin Hotel Deals

The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
CA $269
CA $317 total
Sep 27 - Sep 28
includes taxes & fees
The Pfister Hotel
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
CA $164
CA $189 total
Sep 20 - Sep 21
includes taxes & fees
9.4/10 Exceptional! (4,141 reviews)
"Great convenient place to stay with really good gym and awesome pool!"

Reviewed on Sep 12, 2026

The Madison Concourse Hotel and Governor's Club
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

655 N. Frontage Road Wisconsin Dells WI
Fully refundableReserve now, pay when you stay
CA $62
CA $69 total
Sep 20 - Sep 21
includes taxes & fees
Mt. Olympus Water & Theme Park Resort
See all 16,114 properties in Wisconsin
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Frequently asked questions

How much does a Wisconsin vacation package cost?
Starting from as low as CA $686, a package is your portal to low-cost travel. Custom make your Wisconsin adventure by choosing from our extensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Wisconsin?
Bundling your flight and hotel with Expedia won't just save precious time — it'll save you cash too. A Wisconsin vacation package makes it easy to organize your dream adventure. With more than 550 airlines throughout the world to choose from, finding convenient flights that fit your busy schedule won't be an issue. Not only that, we've got over 1,000,000 properties globally to select from. Talk about choice! No matter who you are, Expedia puts the world within your reach.
Where should I stay in Wisconsin?
Milwaukee is a fantastic place to include in your itinerary. It's where you'll find impressive sights such as Milwaukee Art Museum and American Family Field. Madison also attracts many jetsetters eager to explore some of the best attractions in Wisconsin. Some of the best are University of Wisconsin-Madison and Camp Randall Stadium.
What are the top hotels in Wisconsin?
Potawatomi Hotel & Casino and Best Western Plus Milwaukee Airport Hotel & Conference Ctr know how to make their guests feel at home in Milwaukee. If your itinerary also includes Wisconsin Dells, take a look at Inn of the Pines and Silver Spruce Resort. Both are popular with travelers.
How far in advance should I book my Wisconsin vacation?
Savvy travelers will likely want to reserve their seats as early as possible. You can normally compare international fares on Expedia up to a year before your intended flight. If you're booking at the last minute, fear not. Low prices occasionally become available just weeks before departure dates.
What does an Expedia Wisconsin travel package include?
Expedia has all you need to arrange your Wisconsin getaway, but what your package looks like is totally up to you. Choose from a combination of hotels, flights and rental cars. Searching for some activities to fill in your time? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package deal to match your needs.
What should I know before booking a Wisconsin travel package?
Discover deals to match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save a tidy sum just for bundling your bookings. Whether you're taking off on a ski trip or sunning yourself on a warm beach, your ideal vacation is only a few clicks away.
Can I choose my airline with a Wisconsin Expedia vacation package?
Yes, you sure can. We have more than 550 partner airlines globally, so go with the carrier that suits your needs.
If I'm not able to travel, can I cancel my Wisconsin vacation package?
Certainly, and we'll help you every step of the way. You may be able to cancel and rebook your Wisconsin vacation package for free if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If life gets in the way of your vacation, look up our Customer Service Portal for more information.

Stay near popular Wisconsin attractions

A sports museum with football player statues and a sign indicating 13 NFL titles.
Photo by Amanda Wendt

Lambeau Field

9.6/10 (2,458 reviews)
Catch an event at Lambeau Field during your trip to Green Bay. Amble around this family-friendly area's riverfront or attend a sporting event.
See properties
A sign for Miller Park, home of the Milwaukee Brewers, with a baseball and stars.
Photo by trenton.badillo

American Family Field

9.0/10 (2,832 reviews)
Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.
See properties
A cityscape with a variety of buildings, including a prominent white structure with a curved roof, a tall tower, and a mix of older and modern architecture.

Fiserv Forum

9.2/10 (2,312 reviews)
Catch an event at Fiserv Forum during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties
A water park with a large Ferris wheel and a water slide.

Mt. Olympus Water and Theme Park

7.4/10 (1,284 reviews)
Bring the kids to Mt. Olympus Water and Theme Park and have a fun-filled day at this amusement park in Wisconsin Dells. Stroll along the area's lakeside or experience its entertainment choices.
See properties
A stone archway with inscriptions and statues, surrounded by greenery.

Camp Randall Stadium

9.0/10 (1,067 reviews)
Catch an event at Camp Randall Stadium during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Kalahari Indoor Waterpark

8.8/10 (445 reviews)
Have a fun-filled day at Kalahari Indoor Waterpark and see why people love this amusement park in Baraboo. Stroll along the riverfront or experience the entertainment choices in this family-friendly area.
See properties

Noah's Ark Waterpark

8.4/10 (959 reviews)
Enjoy the excitement at Noah's Ark Waterpark and find out why this is a popular amusement park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.
See properties

What to do in Wisconsin

Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Green Bay Sunset Segway Tour on the Fox River w/ Private Option

Green Bay Sunset Segway Tour on the Fox River w/ Private Option

CA $71
per adult
Green Bay Sunset Segway Tour on the Fox River w/ Private Option
Chicago: Hurricane Harbor Chicago Admission Ticket

Chicago: Hurricane Harbor Chicago Admission Ticket

CA $50
per adult
Chicago: Hurricane Harbor Chicago Admission Ticket
See all activities in Wisconsin

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.