Wisconsin Vacations & Trips from ¥262,870

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Top destinations in Wisconsin

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

Milwaukee

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

Wisconsin Dells

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

Lake Geneva

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

Madison

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

Green Bay

Green Bay

The Latest Wisconsin Vacation Packages

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

Silversmith Hotel Chicago Downtown

Downtown Chicago
¥262,870
per person
Nov 9 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,373 reviews)
Clean room, great customer service

Reviewed on Aug 28, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥354,762
per person
Nov 9 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)
隔音效果差

Reviewed on Aug 27, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
¥299,425
per person
Nov 9 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
¥273,598
per person
Nov 9 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,654 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
¥274,777
per person
Nov 9 - Nov 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,314 reviews)
They were so accommodating. I thoroughly enjoyed the stay.

Reviewed on Aug 28, 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

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.

Northwoods Beach

While visiting Northwoods Beach, you might make a stop by sights like Grindstone Lake and Lac Courte Oreilles.

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.

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.

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

Shopping

In Wisconsin, you can enjoy shopping at East Towne Mall, offering a lively atmosphere with various shops and entertainment options. Visit the Milwaukee Public Market for unique local products and fresh produce. For great deals, head to Pleasant Prairie Premium Outlets, featuring a variety of brand-name stores.

Recreation

Camp Randall Stadium offers an exhilarating atmosphere for sports enthusiasts, where you can immerse yourself in the excitement of local games. For a peaceful retreat, Devil's Lake State Park provides stunning landscapes perfect for hiking and relaxation. Meanwhile, the Overture Center for the Arts delivers a captivating blend of culture and entertainment.

Adventure

Kalahari Indoor Waterpark offers thrilling water slides, wave pools, and family-friendly fun, making it an ideal destination for adventure seekers. For skiing enthusiasts, Granite Peak Ski Area provides exceptional slopes and sports vibes, while Alpine Valley Ski Resort features breathtaking outdoor adventures and top-notch ski experiences.

Nightlife

The nightlife in Wisconsin is vibrant and inviting. At Memorial Union Terrace, enjoy a romantic atmosphere with a variety of drinks and live entertainment by the lakeside. It's the perfect spot to unwind, socialize, and soak in the local culture while enjoying the scenic views.

*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 romantic getaways, offering stunning lakes, urban parks, and national state parks. Visitors can explore the scenic beauty and vibrant attractions that cater to those seeking beach and nature experiences. A must-visit is Wisconsin Dells, known for its breathtaking landscapes and water activities, making it a perfect spot for adventure and relaxation alike.

  • University of Wisconsin-Madison: Experience the vibrant atmosphere of one of the top public universities in the U.S. Explore its beautiful campus, rich history, and lively student culture. Enjoy museums, art galleries, and local events nearby.
  • Mt. Olympus Water and Theme Park: Dive into a world of excitement at this sprawling amusement park, featuring thrilling water slides, roller coasters, and family-friendly attractions. Perfect for adventure seekers and families looking for fun in the sun.
  • Harley-Davidson Museum: Discover the history of one of America’s most iconic motorcycle brands. This museum showcases classic bikes, interactive exhibits, and the culture surrounding Harley-Davidson, making it a must-visit for motorcycle enthusiasts and families alike.

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 HighSlightly Low
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 LowAverage

Tips to save on your trip to Wisconsin

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Wisconsin.
  • Consider traveling to Wisconsin during the low season (January to March) for more affordable options.
  • 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

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
¥7,966
¥8,941 total
Aug 30 - Aug 31
includes taxes & fees
7/10 Good! (2,992 reviews)
"Only reason I gave 2 stars out of 1 star because the differences between the hotel and the theme park is night and day. The theme park was wonderful. Well maintained. A lot of fun. Spent the whole day enjoying it. However moving forward, we will ONLY get day passes. The hotel is the most disgusting ..."

Reviewed on Aug 28, 2026

Mt. Olympus Water & Theme Park Resort
The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
¥23,314
¥27,487 total
Sep 3 - Sep 4
includes taxes & fees
9.6/10 Exceptional! (2,234 reviews)
"Overall a great stay! We enjoyed the pool area."

Reviewed on Aug 27, 2026

The Pfister Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
¥12,757
¥14,735 total
Aug 30 - Aug 31
includes taxes & fees
AmericInn by Wyndham Brookfield
See all 16,072 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.

Frequently asked questions

How much does a Wisconsin vacation package cost?
Starting from as low as ¥262,870, 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 football stadium filled with spectators.
Photo by Michael Schuier

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 baseball game in a stadium with a person holding a hot dog and a drink.
Photo by Tim Ard

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.
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A water park with a large Ferris wheel and a water slide.

Mt. Olympus Water and Theme Park

7.4/10 (1,284 reviews)
Enjoy the rides and games at Mt. Olympus Water and Theme Park and see why this is a favorite amusement park in Wisconsin Dells. Stroll along the area's lakeside or experience its entertainment choices.
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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.
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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 lakeside or experience the entertainment choices in this family-friendly area.
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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.
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Chula Vista Waterparks

7.6/10 (630 reviews)
Enjoy a stop at Chula Vista Waterparks, an entertaining place to visit in Wisconsin Dells. While you're in the area, stroll along the riverfront.
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What to do in Wisconsin

Milwaukee Brewers Baseball Game at American Family Field

Milwaukee Brewers Baseball Game at American Family Field

¥6,957
per adult
Milwaukee Brewers Baseball Game at American Family Field
Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

¥798
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Hearthstone Historic House Museum Admission Ticket

Hearthstone Historic House Museum Admission Ticket

¥1,915
per adult
74% of travellers recommend
Hearthstone Historic House Museum Admission Ticket
See all activities in Wisconsin

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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.