Wisconsin Vacation Packages

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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

Milwaukee Art Museum which includes art and modern architecture
FlightsFlightsHotelsHotels

Milwaukee

Milwaukee

Top Wisconsin Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
The hotel was nice, staff were friendly and the overall stay was excellent and convenient to walk.

Reviewed on Jul. 28, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
Finding a park is hard and the process of getting a room is very tedious but still very beautiful I’ve been twice

Reviewed on Jul. 29, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
It was a great location , close to downtown core.

Reviewed on Jul. 30, 2025

The Wade

The Wade

4.5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,066 reviews)
Deceiving marketing! When I booked I thought breakfast was included. It wasn’t

Reviewed on Jul. 29, 2025

Where to stay in Wisconsin

Find the best Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Wisconsin
Milwaukee

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.

Find hotels in Downtown Milwaukee

Wisconsin Hotel Deals

Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI
Fully refundableReserve now, pay when you stay
The price is CA $28 per night from Aug 17 to Aug 18
CA $28
CA $139 total
Aug 17 - Aug 18
includes taxes & fees
6.8/10 (2,277 reviews)
Great!
"Was great! We were right across from the mt. Olympus park and could walk if we wanted to!"

Reviewed on Jul. 29, 2025

Mt. Olympus Water & Theme Park Resort
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
The price is CA $180 per night from Aug 27 to Aug 28
CA $180
CA $232 total
Aug 27 - Aug 28
includes taxes & fees
9/10 Wonderful! (1,215 reviews)
"Everything was very nice!"

Reviewed on Jul. 28, 2025

Harbor Shores on Lake Geneva
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Aug 3 to Aug 4
CA $172
CA $199 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (2,915 reviews)
"This was our third time staying in the Governor’s Club and would recommend it to anyone looking for a destination to just relax and enjoy the amenities. We were celebrating our anniversary and they surprised us with a complimentary bottle of champagne and strawberries! How lovely!"

Reviewed on Jul. 28, 2025

The Madison Concourse Hotel and Governor's Club
See all 15,981 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

Frequently asked questions

How much does a Wisconsin vacation package cost?
Starting from as low as CA $713, 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.

Discover the most popular places to visit in Wisconsin

Lambeau Field

Lambeau Field

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.

Lambeau Field
Mt. Olympus Water and Theme Park

Mt. Olympus Water and Theme Park

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.

Mt. Olympus Water and Theme Park
Harley-Davidson Museum featuring interior views

Harley-Davidson Museum

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum

What to do in Wisconsin

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

CA $12
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
Haunted Madison Capitol Building on Madison Ghosts Haunted Walking Tour

Madison Ghosts: Haunts, Spirits, and Poltergeists Walking Tour

CA $36
per adult
Madison Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
See all activities in Wisconsin

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.