Wisconsin Vacation Packages

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Top vacation destinations in Wisconsin

Milwaukee Art Museum which includes art and modern architecture
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Milwaukee

Milwaukee

Top Wisconsin Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,126 reviews)
Only complaint was that housekeeping was a bit slow. A couple days our room was still not cleaned by 4:30, but someone did come eventually and we were on the 14th floor. Overall, staff was all helpful and polite, the space was clean and very convenient! I would stay here again.

Reviewed on Jun. 24, 2024

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 13 - Sep. 17
found 13 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,006 reviews)
Carlos and whomever he was training at the front desk were fantastic! They were so pleasant to chat with and took the ordinary experience of checking-in and made it extraordinary. Thank you so much! The room was lovely/quiet, with a fantastic shower! The chocolate croissant at the coffee shop made us go back every morning.

Reviewed on Jun. 24, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 13 - Sep. 17
found 13 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,245 reviews)
Pleasant and centrally located for walking around to see the sights.

Reviewed on Jun. 25, 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 13 - Sep. 17
found 13 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.8/10 Excellent! (219 reviews)
Everything was great besides the hot tub being out of order during our stay.

Reviewed on Jun. 24, 2024

Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 13 - Sep. 17
found 13 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
The hotel was excellent but the lobby bar was way over priced, $75 for 3 drinks so we didn’t go back to the bar however no other complaints!

Reviewed on Jun. 24, 2024

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 hotel + flight trips 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 $61 per night from Jun. 26 to Jun. 27
CA $61
CA $192 total
includes taxes & fees
Jun 26 - Jun 27
6.2/10 (1,869 reviews)
"Great but bummed that the weather wasn’t up to par and that the indoor waterpark was being worked on and we couldn’t even do mini golf or some of the arcade because of construction so we left the resort and spent our money elsewhere :("

Reviewed on Jun. 21, 2024

Mt. Olympus Water & Theme Park Resort
The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Jul. 24 to Jul. 25
CA $214
CA $253 total
includes taxes & fees
Jul 24 - Jul 25
9.4/10 Exceptional! (1,369 reviews)
"N/a"

Reviewed on Jun. 25, 2024

The Pfister Hotel
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 $190 per night from Jul. 1 to Jul. 2
CA $190
CA $219 total
includes taxes & fees
Jul 1 - Jul 2
9.2/10 Wonderful! (1,675 reviews)
"Love staying here! Will do so again!"

Reviewed on Jun. 23, 2024

The Madison Concourse Hotel and Governor's Club
See all 14,829 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 $898, 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

Image for University of Wisconsin-Madison

University of Wisconsin-Madison

4.5/5(7 reviews)

Enjoy the collegiate vibe around University of Wisconsin-Madison, a top college in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

University of Wisconsin-Madison
Image for Mt. Olympus Water and Theme Park

Mt. Olympus Water and Theme Park

5/5(3 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.

Mt. Olympus Water and Theme Park
Image for Lambeau Field

Lambeau Field

5/5(21 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.

Lambeau Field

What to do in Wisconsin

Image for Foxy Pedaler Sturgeon Bay Private Bike Tour

Foxy Pedaler Sturgeon Bay Private Bike Tour

CA $433
Per adult
Foxy Pedaler Sturgeon Bay Private Bike Tour
Image for Baileys Harbor Lighthouses Segway Tour

Baileys Harbor Lighthouses Segway Tour

CA $134
Per adult
Baileys Harbor Lighthouses Segway Tour
Image for Madison Ghosts

Madison Ghosts

CA $33
Per adult
Madison Ghosts
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.