Wisconsin Holidays

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  • Better together

    Save up to €185 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

Top destinations in Wisconsin

Milwaukee Art Museum which includes modern architecture and art
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Milwaukee

Milwaukee

Top Flight + Hotel Deals in Wisconsin

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

Arlo Chicago

4 out of 5
Downtown Chicago
Price was €617, price is now €476 per person
€476
per person
2 Jan - 6 Jan
just found
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
Friendly, clean; delightful stay.

Reviewed on 7 Nov 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €795, price is now €564 per person
€564
per person
2 Jan - 6 Jan
just found
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
We loved the Pendry!

Reviewed on 27 Oct 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €766, price is now €580 per person
€580
per person
2 Jan - 6 Jan
just found
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Really cool modern space

Reviewed on 4 Nov 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €611, price is now €485 per person
€485
per person
2 Jan - 6 Jan
just found
Return flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
A+++ in all areas. And fabulous location.

Reviewed on 6 Nov 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was €648, price is now €519 per person
€519
per person
2 Jan - 6 Jan
just found
Return flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Great stay as always- beautiful property, rooms, Game Room is a gem, and excellent staff; just a couple notes: Bring back The Milk Room! The lobby seating was less inviting with so much turned over to assigned-seating dining. Can the hotel offer at least complimentary coffee/tea for guests? I prepaid for breakfast but still had to pay $5 per cup of coffee.

Reviewed on 9 Nov 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

Lake Michigan and Pabst Theater are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee

Top hotels in Wisconsin

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
9.4/10 Exceptional! (3,280 reviews)
Dee and Zachary continue to provide excellent service! Rooms are clean and location can’t be beat

Reviewed on 7 Nov 2025

Get rates
The Madison Concourse Hotel and Governor's Club
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is €169 per night from 16 Nov to 17 Nov
€169
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (3,023 reviews)
Everything was wonderful

Reviewed on 5 Nov 2025

Timber Ridge Lodge and Waterpark
Oneida Casino Hotel

Oneida Casino Hotel

3.5 out of 5
2040 Airport Dr, Green Bay, WI
Fully refundableReserve now, pay when you stay
The price is €104 per night from 24 Nov to 25 Nov
€104
24 Nov - 25 Nov
includes taxes & fees
8.6/10 Excellent! (1,259 reviews)
Room was very comfortable nice refrigerator kept our sodas very cold the attendant that checked us in was very friendly very helpful

Reviewed on 8 Nov 2025

Oneida Casino Hotel
See all 15,654 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 holiday package cost?
Starting from as low as €476, 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 holiday package makes it easy to organise 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 travellers.
How far in advance should I book my Wisconsin holiday?
Savvy travellers 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 holiday is only a few clicks away.
Can I choose my airline with a Wisconsin Expedia holiday 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 holiday package?
Certainly, and we'll help you every step of the way. You may be able to cancel and rebook your Wisconsin holiday 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 holiday, look up our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.