Wisconsin Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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 featuring modern architecture and art
FlightsFlightsHotelsHotels

Milwaukee

Milwaukee

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 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 S$230 per night from 13 Jan to 14 Jan
S$230
13 Jan - 14 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (1,828 reviews)
The Pfister hotel is second to none in opulence and hospitality! Everyone was fantastic! Dinner at Mason street grill was equally as amazing! Definitely recommend to anyone looking for a historic place to stay:)

Reviewed on 24 Dec, 2025

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is S$197 per night from 18 Jan to 19 Jan
S$197
18 Jan - 19 Jan, 2026
includes taxes & fees
9.6/10 Exceptional! (2,490 reviews)
The art galleries on site are fabulous. Everything was too notch.

Reviewed on 18 Dec, 2025

Saint Kate - The Arts 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
9.4/10 Exceptional! (3,383 reviews)
They have one of the most comfortable beds and pillows I've ever felt. They are on my top 3 best sleeps.

Reviewed on 21 Dec, 2025

Get rates
The Madison Concourse Hotel and Governor's Club
See all 15,553 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 , 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.

Popular places to visit

Harley-Davidson Museum showing 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

S$6
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Hearthstone is the first house in the world powered by a central hydroelectric dynamo based on the Edison system.

Hearthstone Historic House Museum Admission Ticket

S$16
per adult
74% of travellers recommend
Hearthstone Historic House Museum Admission Ticket
Polish Cultural Workshop with Pierogi Dinner - Appleton, WI

Polish Cultural Workshop with Pierogi Dinner - Appleton, WI

S$63
per adult
Polish Cultural Workshop with Pierogi Dinner - Appleton, WI
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.