Wisconsin Vacations & Trips from ￥249,351

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Top destinations in Wisconsin

Milwaukee Art Museum featuring art and modern architecture
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Milwaukee

Milwaukee

The Latest Wisconsin Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was ￥296,516, price is now ￥249,351 per person
￥249,351
per person
Oct 10 - Oct 14
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milwaukee (MKE)
9.6/10 Exceptional! (1,698 reviews)
This is a great property to stay at, the hotel is very nice with lots of artwork and ambience. I highly recommend if you’re ever in Milwaukee..

Reviewed on Aug 23, 2025

Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Downtown Chicago
Price was ￥358,266, price is now ￥305,204 per person
￥305,204
per person
Nov 13 - Nov 20
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (884 reviews)
Great amenities, location and price

Reviewed on Aug 26, 2025

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥330,234, price is now ￥283,334 per person
￥283,334
per person
Nov 13 - Nov 20
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,728 reviews)
Excellent suites. Wonderful full breakfast. Very busy. The happy hour is a superb added bonus. Pool is small and was closed when we tried to use it a second time. The water is warm when working. Front desk was a little distracted upon check in but after that we experienced nothing but great staff. Would stay here again, although I did find out they started implementing a $25 per night resort fee. We booked before that started, but fair warning, it’s there now. $500 hold will be placed on your CC so be prepared.

Reviewed on Aug 26, 2025

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥334,865, price is now ￥290,024 per person
￥290,024
per person
Nov 13 - Nov 20
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (1,989 reviews)
Overall a nice place to stay.

Reviewed on Aug 25, 2025

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Price was ￥332,398, price is now ￥289,632 per person
￥289,632
per person
Nov 13 - Nov 20
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (2,030 reviews)
Close to Michigan ave

Reviewed on Aug 27, 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 ￥7,371 per night from Sep 3 to Sep 4
￥7,371
￥8,273 total
Sep 3 - Sep 4
includes taxes & fees
6.8/10 (2,357 reviews)
"Bathtub and toilet not draining properly and mattress not the best. Other than that we had a great time"

Reviewed on Aug 25, 2025

Mt. Olympus Water & Theme Park Resort
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 ￥15,792 per night from Aug 31 to Sep 1
￥15,792
￥18,239 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (1,114 reviews)
Beware of the rooms adjacent to housekeeping stora
"We asked for a suite that was not close to the elevator and instead we’re giving a suite where the elevator is actually directly adjacent to the bedroom wall. This was a service elevator and that particular room is next to housekeeping storage. Beginning at 8 AM there is a constant in and out of ..."

Reviewed on Aug 21, 2025

Oneida Casino 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
The price is ￥34,798 per night from Sep 23 to Sep 24
￥34,798
￥40,191 total
Sep 23 - Sep 24
includes taxes & fees
9.4/10 Exceptional! (3,016 reviews)
"Governors Club access was definitely worth it. Staff were extremely friendly and helpful. Hotel was very quiet and clean. I only wish they had some outside sitting areas to be able to enjoy the amazing weather- but otherwise excellent. Very walkable as well to almost anything you wanted to do."

Reviewed on Aug 25, 2025

The Madison Concourse Hotel and Governor's Club
See all 15,730 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 ￥249,351, 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

Cool street art in Madison, Wisconsin

University of Wisconsin-Madison

4.5/5(872 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
Mt. Olympus Water and Theme Park

Mt. Olympus Water and Theme Park

4/5(146 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 riverfront or experience its entertainment choices.

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

Harley-Davidson Museum

4.5/5(337 reviews)

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

Lake Geneva Ghost Walk

Lake Geneva Ghost Walk

￥3,695
per adult
100% of travellers recommend
Lake Geneva Ghost Walk
Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

￥739
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
See all activities in Wisconsin
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.