Southern Wisconsin Vacation Packages 2026 from $537

Photo by Evae

Plan, book, travel with confidence
Better together
Save up to $2,000 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

Your Southern Wisconsin Vacation

Our Southern Wisconsin vacation packages provide an easy, affordable and immersive way to experience everything this incredible destination has to offer. If it's distilleries and craft breweries and dining you're after, this is the place to be. With so much to see and do on a trip to Southern Wisconsin, it can be hard to know where to begin. Kick off your journey in Milwaukee at American Family Field and Wisconsin State Fair Park — two much-loved attractions here. Another city worthy of a spot on your itinerary is Wisconsin Dells. Be sure not to miss Mt. Olympus Water and Theme Park and Chula Vista Waterparks. Expedia is a one-stop shop when it comes to organizing your Southern Wisconsin vacation. From hotels and flights, to car rentals and more, we know how to curate a travel experience like no other.

The Latest Southern Wisconsin vacation packages

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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$537

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.2/10 Very Good! (2,899 reviews)

in peak summer season they were having some major renovations that were incredibly loud all day long while trying to work and taking all the elevators and hallway space really couldn’t have been any more inconvenient i’m

Reviewed on Aug 15, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$805

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,907 reviews)

not enough to do no more eating hours

Reviewed on Aug 16, 2026

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$751

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (3,537 reviews)

We always enjoy our stay at the Swissotel!

Reviewed on Aug 16, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$771

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,638 reviews)

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$836

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (544 reviews)

My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.

Reviewed on Aug 12, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southern Wisconsin

View all trips

Where to stay in Southern Wisconsin

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

A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

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.

A large domed building surrounded by modern cityscape and a body of water.

Downtown Madison

2 out of top 10 points of interest in this area

The ample dining options and fantastic lake views are top of the list for many visitors to Downtown Madison. A stop by Orpheum Theater or Overture Center for the Arts might round out your trip.

A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.

A stone bridge with a wooden walkway surrounded by lush greenery.

Wauwatosa

Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town.

Witches Gulch, Wisconsin Dells, Wisconsin

Lake Delton

1 out of top 10 points of interest in this area

If you're spending some time in Lake Delton, Noah's Ark Waterpark and Mt. Olympus Water and Theme Park are top sights worth seeing.

Stay near popular Southern Wisconsin attractions

A baseball game in a stadium with a person holding a hot dog and a drink.

American Family Field

9.0/10 (2,832 reviews)

Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.

See properties

A water park with a large Ferris wheel and a water slide.

Mt. Olympus Water and Theme Park

7.4/10 (1,284 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.

See properties

A park with a pond, trees, and a modern building with yellow and black colors.

EAA Aviation Museum

9.2/10 (245 reviews)

You can spend an afternoon studying the exhibits at EAA Aviation Museum in Oshkosh. Visit the area's shops or attend a sporting event.

See properties

A stone archway with inscriptions and statues, surrounded by greenery.

Camp Randall Stadium

9.0/10 (1,067 reviews)

Catch an event at Camp Randall Stadium during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

A cityscape with a variety of buildings, including a prominent white structure with a curved roof, a tall tower, and a mix of older and modern architecture.

Fiserv Forum

9.2/10 (2,312 reviews)

Catch an event at Fiserv Forum during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

Kalahari Indoor Waterpark

8.8/10 (445 reviews)

Have a fun-filled day at Kalahari Indoor Waterpark and see why people love this amusement park in Baraboo. Stroll along the lakeside or experience the entertainment choices in this family-friendly area.

See properties

Noah's Ark Waterpark

8.4/10 (959 reviews)

Enjoy the excitement at Noah's Ark Waterpark and find out why this is a popular amusement park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.

See properties

Chula Vista Waterparks

7.6/10 (630 reviews)

Enjoy a stop at Chula Vista Waterparks, an entertaining place to visit in Wisconsin Dells. While you're in the area, stroll along the riverfront.

See properties

Southern Wisconsin Hotel Deals

Mt. Olympus Water & Theme Park Resort

655 N. Frontage Road Wisconsin Dells WI

Fully refundableReserve now, pay when you stay

$50 nightly

$56 total

Aug 30 - Aug 31

Total with taxes and fees

7/10 Good! (2,938 reviews)

"DO NOT BOOK! This place is falsely advertised as a resort. Know this is a collection of poorly maintained, filthy motels scattered around Wisconsin Dells, situated within driving distance from the water park. We checked in to a sparsely furnished room, with sticky floors, moist and dirty bedding ..."

Reviewed on Aug 16, 2026

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI

Fully refundableReserve now, pay when you stay

$80 nightly

$93 total

Aug 17 - Aug 18

Total with taxes and fees

Harbor Shores on Lake Geneva

300 Wrigley Dr Lake Geneva WI

Fully refundableReserve now, pay when you stay

$164 nightly

$186 total

Sep 7 - Sep 8

Total with taxes and fees

See all 7,542 properties in Southern 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.