Southern Wisconsin Vacation Packages from $649

Flight and hotel packages to Southern Wisconsin

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

Congress Plaza Hotel

Downtown Chicago

Save 100% on your flight

per person

Jun 9 - Jun 16

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Palmer House a Hilton Hotel

Downtown Chicago

Save 100% on your flight

per person

Jun 9 - Jun 16

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Fairmont Chicago at Millennium Park Gold Experience

Downtown Chicago

Save 100% on your flight

per person

Jun 9 - Jun 16

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

per person

Jun 9 - Jun 16

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa and A 24-hour gym are featured at this smoke-free aparthotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and perks like free WiFi.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun 9 - Jun 16

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Top Southern Wisconsin hotel deals

The Madison Concourse Hotel and Governor's Club

1 W Dayton St, Madison, WI

Free Cancellation

Reserve now, pay when you stay

$131

per night

May 27 - May 28

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Hot Tub

Pet friendly

Mt. Olympus Water & Theme Park Resort

655 N. Frontage Road, Wisconsin Dells, WI

Free Cancellation

Reserve now, pay when you stay

$25

per night

May 5 - May 6

Free water park access and a lazy river are featured at this smoke-free resort. Bring the family and enjoy the children's pool, waterslide, and playground. There's a restaurant and a bar/lounge for dining and drinks, and also a seasonal outdoor pool on site.

Pool

Parking available

The Pfister Hotel

424 E Wisconsin Ave, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$166

per night

May 27 - May 28

A full-service spa, 2 restaurants, and an indoor pool are all featured at this historic hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.

Pet friendly

Breakfast available

Saint Kate - The Arts Hotel

139 E Kilbourn Ave, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$132

per night

May 5 - May 6

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.

Pet friendly

Breakfast available

Hilton Milwaukee City Center

509 W Wisconsin Ave, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$118

per night

May 19 - May 20

This historic hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a garden are also offered.

Timber Ridge Lodge and Waterpark

7020 Grand Geneva Way, Lake Geneva, WI

Free Cancellation

Reserve now, pay when you stay

$129

per night

May 7 - May 8

This smoke-free aparthotel features a golf course, free water park access, and a full-service spa. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the mini golf, children's pool, and kid-friendly dining.

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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.

Popular places to visit in Southern Wisconsin

Six Flags Great America

4.5/5(347 reviews)

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

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.

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.

Frequently asked questions

How much are vacation packages to Southern Wisconsin?

With vacation packages available from as little as $649, there’s no need to blow out the credit card for your getaway to Southern Wisconsin. Travelocity can help. Bundle hotels, flights and experiences into a convenient package and score some impressive discounts. The more you book, the bigger the savings.

Where can I get the best vacation package deals for Southern Wisconsin?

Look no further than Travelocity. With access to 400 airlines and an impressive 1,000,000 hotels around the world, finding the perfect Southern Wisconsin package deal couldn’t be easier.

Why should I purchase my Southern Wisconsin vacation bundle via Travelocity?

With superb service, 24/7 customer support and some of the most incredible escapes imaginable, you’ll never roam alone. And if you find a lower price, we’ll match it. That’s our Price Match Guarantee.

Can I save on my Southern Wisconsin car rental if I bundle it with my hotel or flight?

Combining your bookings into a Southern Wisconsin vacation package will certainly save you money. Bundle a car and flight; a hotel, flight and car; or a car and hotel. There’s no better way to explore the greater Southern Wisconsin area than from the comfort of your own rental car. You can also add tours and experiences to your Travelocity package.

What is the best time of year to go to Southern Wisconsin?

You’ll be able to swerve the tourist masses and save cold, hard cash in November, December and January, the quietest period for tourism. High season months of June, July and August are busier (and more expensive), but there’ll be more going on around Southern Wisconsin. Organize a hotel in and get plenty more bang for your buck. As a rule, room rates are more expensive in .

Which airport is best for Southern Wisconsin?

Book an airfare to General Mitchell Intl. Airport (MKE) or Dane County Regional Airport (MSN). They are the main airports for those journeying to and from Southern Wisconsin.