Name: The Pfister Hotel
Price range: $199 total
Rating: 9.4

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.

The French Country Inn Lake Geneva

$275

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.6/10 Excellent! (154 reviews)

Beautiful place, friendly staff. We loved the restaurant.

Reviewed on Nov 1, 2025

Art Villa

West Town

Save 100% on your flight

$711

per person

Feb 5 - Feb 9

found 16 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Chicago (ORD)

10/10 Exceptional! (2 reviews)

Sand Hill On The Lake

$284

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.8/10 Excellent! (77 reviews)

The view on the lake is beautiful and the fireplace made it so cozy during our fall visitl

Reviewed on Nov 10, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$482

per person

Jan 17 - Jan 20

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

18.8/10 Exceptional! (1,773 reviews)

It was absolutely wonderful. We were upgraded to a suite which was pretty sweet (no pun intended)! At night the surrounding view of the lake along the lakeside of the hotel was spectacular. The Rebar on the mezzanine floor with a live musician playing a saxophone on a Saturday, was a cozy and lively setting. Welcome champagne upon check in was a nice touch. The Terrace 16 restaurant/bar also served scrumptious choices on the menu. Overall, very satisfied with our stay.

Reviewed on Nov 14, 2025

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

$535

per person

Jan 17 - Jan 20

found 20 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.6/10 Exceptional! (1,006 reviews)

This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!

Reviewed on Oct 20, 2025

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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

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.

Discover the most popular places to visit in Southern 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.

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.

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.

Southern Wisconsin Hotel Deals

The Madison Concourse Hotel and Governor's Club

1 W Dayton St Madison WI

Fully refundableReserve now, pay when you stay

$139 nightly

$161 total

Nov 16 - Nov 17

Total with taxes and fees

9.4/10 Exceptional! (3,296 reviews)

Reviewed on Nov 14, 2025

Timber Ridge Lodge and Waterpark

7020 Grand Geneva Way Lake Geneva WI

Fully refundableReserve now, pay when you stay

$194 nightly

$216 total

Nov 19 - Nov 20

Total with taxes and fees

8.6/10 Excellent! (3,031 reviews)

Receptionists was so kind and professional life guards v3ry attended

Reviewed on Nov 12, 2025

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$169 nightly

$199 total

Dec 8 - Dec 9

Total with taxes and fees

9.4/10 Exceptional! (1,783 reviews)

Excellent, elegant hotel. Rooms were clean and luxurious, and quiet.

Reviewed on Nov 12, 2025

See all 7,415 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.