Name: The Pfister Hotel
Price range: $242 total

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 Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

$419

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (1,992 reviews)

Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.

Reviewed on Sep 4, 2025

Hotel Riu Plaza Chicago

Downtown Chicago

$497

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,373 reviews)

This hotel was so nice. It is literally steps from Michigan Avenue and so convenient to walk anywhere. The hotel itself is modern, clean, and well taken care of. The only negative thing I can say is we went to the rooftop bar at 10:30 and they told us it was closed. It’s supposed to close at 11 and there were other people sitting outside still having drinks. That was disappointing but all of the other amenities this hotel offers is great. You get a free breakfast too that’s pretty decent. For the cost and location, this was excellent.

Reviewed on Sep 5, 2025

The Emily Hotel

Downtown Chicago

$762

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,195 reviews)

I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.

Reviewed on Sep 3, 2025

The Royal Sonesta Chicago River North

Downtown Chicago

Save 100% on your flight

$427

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (2,078 reviews)

Staff was fabulous and accommodating :)

Reviewed on Sep 5, 2025

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$459

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (347 reviews)

Pool area was great

Reviewed on Sep 4, 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

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

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

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

Mt. Olympus Water & Theme Park Resort

655 N. Frontage Road, Wisconsin Dells, WI

Fully refundableReserve now, pay when you stay

$45 nightly

$50 total

Sep 7 - Sep 8

Total with taxes and fees

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

Sep 7 - Sep 8

Total with taxes and fees

The Pfister Hotel

424 E Wisconsin Ave, Milwaukee, WI

Fully refundableReserve now, pay when you stay

$205 nightly

$242 total

Oct 2 - Oct 3

Total with taxes and fees

See all 7,566 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.