Name: Sheraton Milwaukee Brookfield Hotel
Price range: $119 total
Rating: 8.4

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Your Southeast Wisconsin Vacation

Our Southeast Wisconsin vacation packages provide an affordable, easy and immersive way to enjoy everything this exciting destination has to offer. If it's distilleries and craft breweries and dining you're yearning for, this is the place to come. With so many things to see and do on a trip to Southeast Wisconsin, it can be tricky 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 top city worth adding to your itinerary is Lake Geneva. Be sure not to miss Geneva Lake and Walworth County Fairgrounds. Expedia has everything you need for planning your Southeast Wisconsin vacation. From accommodations and flights, to car rentals and activities, we know how to curate a travel experience like no other.

The Latest Southeast Wisconsin vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$456

per person

Jun 24 - Jun 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,914 reviews)

The best breakfast buffet I’ve ever had!

Reviewed on Apr 29, 2026

Voyageur Inn and Conference Center

$713

per person

Jul 13 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

8.2/10 Very Good! (512 reviews)

Very clean room, had everything we needed

Reviewed on Mar 1, 2026

Super 8 by Wyndham Reedsburg

$663

per person

Jul 13 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

7/10 Good! (612 reviews)

The hallways smell like cigarette smoke. There was a truck running under our window and you could smell it.

Reviewed on Apr 19, 2026

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

$780

per person

Jul 13 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

9.6/10 Exceptional! (164 reviews)

Brand new, very clean, and well maintained.

Reviewed on Apr 24, 2026

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$947

per person

Jun 18 - Jun 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

8.4/10 Very Good! (1,882 reviews)

The HVAC was annoying AF. It would go on and blow cold air for 10 minutes, then be off for 15-20 minutes repeatedly. It is so loud, it kept waking me up through out the night. As a short person, I did not like the fact the bed was a challenge to get on top. Not everyone is five feet tall.

Reviewed on Apr 26, 2026

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Where to stay in Southeast Wisconsin

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

Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

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.

Historic Third Ward

1 out of top 10 points of interest in this area

4.5/5(32 area reviews)

Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.

Discover the most popular places to visit in Southeast Wisconsin

American Family Field

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.

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.

Henry W. Maier Festival Park

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Southeast Wisconsin Hotel Deals

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Fully refundableReserve now, pay when you stay

$160 nightly

$189 total

May 27 - May 28

Total with taxes and fees

9.2/10 Wonderful! (1,445 reviews)

Great

Reviewed on Apr 30, 2026

The Iron Horse Hotel

500 W Florida Street Milwaukee WI

Fully refundableReserve now, pay when you stay

$159 nightly

$187 total

May 24 - May 25

Total with taxes and fees

9.2/10 Wonderful! (1,082 reviews)

The service at the bar was terrible. Breakfast was also not well organized. They were out of all protein. Aka Bacon, ham and sausage

Reviewed on Apr 29, 2026

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI

Fully refundableReserve now, pay when you stay

$103 nightly

$119 total

May 3 - May 4

Total with taxes and fees

8.4/10 Very Good! (759 reviews)

Our room was VERY loud by the elevators. Breakfast was expensive for the quality of food and only 2 GF options - fruit and bacon.

Reviewed on Apr 27, 2026

See all 2,436 properties in Southeast 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.