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.

Super 8 by Wyndham Reedsburg

$663

per person

Jul 13 - Jul 17

found 16 hours 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

Voyageur Inn and Conference Center

$713

per person

Jul 13 - Jul 17

found 16 hours 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

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

$780

per person

Jul 13 - Jul 17

found 16 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

9.6/10 Exceptional! (160 reviews)

Brand new, very clean, and well maintained.

Reviewed on Apr 24, 2026

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$1,158

per person

Jun 14 - Jun 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (455 reviews)

Great and helpful staff very clean, a place where you don’t feel out of place

Reviewed on Apr 25, 2026

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$922

per person

Jun 14 - Jun 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.2/10 Very Good! (2,636 reviews)

Kind staff and helpful, nice rooms, wish there was a fridge in the room.

Reviewed on Apr 27, 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 5 - May 6

Total with taxes and fees

9.2/10 Wonderful! (1,443 reviews)

Will stay here again!

Reviewed on Apr 28, 2026

The Iron Horse Hotel

500 W Florida Street Milwaukee WI

Fully refundableReserve now, pay when you stay

$119 nightly

$141 total

Apr 30 - May 1

Total with taxes and fees

9.2/10 Wonderful! (1,080 reviews)

Great location near a bunch of good places. Very nice and clean rooms and there was tons of food options and bars connected to the hotel.

Reviewed on Apr 28, 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.