Name: Hilton Milwaukee
Price range: $122 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.

La Banque Hotel

Save 100% on your flight

$442

per person

May 7 - May 11

found 6 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.4/10 Exceptional! (467 reviews)

Room was amazing and beautiful and comfortable Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous

Reviewed on Mar 1, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

$592

per person

May 10 - May 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,438 reviews)

Room was cleans and everything looked great.

Reviewed on Mar 6, 2026

The Wade

Downtown Chicago

Save 100% on your flight

$542

per person

May 10 - May 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (1,705 reviews)

My stay at The Wade overall was pretty good. I booked here because it has a pool, and I thought I would have a nice view (city view). The view wasn’t available, I was on the 27th floor and only had a view of the roof of other buildings, and other apartments. I kept the window covered for the most part. The pool was unkept in my opinion, I didn’t feel comfortable with the dirt ring on the white tile that surrounded the pool, and the water looked and felt pretty grimy, I felt it needed to be serviced. Though my main attractions to this location were not fulfilled it was very quiet on my floor, the cleaning crew were very polite and generous, and the valet was very friendly and always gave me great service despite it being very busy over the course of my stay.

Reviewed on Mar 2, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$854

per person

May 10 - May 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 2026

Fairmont Chicago at Millennium Park

Downtown Chicago

Save 100% on your flight

$701

per person

May 10 - May 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (2,070 reviews)

Very nice & clean hotel and near the Bean and shops are walkable.

Reviewed on Mar 3, 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.

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.

Milwaukee County Zoo

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Southeast Wisconsin Hotel Deals

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$157 nightly

$185 total

Apr 1 - Apr 2

Total with taxes and fees

9.6/10 Exceptional! (2,022 reviews)

Our stay at the Pfister was as pleasant as ever

Reviewed on Mar 6, 2026

Saint Kate - The Arts Hotel

139 E Kilbourn Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$142 nightly

$167 total

Mar 29 - Mar 30

Total with taxes and fees

9.8/10 Exceptional! (2,585 reviews)

Great artistic touches. Room a bit cool.

Reviewed on Mar 4, 2026

Hilton Milwaukee

509 W Wisconsin Ave Milwaukee WI

$103 nightly

$122 total

Apr 3 - Apr 4

Total with taxes and fees

8.4/10 Very Good! (1,122 reviews)

Only issue is that we could not lower the heat. We were on the 19 floor and temp in room was always 75 degrees

Reviewed on Mar 3, 2026

See all 2,397 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.