Name: The Knickerbocker on the Lake
Price range: $109 total
Rating: 8.6

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.

Fairmont Chicago at Millennium Park

Downtown Chicago

Save 100% on your flight

$311

per person

May 8 - May 11

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

Hotel Riu Plaza Chicago

Downtown Chicago

$345

per person

May 8 - May 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,438 reviews)

Just a block off of Michigan Avenue made this hotel a great location for shops food and people watching! Great selection of breakfast buffet. Stayed 2nd time staying at this hotel. Will continue to stay here when we’re in Chicago. No valet parking though but parking garage is just around the corner street.

Reviewed on Mar 5, 2026

La Banque Hotel

$419

per person

May 7 - May 11

found 1 day 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

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$503

per person

May 8 - May 11

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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$317

per person

May 8 - May 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.2/10 Very Good! (2,573 reviews)

the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well. The location is excellent and i would go back.

Reviewed on Mar 4, 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

4.5/5(769 reviews)

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

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.

Milwaukee County Zoo

4.5/5(217 reviews)

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! (2,021 reviews)

Everything was over the top grand. I just could not get past the haunted reputation and could not relax to sleep. There was nothing that the hotel did, but i could never sleep there again.

Reviewed on Mar 3, 2026

Saint Kate - The Arts Hotel

139 E Kilbourn Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$115 nightly

$136 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

The Knickerbocker on the Lake

1028 East Juneau Avenue Milwaukee WI

Fully refundableReserve now, pay when you stay

$93 nightly

$109 total

Apr 5 - Apr 6

Total with taxes and fees

8.6/10 Excellent! (1,006 reviews)

This hotel is a hidden gem filled with old world vibes and clean comfortable rooms. I was truly surprised by the spacious room and well thought out amenities in the room. The availability of easily accessible onsite parking at a reasonable rate was an added bonus to my stay as I was in and out of ...

Reviewed on Mar 5, 2026

See all 2,384 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.