Name: #EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms
Rating: 10

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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

$239

per person

Mar 7 - Mar 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Great breakfast, Clean room, enjoyed the stay

Reviewed on Jan 9, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$423

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Staff was friendly did amazing job with checking us in

Reviewed on Dec 25, 2025

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$309

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.2/10 Very Good! (2,365 reviews)

Liked the neat and tidy room I was assigned to. They accommodated my request for the shower. Staff showed great hospitality special thanks to Sasha, Konnor, Rigel. Would have been greater had there been more amenities like body lotion, sleeper, toothbrush, etc.

Reviewed on Jan 7, 2026

theWit Chicago, a Hilton Hotel

Downtown Chicago

$326

per person

Mar 20 - Mar 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (1,001 reviews)

Perfect location, comfortable and clean room

Reviewed on Jan 5, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$797

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!

Reviewed on Jan 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 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

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.

Milwaukee Art Museum

4.5/5(400 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Southeast Wisconsin Hotel Deals

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$161 nightly

$189 total

Jan 19 - Jan 20

Total with taxes and fees

9.4/10 Exceptional! (1,870 reviews)

Staff amazing

Reviewed on Jan 6, 2026

Saint Kate - The Arts Hotel

139 E Kilbourn Ave Milwaukee WI

$128 nightly

$151 total

Jan 28 - Jan 29

Total with taxes and fees

9.6/10 Exceptional! (2,519 reviews)

Hotel was clean, unique and fun. Can't be anymore conveniently located for a downtown hotel. Staff was pleasant. Smallest note would be not a fan of the pillows. Also, ice tongs would be great. There was a bottle opener and cork screw, so tongs would be great too to round out the convenience of the ...

Reviewed on Jan 5, 2026

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

Twin Lakes WI

10/10 Exceptional! (42 reviews)

If it was possible to give this host and property more than five stars, we would! Mike was extremely responsive with any questions (even on Thanksgiving day!) and provided detailed and clear check in/check out instructions and misc. details about the property. The kids LOVED the kidquarium and game ...

Reviewed on Nov 28, 2025

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See all 2,340 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.