Name: Timber Ridge Lodge and Waterpark
Price range: $216 total
Rating: 8.6

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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.

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

Save 100% on your flight

$185

per person

Feb 20 - Feb 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (317 reviews)

The room was beautiful and clean and a good city view of the city

Reviewed on Nov 26, 2025

The Emily Hotel

Downtown Chicago

Save 100% on your flight

$332

per person

Feb 20 - Feb 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,264 reviews)

Clean, quiet and comfortable room, courteous staff. We received a $25k food credit through Expedia and got exceptional pastries and coffee at the adjacent cafe.

Reviewed on Nov 22, 2025

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$224

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

My wife and I stayed here for our recent Christmas shopping trip. The staff, location, and well maintained facilities were all great.

Reviewed on Nov 26, 2025

Hilton Orrington / Evanston

Downtown Evanston

Save 100% on your flight

$229

per person

Feb 7 - Feb 11

found 15 hours ago

Roundtrip flight included

Miami (MIA) to Chicago (ORD)

7.6/10 Good! (1,002 reviews)

Clean rooms, great location in Evanston near the university. Helpful staff.

Reviewed on Nov 17, 2025

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$198

per person

Feb 20 - Feb 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,130 reviews)

I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?

Reviewed on Nov 26, 2025

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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

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.

Milwaukee Art Museum

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

$118 nightly

$140 total

Dec 18 - Dec 19

Total with taxes and fees

9.4/10 Exceptional! (1,794 reviews)

This hotel was phenomenal absolutely gorgeous the staff were amazing, amenities on point, extremely clean rooms, everything you could ask for to be great it was!

Reviewed on Nov 24, 2025

Hilton Milwaukee

509 W Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$98 nightly

$115 total

Dec 7 - Dec 8

Total with taxes and fees

8.4/10 Very Good! (1,086 reviews)

The hotel is under construction and no notification

Reviewed on Nov 24, 2025

Timber Ridge Lodge and Waterpark

7020 Grand Geneva Way Lake Geneva WI

$194 nightly

$216 total

Nov 30 - Dec 1

Total with taxes and fees

8.6/10 Excellent! (3,044 reviews)

The room was clean, the sheets were crisp, the staff was attentive, Berny at the front desk was the best! Very happy with our stay!

Reviewed on Nov 25, 2025

See all 2,386 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.