Southeast Wisconsin Vacation Packages
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Top Southeast Wisconsin vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
The Stella Hotel & Ballroom
Downtown Kenosha
9.4/10 Exceptional! (1,007 reviews)
Oct 16 - Oct 20
4 night stay
Los Angeles (LAX) to Chicago (CHI)
Spirit Airlines • Non-stop roundtrip • Coach
Price was $613, price is now $453 per person
$453
per person
found 1 day ago
Stayed in Kenosha for one night. Picked Stella at random. What a great place for a great price. So nice. So clean. Great hotel with great staff
Reviewed on Apr 15, 2025
4.0-star property
Hilton Milwaukee
Westown
8.2/10 Very Good! (1,069 reviews)
Oct 23 - Oct 26
3 night stay
Orlando (MCO) to Milwaukee (MKE)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $775, price is now $556 per person
$556
per person
found 8 hours ago
Cool building and ambience. Millie and Sadie dogs are a real treat.
Reviewed on Dec 6, 2024
3.5-star property
The Brewhouse Inn & Suites
Westown
9.4/10 Exceptional! (1,012 reviews)
Oct 23 - Oct 26
3 night stay
Orlando (MCO) to Milwaukee (MKE)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $746, price is now $535 per person
$535
per person
found 8 hours ago
Very cool to stay in a place of brewing history! Very clean and a very polite staff.food wasn't great though.
Reviewed on Aug 9, 2025
Top rated hotels for your Southeast Wisconsin vacation package
Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
$165 nightly
The price is $187 total per night
$187 total
Sep 1 - Sep 2
Total includes taxes and fees
Harbor Shores on Lake Geneva features an indoor pool, an outdoor pool, and a gym. A stay here includes free parking. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Other amenities at this family-friendly hotel include a sauna, free WiFi in public areas, and meeting rooms.
Pool
Parking included
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
26.62 mi from city center
$214 nightly
The price is $239 total per night
$239 total
Sep 16 - Sep 17
Total includes taxes and fees
Timber Ridge Lodge and Waterpark features a golf course, a full-service spa, and a free water park. There's free parking and limo/town car service. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this ski aparthotel include an indoor pool, an outdoor pool, and a lazy river.
Pool
Hot Tub
Sonesta Select Milwaukee Brookfield
16865 W Bluemound Rd, Brookfield, WI
Free Cancellation
Reserve now, pay when you stay
6.9 mi from city center
$87 nightly
The price is $100 total per night
$100 total
Aug 28 - Aug 29
Total includes taxes and fees
Guests of Sonesta Select Milwaukee Brookfield have access to an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Pet friendly
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View all propertiesLowest 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.
