Southern Wisconsin Vacation Packages
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Top Southern 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! (1,002 reviews)
Oct 9 - Oct 12
3 night stay
Atlanta (ATL) to Chicago (CHI)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
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 Madison Monona Terrace
Downtown Madison
8.4/10 Very Good! (1,008 reviews)
Sep 25 - Sep 29
4 night stay
Los Angeles (LAX) to Madison (MSN)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
We loved it and will be back
Reviewed on May 2, 2025
4.0-star property
Saint Kate - The Arts Hotel
Downtown Milwaukee
9.8/10 Exceptional! (2,368 reviews)
Oct 9 - Oct 14
5 night stay
Atlanta (ATL) to Milwaukee (MKE)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 5 hours ago
Staff is very friendly and accommodating. The location is ideal and close to many different places.
Reviewed on Jul 13, 2025
Top rated hotels for your Southern Wisconsin vacation package
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road, Wisconsin Dells, WI
Free Cancellation
Reserve now, pay when you stay
19.48 mi from city center
$90 nightly
The price is $101 total per night
$101 total
Aug 12 - Aug 13
Total includes taxes and fees
At Mt. Olympus Water & Theme Park Resort, guests enjoy a free water park, a lazy river, and a children's pool. Self parking is offered for USD 10.00 per day. The front desk is staffed 24 hours a day to help with access to locker space and tours/tickets. Other amenities at this family-friendly resort include a seasonal outdoor pool, an arcade/game room, and express check-out.
Pool
Restaurant
Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
79.74 mi from city center
$191 nightly
The price is $216 total per night
$216 total
Aug 19 - Aug 20
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
The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
Free Cancellation
Reserve now, pay when you stay
25.42 mi from city center
$139 nightly
The price is $161 total per night
$161 total
Jul 27 - Jul 28
Total includes taxes and fees
Guests of The Madison Concourse Hotel and Governor's Club have access to an indoor pool, a gym, and a sauna. If you drive, self parking is USD 18 per night, or you can take advantage of the free airport shuttle (available on request). Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and luggage storage. Other amenities at this luxury hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub
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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.
