Southern Wisconsin Vacation Packages

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The Stella Hotel & Ballroom
3.5-star property

The Stella Hotel & Ballroom

Downtown Kenosha
9.4/10 Exceptional! (1,003 reviews)

Jun 16 - Jun 20

4 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $612, price is now $462 per person
$462
per person
found 8 hours ago
This is a unique old hotel which has been renovated and is in excellent condition.

Reviewed on Aug 23, 2025

The Pfister Hotel
4.5-star property

The Pfister Hotel

Downtown Milwaukee
9.6/10 Exceptional! (2,080 reviews)

Jun 18 - Jun 22

4 night stay

Dallas (DFW) to Milwaukee (MKE)

American Airlines • Coach

Milwaukee (MKE) to Dallas (DFW)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,733, price is now $1,171 per person
$1,171
per person
found 13 hours ago
Lux, clean, updated, sophisticated

Reviewed on Jan 4, 2026

Top rated hotels for your Southern Wisconsin vacation package

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
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
May 24 - May 25
Total with 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 20 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 luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this luxury hotel include free WiFi in public areas, a hot tub, and a conference center.
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
Free Cancellation
Reserve now, pay when you stay
79.74 mi from city center
$121 nightly
The price is $137 total per night
$137 total
May 7 - May 8
Total with 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
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
Free Cancellation
Reserve now, pay when you stay
19.48 mi from city center
$50 nightly
The price is $56 total per night
$56 total
May 10 - May 11
Total with 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
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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.
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