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Southern Wisconsin Vacations from $613
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The Latest Southern Wisconsin Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- The Iron Horse Hotel
Sep 11 - Sep 13The Iron Horse Hotel + Flight
Fifth Ward2 nights4.0 star property9.2/10 - Wonderful (1,265 reviews)Roundtrip • Atlanta (ATL) - Milwaukee (MKE)ATL - MKE • 1 stop MKE - ATL • 1 stop$735$613found 0 hours agoper traveler - The Pfister Hotel
Oct 9 - Oct 12The Pfister Hotel + Flight
Downtown Milwaukee3 nights4.5 star property9.6/10 - Exceptional (2,194 reviews)"An elevated level of quality and service. From breakfast at the cafe, Blu bar, lobby bar, check in and out- amazing. The only thing I can think of that could be improved were our waters were not replenished after day 1 in our room. (Minor, and we did not follow up and ask for any). Champagne at check in and waters for the road. We hadn’t stayed here in years and will be back sooner rather than later!"Reviewed August 2, 2026Roundtrip • Chicago (CHI) - Milwaukee (MKE)MDW - MKE • Nonstop MKE - MDW • Nonstop - Kimpton Journeyman Hotel by IHG
Oct 7 - Oct 12Kimpton Journeyman Hotel by IHG + Flight
Downtown Milwaukee5 nights4.5 star property9.4/10 - Exceptional (1,001 reviews)"Good place!"Reviewed August 2, 2026Roundtrip • Dallas (DFW) - Milwaukee (MKE)DFW - MKE • Nonstop MKE - DAL • 1 stop$1,405$1,130found 1 day agoper traveler - Saint Kate - The Arts Hotel
Sep 25 - Sep 27Saint Kate - The Arts Hotel + Flight
Downtown Milwaukee2 nights4.0 star property9.8/10 - Exceptional (2,650 reviews)Roundtrip • Atlanta (ATL) - Milwaukee (MKE)ATL - MKE • Nonstop MKE - ATL • Nonstop$1,198$983found 1 day agoper traveler - Landing Apartments at Mayfair Collection
Oct 9 - Oct 12Landing Apartments at Mayfair Collection + Flight
Wauwatosa3 nights4.0 star property10/10 - Exceptional (4 reviews)"Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance. We highly recommend staying here and will definitely be returning for a longer extended stay!"Reviewed May 21, 2026Roundtrip • Chicago (CHI) - Milwaukee (MKE)MDW - MKE • Nonstop MKE - MDW • Nonstop$779$647found 21 hours agoper traveler
Discover the most popular places to visit in Southern Wisconsin
Southern Wisconsin Hotel Deals
Comfort Suites Johnson Creek Conference Center
Comfort Suites Johnson Creek Conference Center2.5 star property
43.9 mi from Southern Wisconsin
8.2 out of 10, Very Good, (1,005 reviews)
8.2/10
Very Good
(1,005 reviews)
$86 nightly
The price is $97
$97 total
Aug 10 - Aug 11
Total with taxes and fees
Prairie Inn and Suites Holmen/La Cross
Prairie Inn and Suites Holmen/La Cross2.0 star property
93 mi from Southern Wisconsin
9.0 out of 10, Wonderful, (934 reviews)
9.0/10
Wonderful
(934 reviews)
"Everything was great"
$62 nightly
The price is $69
$69 total
Aug 11 - Aug 12
Total with taxes and fees
9.2 out of 10, Wonderful, (699 reviews)
9.2/10
Wonderful
(699 reviews)
"I wish I could live there. The staff were so nice. The room was clean enough to eat off the floor. The pool was top notch. I’m sad I’m not there."
$111 nightly
The price is $124
$124 total
Aug 3 - Aug 4
Total with taxes and fees
Sleep Inn & Suites Oregon - Madison
Sleep Inn & Suites Oregon - Madison2.5 star property
36.4 mi from Southern Wisconsin
9.4 out of 10, Exceptional, (441 reviews)
9.4/10
Exceptional
(441 reviews)
"Clean"
$72 nightly
The price is $82
$82 total
Aug 23 - Aug 24
Total with taxes and fees
Quality Inn & Suites Lodi I-90
Quality Inn & Suites Lodi I-902.5 star property
7.4 mi from Southern Wisconsin
8.8 out of 10, Excellent, (1,007 reviews)
8.8/10
Excellent
(1,007 reviews)
"Clean room, comfortable bed."
$76 nightly
The price is $80
$80 total
Aug 5 - Aug 6
Total with taxes and fees
GrandStay Hotel & Suites Mount Horeb - Madison
GrandStay Hotel & Suites Mount Horeb - Madison3.0 star property
31.1 mi from Southern Wisconsin
9.2 out of 10, Wonderful, (903 reviews)
9.2/10
Wonderful
(903 reviews)
$128 nightly
The price is $145
$145 total
Sep 2 - Sep 3
Total with taxes and fees
9.2 out of 10, Wonderful, (970 reviews)
9.2/10
Wonderful
(970 reviews)
"This hotel is overpriced. On the plus side, the room was quiet and comfortable. The bar area was nice and any sound from there did not make it to our room, three doors down. Negatives are no cleaning unless you request it, and the sign that was supposed to be in the room to that effect was missing. Breakfast was only fair for the room price. Just above continental with eggs and biscuits and gravy (not even any bacon). I would not stay here again unless the room rate drops significantly."
$125 nightly
The price is $140
$140 total
Aug 9 - Aug 10
Total with taxes and fees
AmericInn by Wyndham West Salem
AmericInn by Wyndham West Salem3.0 star property
84.5 mi from Southern Wisconsin
8.6 out of 10, Excellent, (1,002 reviews)
8.6/10
Excellent
(1,002 reviews)
$72 nightly
The price is $80
$80 total
Aug 23 - Aug 24
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.