Southern Wisconsin Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
CA $1,404
per person
Oct 19 - Oct 22
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Chicago (ORD)
9.4/10 Exceptional! (2,685 reviews)
The views from the hotel were breathtakingly beautiful. The food, the shops, restaurants, entertainment, etc. on the premises were Top Tier. I highly recommend this stay!
Reviewed on Sep 6, 2026
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View all trips5* Pet-friendly holidays in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Chicago
Downtown Chicago
CA $1,581
per person
Nov 14 - Nov 17
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons.
Reviewed on Sep 2, 2026
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View all trips3 Night Pet-friendly holidays in Southern Wisconsin
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View all trips4 Night Pet-friendly holidays in Southern Wisconsin
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View all tripsPet-friendly Hotels in Southern Wisconsin
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
- 4 hours drive from Kalahari Indoor Waterpark
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (2,261 reviews)
"My friends and I enjoyed our stay here. The staff was very accommodating. The drinks were great and the steak restaurant was one of the best I’ve had. Everything was clean and comfortable. Would definitely stay here again!"
Reviewed on Sep 6, 2026
Wingate by Wyndham Wisconsin Dells Waterpark
1030 Wisconsin Dells Parkway S Baraboo WI
- 17 min walk from Kalahari Indoor Waterpark
Book a stay at this business-friendly hotel in Baraboo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,003 reviews)
"everything was great except that the inside pool was ice cold and they did not monitor the hot tub. The sign on the wall said no children under 14 years old not allowed in the hot tub, and there were kids in the tub."
Reviewed on Sep 6, 2026
Grand Geneva Resort & Spa
7036 Grand Geneva Wy Lake Geneva WI
- 3 hours drive from Kalahari Indoor Waterpark
Book a stay at this spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,007 reviews)
"Our villa was clean and we had zero issues with it - everything worked. Laundry was easy to use, and we were even able to get room service. Somewhat unexpected given that the villas are detached from the main lodge. The only thing to know is that villas guests *do not* have access to the main outdoor ..."
Reviewed on Sep 4, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
