Southern Wisconsin Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Southern Wisconsin
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Hotel Felix River North/Magnificent Mile
Downtown Chicago
CA $835
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
The staff was very friendly and accommodating. The room was tidy and the AC kept us cool on the warmer days.
Reviewed on Sep 12, 2026
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View all trips5* Pet-friendly holidays in Southern Wisconsin
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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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Swissotel - Chicago
Downtown Chicago
CA $1,171
per person
Oct 23 - Oct 27
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
The hotel was very good and in a great location. The only thing I would have asked to improve is the breakfast selection which was very basic and limited.
Reviewed on Sep 13, 2026
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View all tripsPet-friendly Hotels in Southern Wisconsin
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
- 7 min drive from American Family Field
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 ...
Grand Geneva Resort & Spa
7036 Grand Geneva Wy Lake Geneva WI
- 1 hour drive from American Family Field
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 ...
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
- 6 min drive from American Family Field
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,450 reviews)
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Reviewed on Sep 12, 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.
