Southeast Wisconsin Pet-friendly Vacations

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Flight and Pet-friendly hotel deals in Southeast Wisconsin

Price found within the past 48 hours. Click for updated prices.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette
CA $1,316
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9/10 Wonderful! (1,370 reviews)
The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $1,599
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,342 reviews)
The entire hotel staff from valet staff to front desk to restaurant staff were all incredibly helpful and genuinely friendly. We enjoyed our stay very much.

Reviewed on Sep 27, 2026

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4 Night Pet-friendly holidays in Southeast Wisconsin

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

CA $1,269
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very good! (1,187 reviews)
The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $1,599
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,342 reviews)
The entire hotel staff from valet staff to front desk to restaurant staff were all incredibly helpful and genuinely friendly. We enjoyed our stay very much.

Reviewed on Sep 27, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette
CA $1,316
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9/10 Wonderful! (1,370 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Southeast Wisconsin
View all trips

Pet-friendly Hotels in Southeast Wisconsin

Grand Geneva Resort & Spa

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 ...
Grand Geneva Resort & Spa
The Pfister Hotel

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 ...
The Pfister Hotel
Hyatt Regency Milwaukee

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 ...
Hyatt Regency Milwaukee
See all 2,467 properties in Southeast Wisconsin
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.