Great Lakes Pet-friendly Vacations

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Flight and Pet-friendly hotel deals in Great Lakes

Price found within the past 48 hours. Click for updated prices.
Hilton Milwaukee
Staypineapple, An Iconic Hotel, The Loop
The Iron Horse Hotel
L7 Chicago by LOTTE
Kimpton Gray Hotel by IHG
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3 Night Pet-friendly holidays in Great Lakes

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Staypineapple, An Iconic Hotel, The Loop
L7 Chicago by LOTTE
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See all available trips from Columbus to Great Lakes
View all trips

4 Night Pet-friendly holidays in Great Lakes

Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Chicago
Staypineapple, An Iconic Hotel, The Loop
L7 Chicago by LOTTE
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See all available trips from Columbus to Great Lakes
View all trips

Pet-friendly Hotels in Great Lakes

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
  • 16 hours drive from Lake Superior
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,083 reviews)
Great location for a great

Reviewed on Apr 7, 2026

Hilton Chicago/Magnificent Mile Suites
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Book a stay at this family-friendly hotel in Toronto. Enjoy free WiFi, 2 indoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our ...
8.4/10 Very Good! (14,417 reviews)
The Hotel is really showing it's age. Cumbling concrete and peeling wall paper in the bathroom. However, this hotel is really close to the Toronto General Hospital.

Reviewed on Apr 7, 2026

Chelsea Hotel, Toronto
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
1 King Street West Toronto ON
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, room service, and a fitness center. Our guests praise the restaurant and the helpful ...
9.4/10 Exceptional! (7,465 reviews)
Excellent restaurant.

Reviewed on Apr 7, 2026

One King West Hotel & Residence
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.