Great Lakes Pet-friendly Vacations
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Top Pet-friendly vacation packages in Great Lakes
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Downtown Chicago
Save 100% on your flight
Price was $434, price is now $309 per person
$309
per person
Sep 22 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.4/10 Very Good! (2,094 reviews)
The tub in the bathroom had obvious water leak below the tub from a bad seal that resulted in the tub feeling like walking on a water bed!
Not enough pillows or towels. Asked for more but front desk said they were out.
Reviewed on Aug 22, 2025
Hilton Milwaukee
Westown
Price was $916, price is now $702 per person
$702
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Orange County (SNA) to Milwaukee (MKE)
8.4/10 Very Good! (1,055 reviews)
Our favorite thing about staying there were the adorable pups that greet you! My kids want to go back just for that reason! 😀
Reviewed on Aug 18, 2025
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Save 100% on your flight
Price was $664, price is now $536 per person
$536
per person
Oct 23 - Oct 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
Loved the hotel. Very clean and comfortable. The gentleman who checked us out was not the most friendly, but everyone else was super helpful!
Reviewed on Aug 18, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Price was $513, price is now $439 per person
$439
per person
Sep 22 - Sep 24
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.
Reviewed on Aug 22, 2025
L7 Chicago by LOTTE
Downtown Chicago
Price was $719, price is now $618 per person
$618
per person
Sep 22 - Sep 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9.6/10 Exceptional! (2,837 reviews)
Perfect location and friendly staff! Definitely would come back!
Reviewed on Aug 22, 2025
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See all available trips from Columbus to Great Lakes
View all trips3 Night Pet-friendly vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.
Old Stone Inn Boutique Hotel
Fallsview
Price was $448, price is now $340 per person
$340
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
7.8/10 Good! (1,373 reviews)
Don’t appreciate paying $45 for on site open parking in a gravel lot. Should have been free. Also WiFi did not work nor the TV reception.
Reviewed on Aug 22, 2025
L7 Chicago by LOTTE
Downtown Chicago
Save 100% on your flight
Price was $830, price is now $594 per person
$594
per person
Sep 22 - Sep 25
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,837 reviews)
Perfect location and friendly staff! Definitely would come back!
Reviewed on Aug 22, 2025
Hilton Chicago
Downtown Chicago
Save 100% on your flight
Price was $547, price is now $398 per person
$398
per person
Sep 22 - Sep 25
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,094 reviews)
The tub in the bathroom had obvious water leak below the tub from a bad seal that resulted in the tub feeling like walking on a water bed!
Not enough pillows or towels. Asked for more but front desk said they were out.
Reviewed on Aug 22, 2025
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See all available trips from Columbus to Great Lakes
View all trips4 Night Pet-friendly vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Downtown Chicago
Price was $812, price is now $625 per person
$625
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
8.4/10 Very Good! (2,094 reviews)
The tub in the bathroom had obvious water leak below the tub from a bad seal that resulted in the tub feeling like walking on a water bed!
Not enough pillows or towels. Asked for more but front desk said they were out.
Reviewed on Aug 22, 2025
L7 Chicago by LOTTE
Downtown Chicago
Save 100% on your flight
Price was $960, price is now $707 per person
$707
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
9.6/10 Exceptional! (2,837 reviews)
Perfect location and friendly staff! Definitely would come back!
Reviewed on Aug 22, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was $829, price is now $630 per person
$630
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.
Reviewed on Aug 22, 2025
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See all available trips from Columbus to Great Lakes
View all tripsTop Pet-friendly Great Lakes Hotels
Chelsea Hotel, Toronto
33 Gerrard St W, Toronto, ON
Don't leave your four-legged friend at home during your city-center excursion. Dogs and cats are welcome (fees apply) at this family-friendly hotel. For a walk, ...
8.2/10 Very Good! (12,055 reviews)
"Our stay here was incredible. Everything was perfect (safe, SUPER convenient location, clean, etc.) and the check-in and check-out system (they have these self-serve machines so you don't have to wait in line or go up to the desk) was the most efficient and innovative thing I've ever experienced ..."
Reviewed on Aug 20, 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
This pet-friendly, city-center hotel welcomes dogs for an additional fee. Nearby Millennium Park is a good place to stretch your legs if you need a walk.
7.8/10 Good! (2,233 reviews)
"I liked that it was walking distance to a lot of the places I went to in downtown"
Reviewed on Aug 23, 2025
The Wade
644 N Lake Shore Dr, Chicago, IL
Dogs are welcome (fees apply) at this luxury hotel, so bring your four-legged friend along for a pet-friendly, lakefront getaway. For a stroll, try nearby Lincoln ...
8.2/10 Very Good! (1,211 reviews)
"The room and view were super nice. Even with not being on the waterfront side of the build we werent disappointed. Check in staff could be nicer but the bar staff was excellent. Nice and informative for travelers. The pier was i. Walking distance. Food and shopping all around and spotless insude ..."
Reviewed on Aug 20, 2025
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.