
Great Lakes Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
Photo by Leo Li
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Pet-friendly vacation packages in Great Lakes
Price found within the past 48 hours. Click for updated prices.


The Iron Horse Hotel
Fifth Ward
Price was $1,115, price is now $842 per person
$842
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
Great location and bar! Loved getting a couples massage and a great workout space! It was such a nice quiet area and delicious food near by!
Reviewed on Nov 4, 2026


Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was $627, price is now $544 per person
$544
per person
Jan 6 - Jan 9
found 11 hours ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
9.4/10 Exceptional! (1,189 reviews)
Great location and clean room. Kitschy design but comfy beds and love the duvets!
Reviewed on Nov 3, 2026
Don't see what you're looking for?
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.

The Iron Horse Hotel
Fifth Ward
Price was $615, price is now $468 per person
$468
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
Great location and bar! Loved getting a couples massage and a great workout space! It was such a nice quiet area and delicious food near by!
Reviewed on Nov 4, 2026

Don't see what you're looking for?
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.


Don't see what you're looking for?
See all available trips from Columbus to Great Lakes
View all tripsTop Pet-friendly Great Lakes Hotels

Chelsea Hotel, Toronto
22 Elm St 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, ...
8.8/10 Excellent! (2,740 reviews)
"I was in town for TIFF, and was concerned that this was slightly further than many of the more centrally located Festival hotels, but it's a great hotel! The amenities were great, the ease of ordering things in the room was quick and efficient, staff was lovely and the few meals I had downstairs ..."
Reviewed on Nov 5, 2026

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
This pet-friendly, city-center hotel welcomes dogs for an additional fee. Nearby Lincoln Park is a good place to stretch your legs if you need a walk.
8/10 Very Good! (2,658 reviews)
"Amazing stay, great amenities, breakfast was good had a lot of options. Area was nice and not to far from train services to get to Chicago."
Reviewed on Nov 5, 2026

River Hotel
75 East Wacker Drive Chicago IL
Dogs stay free at this pet-friendly, city-center hotel, which offers pet-approved amenities, like food and water bowls. Visit Grant Park if you need a walk during ...
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.
Things to do

World of Coca-Cola General Admission Ticket
$27
per adult
90% of travellers recommend

Museum of Illusions Atlanta Ticket Pass
$35
per adult
100% of travellers recommend

Atlanta: Center for Puppetry Arts, Worlds of Puppetry Museum
$18
per adult
100% of travellers recommend
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















