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
Price was $409, price is now $319 per person
$319
per person
Dec 17 - Dec 19
found 24 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
8.4/10 Very Good! (2,204 reviews)
staff was friendly but i did not receive my 100$ deposit even though we left the hotel room just as it had been when we got there.
Reviewed on Oct 16, 2025
The Iron Horse Hotel
Fifth Ward
Price was $726, price is now $535 per person
$535
per person
Dec 17 - Dec 21
found 19 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Milwaukee (MKE)
9.2/10 Wonderful! (1,028 reviews)
The hotel was beautiful. The fan in my room was loud but I didn’t want to change rooms because I am lazy. There was also gum in the cups for coffee that I didn’t notice until after I used the cup. Not ur fault. Everything was good otherwise. Nice bed and bedding. Good food I ordered at the restaurant and walking around was some good options for coffee and food.
Reviewed on Oct 14, 2025
Virgin Hotels Chicago
Downtown Chicago
Price was $409, price is now $329 per person
$329
per person
Dec 18 - Dec 20
found 11 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Chicago (ORD)
9.2/10 Wonderful! (1,363 reviews)
Room was spacious and clean ,bathroom didn’t have a bath which wasn’t an issue to us,a well stocked mini bar and easy access to transportation, food and sights.
Reviewed on Oct 12, 2025
L7 Chicago by LOTTE
Downtown Chicago
Price was $403, price is now $338 per person
$338
per person
Dec 17 - Dec 19
found 24 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
9.6/10 Exceptional! (2,969 reviews)
Asked for a high floor. Was given second floor. Lots of street noise made it hard to sleep. Overpriced. Would not stay again.
Reviewed on Oct 15, 2025
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View all trips3 Night Pet-friendly vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.
Virgin Hotels Chicago
Downtown Chicago
Price was $432, price is now $311 per person
$311
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,363 reviews)
Room was spacious and clean ,bathroom didn’t have a bath which wasn’t an issue to us,a well stocked mini bar and easy access to transportation, food and sights.
Reviewed on Oct 12, 2025
The Iron Horse Hotel
Fifth Ward
Price was $937, price is now $761 per person
$761
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Little Rock (LIT) to Milwaukee (MKE)
9.2/10 Wonderful! (1,028 reviews)
The hotel was beautiful. The fan in my room was loud but I didn’t want to change rooms because I am lazy. There was also gum in the cups for coffee that I didn’t notice until after I used the cup. Not ur fault. Everything was good otherwise. Nice bed and bedding. Good food I ordered at the restaurant and walking around was some good options for coffee and food.
Reviewed on Oct 14, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Price was $557, price is now $455 per person
$455
per person
Nov 16 - Nov 19
found 19 hours ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
9.2/10 Wonderful! (2,120 reviews)
Clean room. Friendly staff. I would have liked more food options, especially the ability to have something Sunday for dinner or a room service option. The TV remote didn’t work either, a smart TV with the ability to get movies would have been appreciated.
Reviewed on Oct 14, 2025
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View all trips4 Night Pet-friendly vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.
Cedar Hill Lodge
Price was $456, price is now $362 per person
$362
per person
Dec 17 - Dec 21
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pellston (PLN)
7.8/10 Good! (651 reviews)
Our room could definitely use an update. Location was great, service was great, continental breakfast was very good including waffles and another hot item with all the other basics.
Reviewed on Oct 17, 2025
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
Price was $528, price is now $374 per person
$374
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,363 reviews)
Room was spacious and clean ,bathroom didn’t have a bath which wasn’t an issue to us,a well stocked mini bar and easy access to transportation, food and sights.
Reviewed on Oct 12, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Price was $559, price is now $449 per person
$449
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
9.2/10 Wonderful! (2,120 reviews)
Clean room. Friendly staff. I would have liked more food options, especially the ability to have something Sunday for dinner or a room service option. The TV remote didn’t work either, a smart TV with the ability to get movies would have been appreciated.
Reviewed on Oct 14, 2025
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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! (12,719 reviews)
"clean room, cant really say much for the staff as we did the electronic check in"
Reviewed on Oct 16, 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! (2,485 reviews)
"Great location. Close to everything. Clean room. My husband and I got complimentary breakfasts. Thank you, Staff, who were friendly and helpful."
Reviewed on Oct 16, 2025
Great Canadian Casino Resort Toronto
1133 Queens Plate Dr, Toronto, ON
Dogs and cats will approve of the pet-friendly amenities, such as food and water bowls, during their stay at this hotel (fees apply for pets).
8.8/10 Excellent! (4,303 reviews)
"The pro"
Reviewed on Oct 17, 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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