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Top Pet-friendly vacation packages in Great Lakes

Price found within the past 48 hours. Click for updated prices.

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

￥334,206

per person

Sep 1 - Sep 5

found 7 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,121 reviews)

Great stay great location great staff.

Reviewed on Jul 15, 2026

L7 Chicago by LOTTE

Downtown Chicago

￥379,064

per person

Aug 25 - Aug 29

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.6/10 Exceptional! (4,258 reviews)

Loved everything about our stay here! Staff was especially helpful with our luggage. We enjoyed the coffee in the lobby around the clock and the central location of this hotel was great. The room’s decor was fresh and calming. Loved the giant window overlooking the city!

Reviewed on Jul 15, 2026

The Royal Sonesta Chicago River North

Downtown Chicago

￥352,552

per person

Aug 25 - Aug 29

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (2,679 reviews)

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4 Night Pet-friendly vacations in Great Lakes

Price found within the past 48 hours. Click for updated prices.

The Royal Sonesta Chicago River North

Downtown Chicago

￥352,552

per person

Aug 25 - Aug 29

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (2,679 reviews)

L7 Chicago by LOTTE

Downtown Chicago

￥379,064

per person

Aug 25 - Aug 29

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.6/10 Exceptional! (4,258 reviews)

Loved everything about our stay here! Staff was especially helpful with our luggage. We enjoyed the coffee in the lobby around the clock and the central location of this hotel was great. The room’s decor was fresh and calming. Loved the giant window overlooking the city!

Reviewed on Jul 15, 2026

Sports Illustrated Resorts Chicago

Downtown Chicago

￥365,928

per person

Aug 25 - Aug 29

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9/10 Wonderful! (1,429 reviews)

Definitely recommend staff was great, loved the different rooftop activities. Rooms are always clean and spacious

Reviewed on Jul 14, 2026

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Top Pet-friendly Great Lakes Hotels

Old Stone Inn Boutique Hotel

6080 Fallsview Blvd. Niagara Falls ON

Dogs are welcome (fees apply) and can enjoy pet-friendly amenities, like food and water bowls, at this city-center hotel. Take a stroll at Queen Victoria Park ...

7.8/10 Good! (1,566 reviews)

"Liked that it was smaller more intimate than other hotels I have stayed at Niagara falls...was more peaceful experience once we returned from other activities"

Reviewed on Jul 15, 2026

La Quinta Inn & Suites by Wyndham Duluth

1805 Maple Grove Rd Duluth MN

22 hours drive from Lake Erie

Dogs and cats may join you (for a fee) during your stay at this pet-friendly hotel. Take the opportunity to stretch your legs on the nearby hiking or biking ...

8.8/10 Excellent! (1,445 reviews)

"Nice hotel. Good price. Friendly staff."

Reviewed on Jul 15, 2026

Aloft by Marriott Syracuse Inner Harbor

310 West Kirkpatrick Street Syracuse NY

Four-legged friends stay free and can enjoy pet-friendly amenities, like food and water bowls, at this lakefront hotel. While you're here, get some fresh air ...

8.6/10 Excellent! (1,000 reviews)

"Staff was pleasant and helpful. Check-in/check-out was easy. Nice location with harbor views. Would definitely stay here again!"

Reviewed on Jul 12, 2026

See all 83,377 properties in Great Lakes

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.