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Top Pet-friendly vacation packages in Great Lakes

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

The Royal Sonesta Chicago River North

Downtown Chicago

￥330,759

per person

May 13 - May 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (2,503 reviews)

Overall really clean I just wish they had room service, and the TVs had access to Netflix atleast.

Reviewed on Apr 6, 2026

Hilton Chicago

Downtown Chicago

￥627,214

per person

May 29 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.6/10 Excellent! (2,718 reviews)

I love the location. People always s friendly and allow pets. Unfortunately, we never received room cleaning in 4 nights! And the swimming pool was too dirty

Reviewed on Apr 6, 2026

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

￥395,853

per person

May 13 - May 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,026 reviews)

Wonderful hotel. Great location at a great price.

Reviewed on Apr 1, 2026

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3 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

￥330,759

per person

May 13 - May 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (2,503 reviews)

Overall really clean I just wish they had room service, and the TVs had access to Netflix atleast.

Reviewed on Apr 6, 2026

Hilton Chicago

Downtown Chicago

￥627,214

per person

May 29 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.6/10 Excellent! (2,718 reviews)

I love the location. People always s friendly and allow pets. Unfortunately, we never received room cleaning in 4 nights! And the swimming pool was too dirty

Reviewed on Apr 6, 2026

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

￥395,853

per person

May 13 - May 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,026 reviews)

Wonderful hotel. Great location at a great price.

Reviewed on Apr 1, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Great Lakes

View all trips

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! (1,506 reviews)

Everything was Great

Reviewed on Apr 4, 2026

La Quinta Inn & Suites by Wyndham Duluth

1805 Maple Grove Rd Duluth MN

13 hours drive from Lake Superior

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! (1,537 reviews)

Overall nice but no stopper for bathtub for a bath and hot tub was down but was not mentioned when booking.

Reviewed on Apr 4, 2026

Aloft 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)

Clean, fun

Reviewed on Mar 28, 2026

See all 80,643 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.