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Top Kid friendly vacation packages in Great Lakes

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

Chelsea Hotel, Toronto

Downtown Toronto

￥73,373

per person

Oct 30 - Nov 2

just found

Roundtrip flight included

Orlando (MCO) to Toronto (YYZ)

8.4/10 Very Good! (12,382 reviews)

I stayed here mainly for medical reasons at the nearby hospital. Every staff member I met was incredibly helpful and caring, which made my experience much more comfortable. I would happily recommend the Chelsea for any kind of travel.

Reviewed on Sep 27, 2025

Hyatt Regency Chicago

Downtown Chicago

￥410,334

per person

Nov 1 - Nov 7

found 13 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Chicago (ORD)

9.2/10 Wonderful! (3,346 reviews)

The room was clean, check in was fast, lots of options close by.

Reviewed on Sep 27, 2025

Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

￥300,795

per person

Dec 1 - Dec 4

found 7 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.6/10 Excellent! (4,926 reviews)

The hotel was clean and comfortable but the first interaction I had was with the front lady her name was Halima, she was extremely rude and unwelcoming and sadly that affects your view of the hotel and experience overall. If I’m going to feel unwelcome and like I am bothering you, I would rather bring my money somewhere else.

Reviewed on Sep 27, 2025

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

￥307,568

per person

Dec 1 - Dec 4

found 8 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.8/10 Excellent! (2,042 reviews)

Great room, comfortable bed, clean hotel, good area. Food and shopping close by. Staff was super nice. Will stay there again!

Reviewed on Sep 26, 2025

Palmer House a Hilton Hotel

Downtown Chicago

￥211,800

per person

Nov 28 - Nov 30

found 20 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.4/10 Very Good! (1,962 reviews)

A wonderful place with a fascinating history.

Reviewed on Sep 24, 2025

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3 Night Kid friendly vacations in Great Lakes

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

Chelsea Hotel, Toronto

Downtown Toronto

￥73,373

per person

Oct 30 - Nov 2

just found

Roundtrip flight included

Orlando (MCO) to Toronto (YYZ)

8.4/10 Very Good! (12,382 reviews)

I stayed here mainly for medical reasons at the nearby hospital. Every staff member I met was incredibly helpful and caring, which made my experience much more comfortable. I would happily recommend the Chelsea for any kind of travel.

Reviewed on Sep 27, 2025

Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

￥300,795

per person

Dec 1 - Dec 4

found 7 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.6/10 Excellent! (4,926 reviews)

The hotel was clean and comfortable but the first interaction I had was with the front lady her name was Halima, she was extremely rude and unwelcoming and sadly that affects your view of the hotel and experience overall. If I’m going to feel unwelcome and like I am bothering you, I would rather bring my money somewhere else.

Reviewed on Sep 27, 2025

Palmer House a Hilton Hotel

Downtown Chicago

￥289,484

per person

Dec 1 - Dec 4

found 7 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.4/10 Very Good! (1,962 reviews)

A wonderful place with a fascinating history.

Reviewed on Sep 24, 2025

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See all available trips from Orlando to Great Lakes

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Top Kid friendly Great Lakes Hotels

Embassy Suites by Hilton Niagara Falls Fallsview

6700 Fallsview Blvd, Niagara Falls, ON

Stay at this 3.5-star business-friendly hotel in Niagara Falls. Enjoy free breakfast, 2 restaurants, and 2 hot tubs. Our guests praise the restaurant and the ...

8/10 Very Good! (13,148 reviews)

Unforgettable experience

"We stayed in a Fallsview presidential suite and it was absolutely worth it. The panoramic view of Niagara Falls from the window is breathtaking, day or night, it feels like having a private front-row seat to one of the world’s great wonders. The room itself was spacious, bright, and comfortable, ..."

Reviewed on Sep 25, 2025

Hilton Niagara Falls/Fallsview Hotel & Suites

6361 Fallsview Blvd, Niagara Falls, ON

Stay at this 4-star eco-certified hotel in Niagara Falls. Enjoy 2 indoor pools, 4 restaurants, and a casino. Our guests praise the bar and the helpful staff ...

7.8/10 Good! (12,307 reviews)

"This hotel was beautiful. Rooms clean, food was very good all the restaurants, Corso, Braso and Watermark and staff excellent at Braso and Watermark. We were in room 4459 of the north tower with an excellent view of both falls Cdn and US."

Reviewed on Sep 27, 2025

Chelsea Hotel, Toronto

33 Gerrard St W, Toronto, ON

3 hours drive from Lake Erie

Stay at this 4-star eco-certified hotel in Toronto. Enjoy free WiFi, 2 indoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our ...

8.2/10 Very Good! (12,497 reviews)

Families like: Indoor pools, kids club, game room, babysitting

Travelers say...

"The front desk staff were extremely welcoming and helped me checkin very quickly. The housekeeping staff was super sweet and was able to give me the few things I needed as I was only there 2 nights. Overall great food in the morning and they keep the snack shop open at the ground floor until 11pm, ..."

Reviewed on Sep 23, 2025

See all 78,176 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.