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Top Luxury vacation packages in Great Lakes

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

Sofitel Chicago Magnificent Mile

Downtown Chicago

￥176,152

per person

Feb 20 - Feb 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (2,210 reviews)

Lovely hotel! Exceptionally clean and affordable!

Reviewed on Dec 14, 2025

Brookstreet

Kanata

￥475,819

per person

Feb 16 - Feb 18

found 13 hours ago

Roundtrip flight included

Nagoya (NGO) to Ottawa (YOW)

9/10 Wonderful! (1,005 reviews)

Clean rooms. Attentive staff And a shuttle to the Canadian tire center.

Reviewed on Dec 14, 2025

Park Hyatt Chicago

Downtown Chicago

￥243,770

per person

Feb 20 - Feb 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

It is always an amazing place to stay

Reviewed on Nov 26, 2025

Fairmont Royal York

Downtown Toronto

￥311,933

per person

Jan 16 - Jan 20

found 2 hours ago

Roundtrip flight included

Tokyo (TYO) to Toronto (YYZ)

9/10 Wonderful! (7,413 reviews)

Convenient location. Walking two or three kilometres is no problem for me; a lot to see in that radius.

Reviewed on Dec 15, 2025

Omni Chicago Hotel

Downtown Chicago

￥179,168

per person

Feb 20 - Feb 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,603 reviews)

Lovely hotel. Comfy beds, spacious suites. Very helpful staff, bar and restaurant were great. They let us checkin and get our suite at 1030 am. If you join their loyalty program you get a free drink at the bar and checkout is at 12 pm. Highly recommend

Reviewed on Dec 14, 2025

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5* Luxury vacations in Great Lakes

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

Trump International Hotel & Tower Chicago

Downtown Chicago

￥233,526

per person

Feb 17 - Feb 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom.

Reviewed on Dec 14, 2025

The St. Regis Toronto

Downtown Toronto

￥305,338

per person

Feb 15 - Feb 21

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Toronto (YYZ)

9.4/10 Exceptional! (1,001 reviews)

I liked everything about this hotel. The best.

Reviewed on Nov 28, 2025

Park Hyatt Chicago

Downtown Chicago

￥243,770

per person

Feb 20 - Feb 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

It is always an amazing place to stay

Reviewed on Nov 26, 2025

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4 Night Luxury vacations in Great Lakes

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

Fairmont Royal York

Downtown Toronto

￥311,933

per person

Jan 16 - Jan 20

found 2 hours ago

Roundtrip flight included

Tokyo (TYO) to Toronto (YYZ)

9/10 Wonderful! (7,413 reviews)

Convenient location. Walking two or three kilometres is no problem for me; a lot to see in that radius.

Reviewed on Dec 15, 2025

The St. Regis Toronto

Downtown Toronto

￥327,083

per person

Jan 16 - Jan 20

found 2 hours ago

Roundtrip flight included

Tokyo (TYO) to Toronto (YYZ)

9.4/10 Exceptional! (1,001 reviews)

I liked everything about this hotel. The best.

Reviewed on Nov 28, 2025

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See all available trips from Tokyo to Great Lakes

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Top Luxury Great Lakes Hotels

The Omni King Edward Hotel

37 King St E Toronto ON

Discover luxurious lodging at The Omni King Edward Hotel, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. Deluxe amenities ...

9.6/10 Exceptional! (2,346 reviews)

All of the above. All staff were absolutely 1st class

Reviewed on Dec 14, 2025

Fairmont Royal York

100 Front St West Toronto ON

Treat yourself to a luxury stay at Fairmont Royal York, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. The 3 bars, indoor ...

9/10 Wonderful! (7,539 reviews)

Have stayed here twice, and both times the TV would not work for us - often loosing signal/ plug in connection. Apart from this, great hotel and great location.

Reviewed on Dec 15, 2025

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

16 hours drive from Lake Superior

Trump International Hotel & Tower Chicago is a lush 5-star boutique property where you can be treated to deep soaking bathtubs and pillowtop beds. The spa, indoor ...

9.4/10 Exceptional! (1,784 reviews)

Gorgeous hotel with pristine service. Excellent bars and food choices. The fitness center was top notch well designed and very spacious. Ever inch of this space is micro managed to perfection, hard to think what to recommend after the best stay we ever had! We will be back very soon ⭐️⭐️⭐️⭐️⭐️

Reviewed on Dec 15, 2025

See all 79,443 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.