Great Lakes Luxury Holidays

Book a Luxury Hotel + Flight or Car together to unlock savings

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    Save up to £750 when you book a flight and hotel together*
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    Packages with flights are ATOL protected

Top flight + Luxury hotel deals in Great Lakes

Price found within the past 48 hours. Click for updated prices.
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
1 Hotel Toronto
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Thompson Chicago, by Hyatt
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5* Luxury holidays in Great Lakes

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1 Hotel Toronto
Trump International Hotel & Tower Chicago
The Peninsula Chicago
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3 Night Luxury holidays in Great Lakes

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L7 Chicago by LOTTE
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
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4 Night Luxury holidays in Great Lakes

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Fairmont Chicago at Millennium Park
Park Hyatt Toronto
Trump International Hotel & Tower Chicago
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All you need to know about luxury holidays in Great Lakes

What can I expect from a luxury Great Lakes holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Great Lakes?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Great Lakes holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Great Lakes?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Great Lakes starting at £711. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Great Lakes?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Great Lakes spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Great Lakes?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Great Lakes?

You can wangle a top-notch luxury holiday in Great Lakes for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Great Lakes with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Great Lakes with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Great Lakes to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Great Lakes Hotels

The Omni King Edward Hotel

The Omni King Edward Hotel

4.5 out of 5
37 King St E Toronto ON
Stay at this luxury hotel in Toronto. Enjoy a full-service spa, breakfast (surcharge) and room service. Our guests praise the bar and the helpful staff in their ...
9.6/10 Exceptional! (2,525 reviews)
Room smelled of mildew. Fan loud and rattling.

Reviewed on 1 May 2026

The Omni King Edward Hotel
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Stay at this luxury hotel in Toronto. Enjoy 3 restaurants, 3 bars/lounges and breakfast (surcharge). Our guests praise the pool and the restaurant in their reviews. ...
9/10 Wonderful! (7,993 reviews)
the Library Bar was great. Their staff were top notch.

Reviewed on 2 May 2026

Fairmont Royal York
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave Chicago IL
  • 16 hours drive from Lake Superior
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,854 reviews)
Yes

Reviewed on 30 Apr 2026

Trump International Hotel & Tower Chicago
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.