Luxury Holidays in Great Lakes 2026

Photo by Leo Li

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

The Wade

Downtown Chicago

€645

per person

26 Nov - 29 Nov

found 1 day ago

Return flight included

Dublin (DUB) to Chicago (ORD)

8.6/10 Excellent! (2,088 reviews)

Fairmont Royal York

Downtown Toronto

€1,459

per person

30 Oct - 5 Nov

found 1 day ago

Return direct flight included

Cork (ORK) to Toronto (YYZ)

9/10 Wonderful! (8,676 reviews)

Fantastic hotel location and staff. Library bar Bay Street dish was superb. Just wish prices weren’t so horrific. Won’t order room service breakfast ever again.

Reviewed on 28 Sept 2026

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See all available trips from Dublin to Great Lakes

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

The Wade

Downtown Chicago

€645

per person

26 Nov - 29 Nov

found 1 day ago

Return flight included

Dublin (DUB) to Chicago (ORD)

8.6/10 Excellent! (2,088 reviews)

Don't see what you're looking for?

See all available trips from Dublin to Great Lakes

View all trips

The Omni King Edward Hotel

37 King St E Toronto ON

4 hours drive from Lake Ontario

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 ...

Fairmont Royal York

100 Front St West Toronto ON

4 hours drive from Lake Ontario

Stay at this luxury hotel in Toronto. Enjoy 4 restaurants, 4 bars/lounges and breakfast (surcharge). Our guests praise the pool and the restaurant in their reviews. ...

9/10 Wonderful! (8,709 reviews)

"Fantastic hotel location and staff. Library bar Bay Street dish was superb. Just wish prices weren’t so horrific. Won’t order room service breakfast ever again."

Reviewed on 28 Sept 2026

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

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 ...

9.6/10 Exceptional! (2,037 reviews)

"The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit ..."

Reviewed on 29 Sept 2026

See all 84,144 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.