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A horse stands outside of the historic West Bluff Cottage as the sun shines down on its perfectly manicured gardens on Mackinac Island in Michigan, USA

The Great Lakes Holidays


usa
Holidays to the Great Lakes region of America are filled with exciting cities, sweeping views over mighty lakes, quaint lakeside towns and undiscovered natural wonders.

Cosmopolitan Chicago is the main gateway to the region and this captivating city is certainly worth getting to know before heading off to explore the region. Another vibrant city is Milwaukee; known as ‘Brew City’ for its historic role as the epicentre of America’s beer industry, these days you’ll find plenty of hip microbreweries along with cool bars and nightlife.

Along the shores of the magnificent Great Lakes you’ll find beautiful beaches and even see incredible sand dunes at Sleeping Bear National Lakeshore. Discover charming towns, such as Ephraim and Saugatuck and take the ferry to delightful Mackinac Island.

Trailfinders offers a range of Great Lakes holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want to travel around the Great Lakes on a fly drive holiday, take in some the big hitting cities on an escorted tour or use Chicago as the jumping off point for an exciting road trip or rail holiday – they are the perfect people to ask.
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OUR HOLIDAYS TO CHICAGO & THE GREAT LAKES

Here's a snapshot of some of our most popular Chicago & the Great Lakes holidays. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.
Chicago & The Great Lakes Loop
USA
Fly Drive Holiday
15 days / 14 nights

Combine vibrant Chicago with Wisconsin’s welcoming cities and Michigan’s characterful towns on this relaxed journey along the shores of the magnificent Great Lakes.

Guide Price: €2,045 pp

Guide Price: £1,634 pp

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Route 66 - The Mother Road
USA
Fly Drive Holiday
16 days / 15 nights

Regarded by many as the ultimate road trip, the Mother Road combines vibrant cities, natural wonders and the nostalgia of bygone America.

Guide Price: €1,869 pp

Guide Price: £1,595 pp

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The Rhythm Road - Chicago to New Orleans
USA
Fly Drive Holiday
12 days / 11 nights

Take in the Mother Road, the River Road and the Blues Highway on this soulful trip through the musical heart of America.

Guide Price: €1,425 pp

Guide Price: £1,215 pp

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OUR RECOMMENDED HOTELS IN THE GREAT LAKES

We feature a great range of accommodation around the Great Lakes, with something to suit all budgets.

Maybe you’re looking for a chic and stylish hotel in Milwaukee or perhaps you’re after something simple but well located for a road trip. How about a cute boutique inn or a historic property with seaside charm?

What you won’t find here are thousands of Great Lakes hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
Kimpton Journeyman Hotel, Milwaukee
4 star

The Great Lakes

This chic and contemporary property is located in Milwaukee’s walkable and artsy Third Ward district.
Hampton Inn Marquette Waterfront
3 star

The Great Lakes

Enjoy excellent views of Lake Superior from this waterfront hotel.

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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