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Wisconsin holidays

Wisconsin offers a package of European and Native American culture, vibrant cities and peaceful outdoor recreation, all framed by the Great Lakes and the Great Mississippi River. To the south, the rich prairie and gentle hills are punctuated by exciting urban spaces like Milwaukee and state capital Madison. To the north, the landscape is made up of dense forests and some 15,000 inland lakes, many scooped out by great glaciers during the Ice Age.

If you’re a city fan, then start in the south of Wisconsin with a visit to the state’s largest urban area, Milwaukee, boasting a rich brewing history and a stunning waterfront location on Lake Michigan. You might also like to visit Madison with its magnificent domed State Capitol building and lake-bound geography. In nearby Spring Green, you can visit Taliesin, the former home of famous Wisconsin born architect Frank Lloyd Wright.

Head north from Milwaukee along the shores of Lake Michigan and you’ll reach Door County, a beautiful peninsula jutting out into the lake, which boasts more parks, lighthouses and shoreline than any other county in the USA. Inland is a region of lakes, rivers, waterfalls and forest – perfect for lovers of the great outdoors. Head to Lake Superior on the state’s northern border and you’ll find the town of Bayfield, gateway to the idyllic Apostle Islands.

Wisconsin is home to some eleven Native American tribes, the largest number east of the Mississippi. Many of these tribes came to the state centuries ago and the majority of their 5,000 earthen burial mounds can be found in central and western Wisconsin. You can also find out more by visiting one of the state's tribal museums or attending a festive pow-wow featuring traditional arts & crafts, food, music and dancing.

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Visit Milwaukee for a thriving arts scene, boutique breweries (as well as one major US one), a huge calendar of festivals and acres of parkland and beaches. For motorcycle enthusiasts, the Harley Davidson Museum houses over 450 models of the classic motorbike. The landmark Milwaukee Art Museum is as remarkable outside as it is inside, with giant wings that open and close several times a day.

Door County

Door County boasts over 300 miles of shoreline dotted with lakefront communities, hidden coves and photogenic lighthouses. It’s easy to see why this peninsula is known as the ‘Cape Cod of the Midwest’. Attractions here include numerous art galleries, restaurants, one-off boutiques and the opportunity to indulge in outdoor pursuits like hiking, biking, paddleboarding and scuba-diving among 19th century shipwrecks.

The Great River Road

The Great River Road, a 250-mile roadway along the Wisconsin bank of the Mississippi River, has been hailed as one of America’s best scenic drives. It’s rich in history, ecology, small-town character and natural beauty. There are picturesque little towns nestled into dramatic bluffs along the way, where you can stop for a cruise on a paddlewheel boat or just take in the scenery.


If you’ve ever wanted to try your hand at canoeing or kayaking, Wisconsin is a great place to start. How about exploring sea caves and looking out for black bears around the Apostle Islands or rowing down the peaceful, unspoilt St Croix National Scenic Riverway? There are plenty of other options all over the state, ranging from white-water rivers to languid streams and glacial lakes.

Say Cheese

Like cheese? Wisconsinites love cheese. Since 1910, the state has consistently been the largest supplier of cheese in the country with around 600 varieties currently being produced. Don’t be surprised if you walk around Green Bay on the shores of Lake Michigan and see the odd head adorned with a cap shaped like a wedge of cheese; these are the Cheeseheads, supporters of major league American football team, the Green Bay Packers.

Great Cities of the Great Lakes Fly Drive Holiday

Chicago – Green Bay – Marquette – Traverse City – Detroit – Toronto – Niagara Falls (Ontario) - Erie – Cleveland – Nappanee - Chicago

Starting out from Blues capital Chicago, enjoy a fly drive tour through the Great Lakes region, stopping in famous US cities and dipping briefly into Canada to visit Toronto and Niagara Falls.
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Great Lakes Inn-Sider Fly Drive Holiday

Chicago – Ephraim – Door County – Spring Green – Winona – Minneapolis/St Paul – Bayfield - Marquette - Mackinac Island - Saugatuck

Take in the highlights of the Great Lakes and stay in unique, boutique inns on this 12 night fly drive holiday. Starting out from the Windy City, you’ll visit stunning Door County, located on a peninsula that juts out into Lake Michigan, stay in a boat hotel moored along the Mississippi in St Paul, spend time on the beautiful Apostle Islands and enjoy time at leisure in Michigan’s favourite beach destinations, Saugatuck.
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Time Difference:
GMT - 6 hours

Closest Airport:
Chicago O'Hare International Airport (approx. 8 hours and 10 minutes); General Michell International Airport, Milwaukee (approx. 12 hours and 10 minutes, indirect).

Getting around:
Get out and explore Wisconsin’s vibrant cities, stunning shoreline and rural playgrounds. Car hire is available from £21 per day.

Insider Tip:
Don’t miss Summerfest in Milwaukee, the largest festival in the world, offering 11 days of live music and attracting over a million visitors each year.

You’re going to need an ESTA:
For anyone travelling to the USA, the US authorities have imposed a requirement for passengers travelling under the Visa Waiver Programme (VWP), to register for Electronic Travel Authority. Just fill in the online application form which you can find at You will need to apply for entry via ESTA at least a minimum of 72 hours prior to travel.

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Many of the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme. But ATOL protection does not apply to all holiday and travel services listed on this website. Please ask us to confirm what protection may apply to your booking. If you do not receive an ATOL Certificate then the booking will not be ATOL protected. If you do receive an ATOL Certificate but all the parts of your trip are not listed on it, those parts will not be ATOL protected. Please see our booking conditions for information, or for more information about financial protection and the ATOL Certificate go to:

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