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  • Amy Orzel is a freelance writer who has traveled to 17 countries, including three with her toddler son. She and her husband, Chris, are avid travelers who enjoy raising their family in the Old Town neighborhood.

    Cold-weather winter break destinations from Chicago

      With so many great cold-weather options from Chicago, you should consider a vacation closer to home.


    As the days grow shorter and colder, the temptation to go south can be irresistible. But what if the winter season inspired your plans instead? Some of my family’s favorite vacations have been to northern destinations that delivered the perfect combination of festivity, coziness, and invigorating outdoor adventure.

    This year, consider one of these escapes:

    Lake Geneva, Wisconsin Festive decorations and seasonal activities for families completely transform this popular summer retreat once the cold weather sets in. Lake Geneva’s proximity to Chicago, slower pace and smaller scale make it an easy getaway for Chicagoans. Don’t miss the Santa Cruises that run through December 31.

    Traverse City, Michigan Dramatic sand dunes overlooking northern Lake Michigan, picturesque farms and vineyards dotting rolling hills, and a celebrated yet unpretentious food scene have made the Traverse City area my family’s favorite Midwestern destination. The five-hour drive might seem daunting, but charming Saugatuck and reinvigorated Grand Rapids provide enjoyable stops along the way. Resorts like the Homestead and Grand Traverse boast suites with fireplaces. Nestled in the snowy woods, they offer the perfect base for days filled with sledding, ice skating and even skiing down sand dunes.

    Quebec City, Quebec, Canada A visit to Quebec City feels like stepping into Old World France. Beautiful seasonal decorations line the cobblestone streets and ornament almost every building, which date as early as the 16th century when the city was established as the French colony’s capital. This UNESCO World Heritage Site brims with infectious joie de vivre. Fortunately, the friendliness gets communicated as fluently in English as it does in French. Comfortable explorations of this compact city require the right gear (when we visited in December, a Manito stroller cover and 7 A.M. Enfant blanket kept our toddler toasty warm). The opulent Le Chateau Frontenac sits atop the walled city like a castle and provides a surprisingly family-friendly stay. And don’t miss out on a meal at Aux Anciens Canadiens. At the oldest house in Quebec, you can dine on traditional comfort food like poutine and maple syrup pie in a wood-paneled dining room warmed by a gigantic stone fireplace.

    Chicago Staycation The Condé Nast Traveler Readers' Choice Awards ranked Chicago as the top big city in the U.S. in 2019. If heading out of town isn’t feasible, try playing tourist at home. Many of the hotels and restaurants in River North, the Gold Coast and around Millennium Park offer excellent hospitality to every age group, and Chicago’s iconic architecture provides the perfect change of scenery. Make sure to visit Cloud Gate in Millennium Park. Despite how many times you’ve seen it, it never loses its appeal for children.

    Looking for more ideas? Consider Galena, Illinois; Boyne City, Michigan; or Kohler, Wisconsin as other fun, family-friendly escapes. Wherever your travels take you, enjoy your break, and the chance it will give you to create new memories with your family.



    Photo: Quebec City, Canada courtesy Flickr/colros


    Author's Content Page Amy Orzel is a freelance writer who has traveled to 17 countries, including three with her toddler son. She and her husband, Chris, are avid travelers who enjoy raising their family in the Old Town neighborhood.


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