Winter break is the perfect time for a family getaway, and the Midwest has a ton of destinations that promise all sorts of cozy fun. Here are some of our favorite winter adventures — all within about 6 hours of southwest Ohio — to start planning for now!
Detroit, Michigan:
Festive Lights + Family Fun




Detroit comes to life every holiday season with winter activities. Families can explore the Detroit Institute of Arts, where kids and adults will marvel at stunning artwork. For more cultural fun, check out the Detroit Historical Museum, which has plenty of interactive exhibits and information about the city’s rich history. During the holiday season, families can visit the Detroit Riverwalk, which transforms into a festive winter activity hub featuring ice curling, sledding, warm drinks and bonfires with s’mores.
For sports enthusiasts, catching a Detroit Red Wings game at Little Caesars Arena is a seriously thrilling experience. Be sure to stop by the children’s table where first time visitors can pick up a signed certificate celebrating the event. The Henry Ford Museum and Greenfield Village host special holiday events, including festive retro displays and hands-on activities that celebrate all of the magic of the season.
After a full day of exploration, families should check out the delicious deep-dish pizza at Buddy’s Pizza, a Detroit classic known for its giant slices of super-filling pizza. Another local favorite, Slows Bar BQ, serves mouthwatering barbecue in a laid-back atmosphere.
Chicago, Illinois:
A Winter City Escape



In Chicago, winter is a bustling wonderland. Families can visit Maggie Daley Skating Ribbon to enjoy ice skating through a winding circuit with a gorgeous view of the Windy City’s skyline.
The Museum of Science and Industry is a must-visit destination that is filled with interactive exhibits, including holiday-themed exhibits during winter break that keeps the whole family engaged.
Sports fans will want to catch a Chicago Blackhawks game at the United Center, where the excitement of the NHL season is at its peak and the atmosphere is seriously electric. During the last week of December and the first week of January, families should check out the city’s festive holiday light displays, especially in neighborhoods like Lincoln Park and along the Magnificent Mile, where stunning window decorations create a magical experience.
After a day of fun, dining options abound. Lou Malnati’s Pizzeria serves Chicago-style deep-dish pizza, while Portillo’s offers Chicago-style hot dogs and Italian beef sandwiches in a fast-casual setting.
Nashville, Tennessee:
Festive Cheer + Country Beats



Nashville shines during winter break with the perfect blend of music and family fun. Families can explore the Country Music Hall of Fame, where rocking exhibits bring the history of country music to life. Live performances often pop up throughout the holiday season making it all the more magical! For sports fans, catching a Nashville Predators game can be a thrilling addition to the itinerary, as the local team showcases their skills on the ice, bringing an exciting atmosphere to the holiday festivities. The Adventure Science Center features hands-on exhibits and special winter programs that will captivate children and parents alike. As the temperatures drop, families can visit local ice skating rinks, where they can glide and twirl while enjoying the festive atmosphere.
When it’s time to eat, The Pancake Pantry is famous for its delicious pancakes, while Hattie B’s Hot Chicken serves up spicy hot chicken that’s sure to warm the family up.
Boyne Falls, Michigan:
Outdoor Winter Adventures




For families who enjoy winter sports, Boyne Mountain Resort in Boyne Falls is a must-visit. With skiing, snowboarding, and tubing, there’s something for everyone to enjoy.
The last week of December and the first week of January is prime time for winter activities, as the resort typically hosts fun events such as wagon rides and live entertainment. Santa has even been spotted skiing down the slopes once or twice! For those less inclined to hit the slopes, the resort features a beautiful indoor water park, Avalanche Bay, perfect for splashing around and warming up after a day in the snow.
Dining options abound at Everett’s, a family-friendly spot serving delicious pizza, and The Trophy Room, known for its hearty meals and cozy atmosphere.
Winter break is the perfect opportunity for families to explore, relax and enjoy quality time together. Whether experiencing festive events or indulging in local treats, these Midwest destinations deliver the perfect vacations.