Most people come to Saugatuck to spend time by the water, enjoying the sunshine and refreshing lake water by day then watching the sun go down with a local craft beer. Next, pick up I-40 which winds through a section of the Appalachian Mountains on its way to your destination, Asheville. Back on dry land, if you're still feeling energetic you can explore the trails of Saugatuck Dunes State Park, or follow the 300 steps to the top of Mount Baldhead to take in the lake view. With large distances to cover, some of the early pioneers of flight lived and worked in this part of the country and you can also find out about the former Air Force base where the museum is located. 1 hour 30 minutes from Chicago (88 miles). From Chicago To Driving Time: Lake Geneva, WI: 1 hour and 30 minutes: Galena, IL: 2 hours 45 minutes: Kohler, WI: 2 hours and 20 minutes . 17. At Louisville, change onto I-64 and follow it towards Lexington onto I-75 which takes you across into Tennessee. Here are several interesting options that make a great family road trip and all within easy driving distance of Chicago. Why you should visit: Orlando is known as a winter sun favorite so pack your sun cream and enjoy some time outdoors. Plus, if you're in the market for some Christmas shopping you can take your pick of fabulous department stores, designer brands and boutique sellers. To make the most of the trip, take a couple of weeks and make a lot of stops along the way. Of course, there are two sides to every story, and a few miles from Mount Rushmore you can visit the Crazy Horse Memorial. Millions of years of geologic changes are reflected at the Garden of the Gods in As a result, you will find some great restaurants and interesting art galleries and independent craft shops up and down the coast - New Buffalo is great for its boutiques and farm shops. There are a lot of activities for children - special rides and a petting zoo so bring the family and enjoy a great weekend out of the city! Drive past snowy landscapes to reach 850 acres of skiing, snowmobiling, dogsledding and photography escapades. St Louis, MO Driving time from Chicago: 4 hrs 30 min While beer, blues and BBQ are likely on the top of your St Louis bucket list (and rightfuly. Around one-third of the city's population is Hispanic so as you might expect, there are some big festivals and celebrations that you don't see in other parts of the US. Outside of the theme parks, you can enjoy the Winter Park Christmas Parade, a long-standing Florida tradition, with dozens of troupes followed by Santa. Things to do on Kauai include exploring the Waimea Canyon, Kkee State Park, Na Pali Coast and the Kalalau Trail. You will pass by some imposing homes and quiet lakeside neighborhoods with picturesque cafes. How to get there: Head east out of Chicago on I-90, keeping Lake Michigan on your left, then continue on I-94 as far as Lake Joseph. It's all a little strange, perhaps. Hike along Michigan's Sleeping Bear Dunes National Seashore on your next weekend getaway from Chicago. 2 hours 50 minutes from Chicago (150 miles). If you're visiting at other times during the winter, there's still plenty to do in Elkhart Lake. The self proclaimed moniker comes from the factories in the city that supply the rest of the country with various kinds of fasteners, screws, nuts and bolts. From here, pick up I-76 and follow it straight down to Denver. You have a few to choose from, including the outdoor Downtown DC Holiday Market, the Swedish Christmas Bazaar in Georgetown, and the Heurich House Museum Christkindlmarkt. There are two giant lakes right in the middle of the city, either side of downtown which creates a uniquely relaxed vibe. You must try the Glarner Stube restaurant in town. Featuring city breaks, small coastal harbor towns, outstanding natural parks and the occasional wineries and breweries, here are our 20 best road trips from Chicago ordered from closest to furthest away - make sure to read further down for more epic road trip itineraries! Utica, IL 61373. By joining our email list, you give LazyTrips permission to use your email for sending you newsletters, emails and updates including for marketing purposes. Our highlights: Granite Mountain is one of the oldest ski resorts in the United States, and it's been at the forefront of innovation in the skiing industry. You will pass through the cities of Milwaukee, Green Bay, Traverse City and Grand Rapids which are all worth going to in their own right. This Mom n pop classic fast food diner has been in Oglesby since 1955 and serves top notch root beer floats and burgers. There are a few museums and sights to see - the Grand Rapids Public Museum and the Art Museum are both worth going to. 2 hours 20 minutes from Chicago (140 miles). You could . The hip city has a lot of things to see and experience. Then join I-196 and follow it north along the lake shore until you reach Holland. This after-dark spectacle sees City Park lit up with more than a million lights. NOTL is also a really charming little town, and while you're here you might like to take a horse-drawn carriage ride through its historic streets - a wonderfully atmospheric way to travel through the snow-covered streets. Bonus: Right through January you can enjoy the Icewine Festival, which celebrates this delicious local tipple. If you've had about enough of cheese, you can go on an ATV ride around the trail network around Monroe. The main attractions are the two major parks - the Starved Rock State Park and the Matthiessen State Park. Visit in early February when the Winter Carnival comes to town and you can see firework displays or catch a fun ride on one of the resort's snow groomers. But did you know that every single participant has to wear one? The laid-back, pretense-free. The whole town gets decked out in style for the holidays. You could come to Cedarburg on a long day drive, but it's really perfect as a weekend getaway destination. The route then follows the river north - you can cross in and out of Iowa and then Minnesota from Illinois and Wisconsin as the river continues to be the state border along the length of this drive. Bonus: The capital hosts a fabulous Lunar New Year Parade in January or February depending on when the new year begins. It runs parallel to Lake Erie, so if you have a little longer to make your trip then you might like to pause along the way to admire views across the lake. With art, culture, caf patios and waterfront dining, Toledo is a great short trip if you want a change of scene from Chicago. A little further north from Chicago than Milwaukee is the town of Cedarburg. You can easily visit Milwaukee for a day and see the beautiful architecture and the Harley-Davidson Museum where you can learn about the infamous motorcycle brand's history and have a go on a scarily realistic simulator. For a really exhilarating ride, fly right above the snow on one of the 9 ziplines. Olympian Mark Grimmette trained on the Luge track here when he was young and went on to compete at five Winter Olympic Games, winning medals at two of them. A quick road trip from Chicago to Milwaukee will take you north along the I-94 to the point where three separate rivers (Milwaukee, Menomonee and the Kinnickinnic) merge and flow into Lake Michigan. It's the perfect way to enjoy the snowy conditions, and there are ski runs here to suit many different abilities. Once a month the district comes to life with live music and guided tours, plus the chance to taste local wine. Though it was longer drive but not bad. As far as Nashville I-55 runs parallel to the Mississippi before passing through Jackson. 8 hours 20 minutes from Chicago (550 miles). So, pack up your skis and look out for your skates - but don't worry if you're not the biggest fan of the slopes, since you'll also find great restaurants, beautiful views and stunning spas at these weekend destinations. Seeing as you've travelled from one Great Lake to another, a visit to the National Museum of the Great Lakes seems like a good place to start when you arrive in Toledo. SBD is a respectable 2nd place, IMO, and added attractions are wine country, nice beaches, warmer water (usually) and resort options (homestead resort near glen arbor gets high marks in the MI-Fo's). Denver also has a host of fabulous cultural attractions, so don't overlook the city itself on your way up to the mountains. You can't take your car with you to Mackinac - you'll have to park it at one of the designated ferry parking lots and make your way across. Muskegon Farmers Market operates indoors on Saturdays through the winter so you can warm up and stock up on some fabulous local produce. The festival also hosts many fun events. For summer fun during the winter months, Grizzly Jack's Grand Bear Resort is the place to be. LazyTrips is a trading name of Uncle Bob Media Ltd. Whether you're looking for a festive shopping experience to ease you into the holiday mood, or a snowbird heading south for the winter, there are plenty of fabulous longer road trips that start out from Chicago. It's also a popular LGBTQ destination. They don't run every day, but when they do they're really magical. It is more than 10-14 hours to get to a warm beach from Chicago. Highlights include the cities of Indianapolis, Dayton and Columbus; as well as Wayne National Forest, Seneca Rocks, Shenandah National Park and Monongahela National Forest. This makes for one of the best road trips from Chicago. Southern Illinois Distance: 6-hour drive Southern Illinois has a hilly landscape and a rural vibe. And one of the three sections of the Hoosier National Forest is immediate to this area. 5 hours 40 minutes from Chicago (350 miles). How to get there: Follow I-90 east across Indiana. You can also snowshoe, tube or skate if you want a break from the slopes. Greater . Join I-90 W and follow it for over 900 miles, all the way to South Dakota. The theme parks of Orlando are popular year-round, but during the winter you get to experience them all dressed up for the holiday season, and without the heat and humidity that can be a feature at other times of the year. You could probably make the return trip in a day, but the journey can take up to 3 hours one way from Chicago so make it into a weekend and add a few stops at Fennville and the Harbor Country (see both above) on your way. While you're in town you can take a magical snowy hike through the trees at Madison Arboretum, then round off your day with outdoor dining - several Madison restaurants have heated outdoor domes so you can enjoy snowy views while dining al fresco. The extensive and varied ski slopes here are great for a wide range of skiing abilities. Lake Monroe is the state's largest man-made lake. Around 20 miles south of New Glarus and a little closer to Chicago is the city of Monroe. The City of Lakes is a bustling hub of activity - 6 of the Fortune 500 companies are headquartered here and it's known as a major cultural and arts center. Amtrak has an overnight train (The City of New Orleans) to New Orleans where the weather will be warm. As you approach St Louis, you will see the first and main sight in the city - the huge 630-foot tall steel Gateway Arch. Our highlights: Florida is the warmest part of the continental US through the winter - perfect for escaping the sub-zero temperatures of the Midwest!
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