Whether you're looking for an active break or a peaceful boat trip, there are plenty of opportunities to get out onto the water. Our highlights: Toronto is a vibrant cultural melting pot, so when you spend time in the city you'll be able to enjoy influences on food, art and recreation from all over the world. Distance from Chicago: 150 miles north, 2.5-hour drive This charming little hideaway about 30 minutes west of Sheboygan is often overlooked but shouldn't be. To help you make the most of this great drive, we've set out the best routes and places to stop . Our travel tips: Some of the outdoor activities that Niagara Falls is famous for, notably the Maid of the Mist boat cruise, do not operate in winter, but as we've identified, there are plenty of other ways to enjoy views out across the falls. You'll find yourself in a warm weather wonderland with trees, lights, skating and fireworks. But did you know that every single participant has to wear one? The Blue Ridge Parkway starts in Asheville, and you can hop onto America's favorite drive to travel a section of this fabulous scenic route. 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! The Warmest Place in Chicago. After crossing the border into Canada, the road becomes ON-401. 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. Our highlights: Just outside the city at Cascade Mountain and Devils Head Resort you'll find some exhilarating downhill skiing as well as snowtubing and sledding. Why you should visit: Mild weather and weeks of flamboyant parades makes New Orleans the perfect contrast to snowy Chicago. Why you should visit: Pennsylvania combines the kind of winter fun you might expect, like sledding and skating, with some unique winter traditions. They don't run every day, but when they do they're really magical. You can explore the spectacular underground rock formations on a guided tour, then spend some time looking for wildlife at the grass prairie which forms the overground part of the national park. 17 hours 30 minutes from Chicago (1,130 miles). Back in town you'll get beautiful winter views over icy Lake Michigan. Nearby, Biltmore is a huge gilded-age mansion with vast formal gardens, trails to explore and its own winery. Our travel tips: Check ahead for dates of candle-lit snowshoe trails across the city. Then, join I-80 and follow it around the south of Cleveland before switching onto I-76 and continuing southeast past Pittsburgh. Two different types of ski lifts were invented here - so when you ski here in modern times you'll be following the lead of some of the country's ski pioneers. Minneapolis straddles both sides of the Mississippi and has over a dozen lakes within it's city limits which makes for amazing scenery. Beer and baseball are the two things the city is particularly known for. Our travel tips: Although temperatures are at or below freezing through most of the winter, you're not always guaranteed snow in Toronto, so be prepared that you might miss out on the insta-perfect images of this particular winter road trip. Seeing the falls in winter is a magical experience, with massive icicles and undulating snow drifts surrounding the famous vistas. If you'd like to take a little shopping excursion, Nashville (IN) has a great many galleries and artisan shops. RV campgrounds 500 miles from Chicago. As you make your way from Chicago to Philadelphia, make sure to fit in a visit to Bethlehem, PA, too. 5 hours 40 minutes from Chicago (350 miles). Things to do on Kauai include exploring the Waimea Canyon, Kkee State Park, Na Pali Coast and the Kalalau Trail. Utica, IL 61373. In the evenings from May to September there's also a 45-minute ranger talk which ends with the lighting ceremony. Many visitors head to Denver en route to the Rockies, which are right on your doorstep if you're staying in the city. Also running from Thanksgiving right up to New Years Day is Celebration in the Oaks. You can go on cheese tours, go to cheese tasting venues, explore local cheese producers and eat every cheese-based dish under the sun. The classic design may look more like an East Coast city with Louisville having the second highest number of cast iron faades after New York, primarily in its West Main District. Choose from a lodge room, suite, 4-bed or 8-bed luxury cottage, ideal for multi-generation or multi-family groups. In Wasau, the nearest town to Granite Peak, there are some great food and drink options for the essential apres-ski part of the day! To make the most of it, though, you really should consider stopping the night and exploring the local beer scene. 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. Note that to enjoy all the attractions Niagara Falls has to offer, you might need to factor in crossing the US/Canada border so make sure you have any paperwork you need (dependent on nationality). If 21 miles seems a little much, focus in on the 2-mile stretch on the West End. As well as all the holiday attractions and the chance to see some of the world-famous monuments beautifully surrounded by snow, the crowds at the city's museums are likely to be quieter during the winter. Named after the tall cedar trees, it is particularly well known for its lush forests that cover the hills around Cedarburg. For amazing views of the snow-covered landscape, head up the Skylon Tower. The two-lane road winds its way through the mountains, with plentiful overlooks and hiking trails to stop and explore. The Cinco de Mayo festival is one of the biggest in the country, with parades, live music and dozens of food stalls to choose from. 1 hour 30 minutes from Chicago (100 miles). Rockford is the largest city in Illinois outside Chicagoland (the Chicago metropolitan area). So if you are already in Chicago then you should explore these 12 best road trips from Chicago. How to get there: Follow I-90 east towards Cleveland, switching onto I-80 just before you reach the city. Next, pick up I-40 which winds through a section of the Appalachian Mountains on its way to your destination, Asheville. If you're coming for the World of Winter Festival, remember to wrap up warm. Try the City Lights brewery tour - located in the renovated Milwaukee Gas Light Company buildings dating back to 1902, the brewery has a cool industrial vibe with its mix of old and new. 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. If you want to encourage a little less screen time during the summer break, take your family to explore the great outdoors in a Budget rental. If your time is limited, take your sled and enjoy a free downhill ride at one of the several hilly public parks in the city. The Louisville Muhammad Ali Center and the Frazier History Museum will keep you busy! The forest includes a remarkable 289,000 acres of nature adventures to experience. Tickets for guided tours at Wind Cave National Park often sell out, so advance booking is recommended, especially if you're travelling in the busier summer months or over holiday periods. If you want to test your senses, the Limburger cheese holds the title of the world's worst smelling cheese and is only made in Monroe. 8. Make sure you check out a few live music venues. Our travel tips: Don't go to DC expecting reliable snowfall daytime temperatures are milder than the more northern destinations (in the mid-40 degrees Fahrenheit and above), though it still gets pretty cold at night, and snow is likely but not guaranteed in January and February. 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). Add in beautiful beaches all over, some big sand dunes, including the Indiana Dunes National Park and the pretty towns of Harbor Country. 1. You can also enjoy a number of holiday markets, to really get you into the festive spirit. Your email will not be provided to third parties. How to get there: Follow I-90 east across Indiana. Here you can see works by some of the great European artists as well as a wide collection of American art. Whether you want to enjoy the winter weather or escape from it, a winter road trip from Chicago can mean hitting the slopes at a ski resort, viewing iconic landmarks, taking a festive shopping trip or relaxing in the winter sun in the Southern states. Drive, reach and enjoy the beautiful states around. Thousands of people in absolutely dazzling costumes parade through the city in a historic tradition. It is a huge historic mansion built by Chicago beer tycoon Conrad Seipp in 1888. You also don't have to book attractions weeks in advance, and you can find reasonably priced accommodation in the downtown area. Several of the hotels in town have excellent in-house spas, so you can treat yourself to some relaxation time during your trip. Once you arrive at Mount Rushmore, you can also spend time exploring the stunning Black Hills and surrounding area. The cheese fondue is right up there on our list of the best foods in the world! 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 . Little Orleans Campground. A Little History. Lake Monroe is the state's largest man-made lake. Bonus: If you're here before the holidays, get into the festive spirit at the Distillery District Christmas Market, which runs from mid-November until New Year. The first week of December is particularly busy, but many travellers report that the crowds and prices calm down a little mid-month. Join I-90 E to head out of Chicago then merge onto I-94 to continue to follow the shore of Lake Michigan. It is more than 10-14 hours to get to a warm beach from Chicago. Fridays at the Hollywood Beach Theatre feature free live jazz, blues and pop music at oceanfront cafes. A few of the upcoming options on our road trip list are all due north in Wisconsin. Kentucky is only about seven hours from Chicago. As well as Mardi Gras, New Orleans is also a vibrant city where you can enjoy live music, fabulous food and warm winter weather - perhaps the closest you can get to a trip overseas without needing a passport! Back in the city, entry to the world-class Toledo Museum of Art is free all year round. No, it's not a typo - this is the third destination on our list of road trips from Chicago that is exactly 300 miles away! If that gets your creative juices flowing it's also possible to take a one-day art workshop or a longer summer school in the city. You could come to Cedarburg on a long day drive, but it's really perfect as a weekend getaway destination. If you're not planning a trip until after Christmas, you'll be able to visit the Toronto Light Festival, when fabulous installations brighten up the city through the cold winter nights. For a more magical festive feel, head to Frederick Meijer Sculpture Gardens. I-80 is a notoriously busy road, with heavy commercial traffic and few landmarks of interest. About 12,000 acres of lakes, sand dunes and oak savannas are wide open for exploration, including ice fishing, skating, sand dune sledding, fat tire biking and snowman building. 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. As well as being able to see the famous memorial in person, this is a great road trip that takes you from one side of the Great Plains to the other via some interesting and varied cities. Just after London, the road merges with ON-403, which will take you right into the center of Toronto. To get to Louisville from Chicago, you will need to drive the length of Indiana until you reach the Ohio River - St Louis is right across the John F. Kennedy Memorial Bridge. That way, current and future visitors will be guaranteed the same fabulous experience of NOLA's longstanding and unique traditions.
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