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Weekend Getaways from Chicago, IL

Chicago is one of the most well-known cities in the country, and for good reason. It’s an exciting and enjoyable location for residents and visitors alike. Find out how to enjoy a great trip and come back to the Windy City feeling refreshed!

Plan a Weekend Getaway from Chicago

Chicago is one of the most well-known cities in the country, and for good reason. It’s an exciting and enjoyable location for residents and visitors alike. From Chicago-style hot dogs and deep-dish pizza to the bustling commercial district fondly named Magnificent Mile, there’s plenty to love. Once you experience the best parts of the metro area and suburbs, though, you may need a brief change of pace. Luckily, you have plenty of options for weekend getaways from Chicago. Find out how to enjoy a great trip and come back to the Windy City feeling refreshed!

Short Trips

You don’t have to go far for a memorable experience. Looking for one of the best road trips from Chicago in spring? Galena, Illinois, is just three hours away and has everything you need. Get outdoors and experience miles of rolling countryside. You can lace up your hiking boots and enjoy an adventure along scenic trails. For a truly exceptional view of the landscape, venture up to Long Hollow Scenic Overlook. Just remember to bring your camera for spectacular photographs! You can also soak up some history with trolley tours of Galena’s downtown district. Travel amongst 19th-century buildings and landmarks and walk in the footsteps of famous Civil War general and United States president, Ulysses S. Grant! Another great option for a road trip from Chicago is Fish Creek, Wisconsin, just four hours away. Located on the Northern Door Peninsula, this spot offers plenty of memorable activities and has a unique and welcoming atmosphere. Fish Creek also makes for a wonderful weekend getaway from Chicago for couples. Indulge in local gardens, art galleries, and theatrical performances. Then, head out onto the water for a relaxing boat ride or explore the nearby Peninsula State Park.

Longer Excursions

Although there are great places nearby, sometimes it is worth going the extra distance for additional destinations. For a more lengthy road trip, we encourage you to drive six hours to Petoskey, Michigan. This coastal city on Little Traverse Bay welcomes visitors with its endless activities and attractions. There are numerous acclaimed wineries along the Bay View Wine Trail that allow you to taste their exquisite creations. You can also enjoy kayaking, jet skiing, and fishing on the waters of Northern Lake Michigan. To the east, you will find another great option about six hours from Chicago. Oscoda, MI, is located on Lake Huron along the northeast coast of the state. We highly recommend you set aside time to relax along the 20 miles of beaches here. You can also enjoy the views at Eagle’s Nest Overlook in Huron National Forest or play a round at their area’s award-winning golf course.

Best Places to Stay

No matter what area you choose for your adventure, you can be sure you can stay in comfort. Select Registry has a list of premier properties available for your weekend getaway from Chicago. Discover the elegance of Victorian-style boutique hotels, country inns, historic bed and breakfasts, and more. Whether you want to stay in a fascinating historic area downtown or escape it all in the countryside, we can help find the perfect spot. Browse our options and book your stay today!

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