From the blog

Best Urban Trails in Chicago

Known for its towering city skyline, Chicago is a thriving urban metropolis home to museums, high-rises and larger than life office buildings. But did you know about all the trails and green spaces the city has to offer? Step off the Magnificent Mile and onto some of the best urban trails in Chicago during your stay at The Penthouse at Grand Plaza.

Chicago Lakefront Trail

Enjoy 18 miles of well-maintained paved pathways that reach from Hollywood Beach to 71st Street. The Chicago Lakefront Trail filled with people walking, running, biking and yes even rollerblading. What makes part of this trail fun are the many activities that are available along the way. Take the time to pull off and explore one of the many parks or beaches. Or jump in on a soccer game or volleyball match at one of the many designated recreational parks. And in case you need to refuel; stop and take a rest at one of the many small cafes and eateries located nearby.

The 606

Bike, walk or run through Chicago neighborhoods along the 606-trail. The 2.7-mile elevated park and trail way connects multiple areas throughout the area while providing ample green space and offering wide biking and jogging paths. Through the reuse of an old industrial rail line and re-purposed bridges, the 606 offers more than just a trail system. There are many notable stops along the way, restaurants and art sculptures to admire.

Jackson Park

Take in a bit of history at Jackson Park, located in Chicago’s Woodlawn neighborhood near the University of Chicago. Once the location for the 1893 World’s Fair, visitors can stroll over lagoons and walk through the green grasses of the park. In this nearly 500-acre park, there are hidden gems like the Osaka Japanese Garden and the Golden Lady, a statue that still stands as a reminder of the World’s Fair that once took place here.

Indiana Dunes State Park and National Lakeshore

Who says you can’t come to Chicago for a beach vacation? With over 15 miles of sandy beaches along the southern Lake Michigan shoreline, visitors can enjoy some of the best beaches, hikes, marshland and so much more. The Dunes offer over 70 miles of trails that will bring hikers close to various bird and wildlife.

Northerly Island

In the shadows of Soldier Field, the Shedd Aquarium and McCormick Place rests what some consider as one of Chicago’s hidden gems is Northerly Island. This island comes with a unique past. It was originally built for the 1933 World’s Fair and at one point held a city airport, that was infamously torn down overnight by the city’s mayor. Today this man-made peninsula is a place where people come to enjoy concerts, hiking, and biking.

If you are planning a trip to Chicago, there is no better lodging option than our downtown Chicago penthouses. Guests at The Penthouse at Grand Plaza enjoy luxurious and spacious accommodations in the heart of the city. So, get out and enjoy these urban trails in Chicago and book your stay with us for your ultimate Chicago getaway!


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