Top Lake Michigan Beaches for Retirees

When it comes to beaches, Lake Michigan has a secret weapon that sets it apart from the rest. Not only do you get the usual sandy shores and refreshing waters, but you also get to bask in the glimmering cityscape of Chicago as a breathtaking backdrop. And let's be real, the skyline is downright impressive. But don't stop there. Follow the trails to discover unexpected hidden gems along the coast that you won't want to miss. And if you're looking for a permanent getaway, explore the vibrant active adult communities in Chicago that offer a life by the lake.


Before You Hit the Chicago Beaches

Before you pack your bags and head to Chicago's beaches adventure seekers, there's one thing you need to know that will really make living in Chicago worth it - the Lakefront Trail. This 17.5-mile trail not only offers spectacular views but also provides easy access to all of Chicago's beaches without the need for a car. And if that's not enough, the trail is perfect for both walking and biking, making it the ultimate destination for outdoor enthusiasts. But wait, there's more - after enjoying your day on the beach, head down the trail to explore downtown Chicago. Take a stroll through Millennium Park and see the infamous Cloud Gate sculpture, affectionately known as “The Bean,” just one of the many outdoor activities waiting for you in this incredible city. Check out Chicago – it’s calling your name. And, when you are ready to hit the beaches, here are four you must try.

  • North Avenue Beach

  • Oak Street Beach

  • Montrose Beach

  • Hollywood Beach


Chicago Beach 1: North Avenue Beach

If you're looking for a prime spot to soak up some sun and take a dip in Lake Michigan, North Avenue Beach is where it's at. This popular Chicago beach boasts wide stretches of sand and a lively atmosphere, with beachfront bars just steps away. Plus, you can make a day of it by exploring the massive Lincoln Park nearby, which has over 1,200 acres of green space and even a zoo. Grab your sunscreen and head to North Avenue Beach for a day of fun in the sun.


Chicago Beach 2: Oak Street Beach

Beachgoers ready for a refreshing dip in the water and a stunning city view need look no further than Oak Street Beach in Chicago. This gorgeous beach is located near Magnificent Mile, an amazing shopping district that rivals even New York's Fifth Avenue and LA's Rodeo Drive. And the best part - you can soak up the sun while being in close proximity to the legendary Drake Hotel and other popular hotspots. Don't worry about packing snacks either, because there's a convenient bar and restaurant right on the beach. Come on down and experience the perfect blend of beach and city life at Oak Street Beach.


Chicago Beach 3: Montrose Beach

If your furry friend would like to join you for a relaxing day at the beach, look no further than the only official dog beach in the city located on the northern end of Montrose Beach. Dogs can swim and run free without the hassle of a leash while you soak up the sun. Located in Chicago's Uptown neighborhood, Montrose Beach is the largest of Chicago's beaches. Take a stroll north to Edgewater or south towards Wrigleyville and Belmont Harbor for some golf or a Cubs game. You could even venture into Boystown and Lakeview for some charming neighborhood exploration. Bring your pup and enjoy a day of fun in the sun at Montrose Beach.


Chicago Beach 4: Hollywood Beach

Hollywood Beach: the hidden gem nestled in Edgewater, where calm waters await those looking to explore the Lakefront Trails. The locals may know it as Kathy Osterman Beach, but the beach's proximity to Hollywood Avenue granted it its informal name. You can paddleboard the day away, unwind in the park, or listen to the harmonious chirps of feathered friends in a natural haven. A serene paradise you won't want to miss.



Retire in Chicago and enjoy the perks of living close to stunning Lake Michigan beaches. Briargate, Liberty Green, and Trillium Farm are three of the 55 communities that will tick all your boxes. Experience the perfect retreats and enjoy access to stunning forest preserves, indulge in amazing dining opportunities, and take a swing at some of the best golf courses in Illinois. Find the perfect active adult community in Chicago for you.


For more retirement lifestyle articles and the scoop on local hotspots, browse the Del Webb blog to get inspired.

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