The short, but oh so sweet summers in Chicago extend just a little longer this year with some last-minute ways to soak up the last of the season. Here are a few ways to make summer endless in the Windy City.
Hit the Beach
Open long after Labor Day, the Shore Club boasts a series of fun events for guests and visitors to extend the summer fun through September. Located along North Lakeshore Drive, the beachfront destination offers everything summer fun from Rosé Fest on the Beach Sept. 15, 2–5 p.m. More in the mood for a stiff cocktail by the water? Whiskeyfest on the Beach Sept. 22, 2–5 p.m., may be more your speed. While the weather chills a little in October, so does the beach — just in time for Oktoberfest on the Beach Oct. 6, 12–4 p.m., While day drinking on the beach may be more for the older kids, it’s still a great venue to pop by and extend your summer fun.
Summer Blockbusters
Catch a summer blockbuster, Chicago-style, with an incredible view from the roof. Think, movies in the park, but with a chic city twist. During ROOF on theWit’s Movie Monday series, visitors catch a flick with the family at 8:30 p.m. at theWit hotel. Located on State Street at the famous ROOF lounge, guests 21 and older can enjoy the film with complimentary popcorn.
Open-Air Markets
Randolph Street Market © Ernitz | Dreamstime.com
Just because summer is fading doesn’t mean Chicago’s open-air market scene has to. The Randolph Street Market welcomes its 15th year this September, with open shopping dates Sept. 29–30. Expect European-style antiques, vintage finds and homemade goods at the downtown Chicago venue. It’s a high street-meets-low-street vibe and quenches the open-air shopping market thirst the summer tends to bring.
Located in Chicago’s West Loop and Fulton Market area, the district is a known gem for resident and traveling treasure hunters alike. Market dates are limited, so in-the-know travelers make a point to stop by before the seasons change.
Read This Next
#WhereverFamily
Insta FeedDestinations / North America
Apr 16, 20254 Interactive Wildlife Conservation Experiences for Earth Day
Calling all animal-loving family travelers! This Earth Day, consider a visit to one of these destinations offering interactive wildlife conservation experiences.
Sponsored Content
Madrid: A Destination for All Ages
However one is traveling, what matters is having fun and creating unforgettable memories. Among many ways to travel, multigenerational trips — on which grandparents, parents and children get to spend quality time together — are gaining popularity. Setting out on this sort of adventure? Madrid has something to offer everyone!
Destinations
Apr 16, 20255 Places Around the World to See Holy Week Observances
Holy Week, the period between Palm Sunday and Easter Sunday, is observed in a variety of ways throughout the world, often with colorful pageantry mixed with solemn reminders of the week before Christ’s crucifixion. Tourists are welcome at most observances, some of which take on a festival air, especially on Easter Sunday. Here are some places family travelers might consider traveling.
Destinations / North America
Apr 16, 2025North America’s First National Park City Named
The National Park City Foundation just designated Chattanooga, Tennessee, as North America’s First National Park City, and family travelers will quickly discover why. Already named Tennessee’s Most Scenic City, Chattanooga takes a new title thanks to its appreciation of all aspects of outdoor life, from preserving lakes and forests to being stewards of native plant species.
Destinations / North America
Apr 15, 2025This Underrated San Diego Neighborhood is a Gem for Families
Families heading to San Diego often look for big-ticket thrills like Sea World and San Diego Safari Park, but sometimes it’s the neighborhoods that let you get the most out of a visit. It’s how you get to discover the personality of San Diego.
Cruises
Apr 15, 2025Yacht Charter Company Launches Thrilling Dragon & Pirates Journeys
Silolona Sojourns, a luxury Phinsi yacht charter company, just unveiled new journeys for family travelers seeking adventure and thrills like never before. Launching this summer, this new journey centers around Komodo and Eastern Flores, two of the world’s most untouched destinations.
ShareThis