9 Labor Day weekend fests for Chicagoland families

Labor Day weekend is almost upon us and there are plenty of local festivals offering a chance to bid summer a fond farewell.


Holding onto summer as tightly as you can? Head to the Last Fling in Naperville.


When: Aug. 30-Sept. 1


Where: 440 West Aurora Ave., Naperville


The Naperville Jaycees host the Last Fling, which is a family-friendly festival making the most of this final weekend of summer. The Family Fun Land located at Naper Settlement features a bouncy house, face painting, pony rides, a petting zoo, entertainment and a chance to meet Issac Ryan Brown from Disney Channel’s “Raven’s Home on Sunday. The Labor Day Parade begins at 10 a.m. Monday at Naperville North High School and ends at Naperville Central High School.


Already excited for autumn? Check out the Frankfort Fall Festival.


When: Aug. 30-Sept. 1


Where: Downtown Frankfort, Oak and Kansas Streets, Frankfort


The village of Frankfort in the South Suburbs rolls out the red carpet for fall and the 250,000 people expected at this festival honoring the season. More than 300 artisans will be displaying and selling their unique creations, which includes everything from candles to clothes to crafts. Your family will love to check out the rides at the carnival or grab a bite to eat at their food court. The parade steps off at 1 p.m. on Sunday from Pacific and Maple.


Care more about food than seasons? Visit the Great American Lobster Fest at Navy Pier.


When: Aug. 30-Sept. 1


Where: Navy Pier, 600 E. Grand Ave., Chicago


The Midwest’s largest lobster and seafood festival is a chance to enjoy both live lobster flown in fresh from the cold waters of the East Coast and family-friendly games and activities. It’s held at the end of Navy Pier and in the Aon Grand Ballroom. You can purchase a meal in advance, which is recommended. If you’re not a seafood fan, fear not! They have land-based options, like steak, and vegetarian meals (mac-n-cheese).

Photo Credit: Chicago Jazz Festival


Is music your thing? You’ll love the Chicago Jazz Festival in Millennium Park.


When: Aug. 30-Sept. 1


Where: Millennium Park, 201 E. Randolph St., Chicago


Enjoying a picnic on the lawn and a jazz concert at Pritzker Pavilion in Millennium Park could be the perfect way to close out the summer. Even better, admission is free. There is also an art fair held in the Wrigley Square section of Millennium Park.


Want to get your artistic juices flowing? Go to the African Festival of the Arts in Washington Park.


When: Aug. 30-Sept. 2


Where: Washington Park, 5531 S. Martin Luther King Drive, Chicago


The collectible fine art on display is amazing, but chances are your kids will make a beeline for the Bernice Gardner Children & Family Pavilion, which will be home to activities for little ones. Also, don’t miss the Children’s Book Pavilion. Food options include authentic African-cuisine and Caribbean favorites as well as Cajun and soul food from around the world.


Does your family love country? Feel like you’re in Nashville at Highwood’s Nashwood.


When: Aug. 30-Sept. 1


Where: Highwood Days, 130 Highwood Ave., Highwood


Take out your cowboy boots and wear your hats because country attire is encouraged at this street festival. Highwood transforms its downtown into the Honky Tonk Row. Including more than 80 live music acts and Southern-inspired food, families will enjoy free dance lessons at Tito’s Two Step Stage and seeing The Windy City Elvis, Michael St. Angel, perform on the Family Friendly Line Up both on Saturday evening.

Photo Credit: Bristol Renaissance Faire


Love trying new international food? Get a taste of Polish culture at Taste of Polonia.


When: Aug. 30-Sept. 2


Where: Copernicus Center, 5216 W. Lawrence Ave., Chicago


Head over to one of the largest Polish festivals in the nation. After you’ve eaten enough pierogis and Polish sausages, spend some time at the Kids Zone where you’ll find plenty of family-friendly fun including karate demonstrations, bubbles, Mary Macaroni and more. Don’t forget to stop by the Annex to learn about Polish history in Chicago with an exhibit from the Polish Museum of America.


Want to travel back in time? Don’t miss your last chance to attend the Bristol Renaissance Faire.


When: Aug. 31-Sept. 2


Where: 12550 120th Ave., Kenosha, Wisc.


Experience the magic as Bristol Renaissance Faire closes out the season during Labor Day weekend. Visitors can explore through Elizabethan England with 16th-century games, rides, arts, crafts, food and more. If your kiddos love a challenge, check out Kids Quest, a live-action adventure where kids ages 4-10 help out Puss in Boots in a world of pirates and princesses.


Wish it was St. Patrick’s Day? Celebrate it early at Long Grove’s Irish Days.


When: Aug. 31-Sept. 2


Where: 308 Old McHenry Road, Long Grove


Celebrate Irish culture with food, music and drinks. The Irish American Heritage Center will be there to discuss Irish cultural opportunities and families will love to see the Irish Dog Competition. There’s a panel of children judges that will choose a king, queen, prince and princess pups.



Follow Chicago Parent on Instagram.



This article was originally published on Aug. 30, 2017. It has been updated with the most recent information.


- Advertisement -


11 Awesome Chicagoland Playgrounds to Explore with Kids

Go on your next playground adventure!

New Virtual Community Lets Teens Share Big Ideas

Fostering an innovative mindset in tomorrow's leaders.

How Kids With Special Needs Transition to a Productive Life

Brought to you by Northside Learning Center High School.

- Advertisement -