Looking for some fun things to do with your family? There are plenty of kids activities, concerts and theater, and family-friendly festivals to keep you busy through the last days of summer.
Keep the summer vibes going by checking out the 13 gloriously blooming Quilt Gardens along the Heritage Trail. Bring your friends and fill up Instagram with beautiful quilt patterns that will remind you of your childhood. The gardens and the accompanying Quilt Murals are all located in our downtowns and green spaces, so it’s convenient to grab a bite to eat or go for a bike ride or hike while on your adventures.
Shipshewana Labor Day Flea Market
The Labor Day holiday is the perfect opportunity for a day of shopping the artisan crafts and unique finds of the Shipshewana Flea Market, 345 S. Van Buren St. (State Road 5), Shipshewana.
Homemade treats, games and craft vendors are among the ways that the Middlebury Fall Festival is a perfect way to welcome the autumn season. From 8 a.m. to 4 p.m. Friday and Saturday, September 5 - 6, 2025, the festival fun can be found at Memorial Park downtown.
Corn Dog Festival
September 6, 2025, 10am-7pm
Nappanee Apple Festival
From Indiana’s largest apple pie at 7-feet to a weekend of family fun, the Nappanee Apple Festival from September 18 - 21, 2025 is a can’t-miss event for the entire family. Find a good spot for the parade, then stroll downtown Nappanee trying other apple treats or sinking your teeth into savory bites. Live entertainment, music and craft vendors make it a full day!
Classic Car Cruise-in
The weekly Classic Car Cruise-in at Das Dutchman Essenhaus, 240 U.S. 20, Middlebury, welcomes hot rods, convertibles, sports cars and classic cars of all types. Stroll the beautiful, manicured grounds of Essenhaus from 4:30 to 8 p.m. Thursday, September 25, 2025, for the last cruise-in of the season.