Things to Do in September
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.
Quilt Gardens
Keep the summer vibes going by checking out the 17 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. May 30 - September 15, annually.
Middlebury Fall Festival September, annually. 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. second weekend in September annually, the festival fun can be found at Memorial Park downtown. September 11 - 12, 2026. More info.
Corn Dog Festival
September 12, 2026 | 11am - 7pm
Well Crafted Artisan Village
Corndog Alley
Weiner Dog Costume Contest
Corndog King Contest
Acoustic Stage
Vintage Hometown Games
Favorite Returning Attractions
Corndog Eating Contest
Main Stage Entertainment
Nappanee Apple Festival
September 17 - 20, 2026. From Indiana’s largest apple pie at 7-feet to a weekend of family fun, the Nappanee Apple Festival 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! Annually September. More info.
Join us for the 25th annual Pumpkinvine Classic! A scenic bike ride through Northern Indiana that brings together families, casual cruisers, serious cyclists, and one of the best riding communities around. The ride supports the development and care of the Pumpkinvine Trail. Whether you're in it for the miles, the views, or just a good ride and a slice of pie, there’s a route for you. September 12, 2026 8am - Noon. More info.
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 evenings annually May - September. More info.
Michiana Mennonite Relief Sale
The heirloom quilts at the Michiana Mennonite Relief Sale will knock your socks off. Enter the bidding or just gorge on doughnuts, funnel cakes or pie as auctioneers wrangle sales for quilts, antiques, toys and other wares. September annually. September 25 - 26, 2026. More info.
Michiana Pottery Tour
Discover our talented community of makers at the annual Michiana Pottery Tour. The Michiana Pottery Tour includes more than 50 artists at multiple locations across northern Indiana and southwestern Michigan. September annually. September 26 - 27, 2026. Learn more.
Shipshewana Labor Day Flea Market
September 7 - 9, 2026. Labor Day annually. 8am-4pm. 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. More info.
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