Harbor Country Events for Every Season
A locally curated guide to the best of Harbor County and Northwest Indiana
Michigan's Longest Yard Sale
August 7 – 9, 2026: Michigan’s longest yard sale held every year during the second week of August is on U.S. 12 from New Buffalo to Detroit. The highway, the nation’s second-oldest, stretches along an old Native American trail. It is one of 16 Michigan Heritage Routes, designated by the State Legislature to preserve its historic highways. The yard sale has been an annual event since 2003. For more information and an online, interactive map showing sale locations, visit www.us12heritagetrail.com...
Ship and Shore Blues & Soul Festival
Lions Park Pavilion
Starts: 1 ‐ Ends: 10
Ship & Shore Blues & Soul Festival
August 8–9, 2026 | Lions Park Pavilion | New Buffalo, MI
A New Buffalo tradition returns with a fresh twist! The historic Ship & Shore Festival has been reimagined as the Ship & Shore Blues & Soul Festival, featuring two days of live blues and soul music, delicious local food, Michigan craft beer and wine, and family-friendly fun along the Lake Michigan shoreline.
Enjoy performances from talented regional artists beginning at 1:00 p.m. each day, browse food vendors including La Patrona, Prize Pig Barbecue, and Cabo Ice Cream, and relax with friends and family in a beautiful waterfront setting. Bring your lawn chairs and settle in for an unforgettable end-of-summer celebration.
Produced by Exit One Events, this community festival celebrates the music, culture, and welcoming spirit that make New Buffalo a favorite Southwest Michigan destination.
Rain or shine. For tickets and more information, visit ExitOneEvents.org.
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iRock Jazz Fest
Lions Park 101 Marquette Drive, New Buffalo MI 49117
Starts: 11am ‐ Ends: 9pm
Experience the magic of smooth and classic jazz performed by local and regional talent, paired with fine wines, craft beverages, and gourmet cuisine along the shores of Lake Michigan. iRock Jazz & Wine is where music lovers, creatives, and connoisseurs gather to celebrate the enduring spirit, artistry, and rhythm of jazz....
Three Oaks Oaktoberfest 2026
Three Oaks American Legion
The 2026 Oaktoberfest in Three Oaks, Michigan runs from September 18 to September 20 at the Three Oaks American Legion (204 W. Linden St.). The weekend features German food, carnival games, live music, and the Battle of the Brewmasters competition. ...
Apple Cider Century
Three Oaks, MI
Starts: 7:30
Sunday, September 27, 2026 | Three Oaks, Michigan
One of the Midwest's largest and longest-running cycling events, the Apple Cider Century invites riders of all skill levels to experience the beauty of Harbor Country in the fall. Choose from routes ranging from 15 to 100 miles as you pedal through scenic orchards, forests, vineyards, and charming small towns. After the ride, enjoy fresh apples and cider, local vendors, live music, and delicious food while celebrating one of the region's favorite autumn traditions. More Info...
Beachglass Brewfest
Downtown New Buffalo
Starts: 11am ‐ Ends: 6pm
A celebration of Midwest craft culture set in downtown New Buffalo along Whittaker Street — with Lake Michigan as its backdrop.
Explore a vibrant lineup of regional breweries, wineries, cideries, and distilleries, paired with local eats, live music, and a relaxed summer vibe. Blending the artistry of brewing with the charm of lakeside living, Beach Glass BrewFest brings together beer lovers, wine enthusiasts, foodies, and friends for an unforgettable Whittaker Street experience. ...
St Joe Luminary
Downtown St Joseph, MI
Starts: 5pm ‐ Ends: 8pm
Luminarias will light your way as you stroll through and explore downtown St. Joseph from 5:00p-8:00p during Luminary! Participating locations invite you to eat, shop, drink and be merry while you enjoy this charming lakeside town. More info...