Each May, downtown Madison, Indiana, comes alive with the Rumble on the River Car Show—a celebration of cars, community, and compassion. Whether you’re showing off your prized vehicle, spending the day with family, or simply soaking up the atmosphere of a vibrant local tradition, the Rumble on the River promises something for everyone. From classic cars and custom builds to […]

Annual running of the World's fastest Race Boats at over 200MPH! Admission Charged. 812-274-0400. Annual Event. TICKETS ON SALE NOW! | More info at www.madisonregatta.com | Follow on Facebook    

Indiana's newest music festival becomes part of our oldest boat racing tradition! Roostertail Music Festival. See a number of great Rock, Reggae and Country artists. Enjoy Food Trucks, Breweries, Fireworks, Racing and the best music acts you will see all SUMMER! Kid-friendly, come after the City of Madison/Madison Regatta Parade or come on down early, gates open at 4:30 p.m. www.madisonregatta.com/ […]

Celebrate the Independence Holiday with The City of Madison Hometown USA Parade. Starts at Jefferson Street at 6:00 p.m. Head over to the Roostertail Music Festival at Bicentennial Park after the parade. . If you are interested in being in the parade, fill this form out and submit to the City of Madison.

The Madison Regional Airport is thrilled to announce the Second Annual Wings & Wheels, taking place on Saturday, August 8th, from 10 AM to 4 PM. This exciting event celebrates the innovation and passion that unite the worlds of land and air. This unique gathering will bring together enthusiasts from both realms for a day filled with awe-inspiring displays, engaging […]

Rockin' on the River Car Show & Concert River Run Car Show - 10:00 a.m. Featuring classic cars, muscle cars, street rods, antique cars, restored originals, motorcycles, and special interest vehicles. Over 350 machines exhibited. Judging ends at 2pm, and trophies will be distributed at 4pm. Car Show Awards - 4:00 p.m. Best of Show Trophy; Best Class Trophy; Traveler's […]

• 3 DAYS • 20 BANDS • 1 CIRCLE | SEPTEMBER 10TH - 12TH, 2025 | BICENTENNIAL PARK LEARN MORE | Follow on Facebook & Instagram for more information and artist announcements!  

Unique handmade items, crafts, antiques, collectibles and delicious food selections around the courthouse square, Jefferson & Second St. and the city parking lot. All proceeds go back to the community. Free admission.  Saturday Fish Fry at Fairplay Fire Co. Sponsored by the Madison Pilot Club, www.pilotclubofmadison Fri 11am-6pm Sat - 9am-6pm Sun 10am-4pm

September 26, 2025 Enjoy the Madison Air Show starting at 10AM to experience everything from static aircraft displays, airplane and helicopter rides, aerobatic performances, delicious food, live music, and more! Admission $10/pp, children ages 14 and under are FREE. Parking is off-site. For more information, visit Madison Municipal Airport’s website: www.MadisonMunicipalAirport.com/airshow.html  

Enjoy Southern Indiana's premier outdoor juried fine arts & crafts show featuring artists & craftsmen from across the nation. Riverfront food fest, entertainment, and children's activity tent. Historic neighborhood between Broadway & Vine Streets and along Ohio Riverfront. Saturday and Sunday 10-5 p.m.  Free admission. 800-559-2956/812-265-2956.  Annual Event www.madisonchautauqua.com

9th ANNUAL MADISON RDC UTV/GOLF CART POKER RUN Saturday, October 3, 2025 Registration, Tailgate & Party - 9:00 a.m. - noon at the Gazebo on Vaughn Drive. Drive your UTV, ATV or Golf Cart to 15 designated stops in downtown Madison, pick a card at each stop. You have 4.5 hours to make up to 15 stops. Return to the […]