• Week & Weekend To-Dos | 1/14 – 1/20

    . Wednesday 1/14: ▪️Lanier Mansion State Historic Site Tours | 10AM-12PM-2PM-4PM ▪️Buy 1 Lane, Get 1 Free at Vintage Lanes 4-9PM ▪️Shop LIVE with Fine Threads 5PM ▪️Open Mic at 1st Street Saloon . Thursday 1/15: ▪️Lanier Mansion Tours | 10AM-12PM-2PM-4PM ▪️Line Dancing at Mad Paddle Brewstillery  . Friday 1/16: ▪️Lanier Mansion Tours | 10AM-12PM-2PM-4PM ▪️Madison Trolley Line Guided Tours […]

  • Rumble on the River Car Show

    Madison Riverfront Madison, IN, United States

    WHERE HORSEPOWER MEETS HEART— Rumble on the River brings classic cars, live music, & community together for a cause. From classic cars and custom builds to bikes and trucks, you’ll find rows of polished chrome and horsepower lining the streets. Enjoy live music, food trucks, and local vendors, and don’t miss the opportunity to connect with fellow car enthusiasts who […]

    Free*
  • Madison Regatta

    Madison Riverfront Madison, IN, United States

    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    

  • Roostertail Music Festival

    Bicentennial Park 106 West Vaughn Dr., Madison, IN, United States

    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/ […]

    See Ticket Combos
  • City of Madison Hometown USA Parade

    Main Street Madison, IN, United States

    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.

    Free
  • Wings & Wheels

    Madison Municipal Airport (KIMS) 3919 W Ims Ln, Madison, IN, United States

    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 […]

    FREE
  • Rockin’ on the River Car Show & Concert

    Madison Riverfront Madison, IN, United States

    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 […]

    Free Admission to Public
  • Unbroken Circle Music Festival

    Bicentennial Park 106 West Vaughn Dr., Madison, IN, United States

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

    Varies
  • Fall Old Court House Days

    Jefferson County Courthouse 300 East Main Street, Madison, IN, United States

    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

    FREE
  • 25th Annual Madison Airshow

    Madison Municipal Airport (KIMS) 3919 W Ims Ln, Madison, IN, United States

    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  

    Free – $10