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Festivals in Madison, IN.
Festivals, Wine-Beer Events

Featured Events

April 5 - 6, 2025

thecommunityroadshow.com

(810) 348-9348
Indiana State Fairground and Event Center - Indianapolis, IN

The Community Roadshow is a multi-vendor sales event featuring commercial sales/services, 501c3, direct sales, artists, retail/wholesale, and arts and crafts. There will be activities both days including vendor exhibitions, entertainment, prize giveaways, and military events.

June 13 - 15, 2025

crawfordsvillestrawberryfest.com

(765) 918-2759
Lane Place Antebellum Mansion - Crawfordsville, IN

Three days of food, crafts, children's booths, athletic events, car shows and fantastic entertainment with Friday and Saturday nights of national-level entertainment shows.

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Events in Madison, IN — upcoming

November 29 - December 24, 2024

Madison Indiana's Festival of Trees

Lanthier Winery & Distillery, Madison, IN

Status: Updated 1/6/2024

A Holiday Celebration organized by Lanthier Winery.
This Indiana Holiday Celebration will have commercial/retail exhibitors and no food booths. This event will also include: spectacular christmas tree exhibition, wine tasting, holiday shopping, lighted garden.
Spring Old Court Days
May 2025 (dates not updated)

Spring Old Court Days

Jefferson County Courthouse, Madison, IN

Status: Updated 3/4/2024

A Festival organized by Pilot Club of Madison.
This Indiana Festival will have antique/collectibles, commercial/retail, crafts, film, fine art, fine craft and flea market exhibitors, and 10 food booths.
Madison Regatta
July 2025 (dates not updated)

Madison Regatta

Downtown Madison Riverfront, Madison, IN

Status: Updated 6/14/2024

A Boat Auto Camping Show organized by Madison Regatta, Inc..
This Indiana Boat Auto Camping Show will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art and fine craft exhibitors, and tba food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 5pm-11pm, Sat 7am-12 midnight, Sun 7am-12 midnight. Admission tickets are $20 - $60. This event will also include: fireworks, parade, air show, boat races.
Madison Ribberfest BBQ & Blues
August 2025 (dates not updated)

Madison Ribberfest BBQ & Blues

Bicentennial Park, Madison, IN

Status: Updated 1/9/2024

A Blues Festival organized by Visit Madison, Inc..
This Indiana Blues Festival will have commercial/retail exhibitors and 12 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Fri 5pm-12 midnight, Sat 11am-12 midnight. Admission tickets are $50 - $60. This event will also include: kcb bbq cookoff(state, backyard, and kids), pigmania (concrete pig display), cornhole.
Harvest Celebration Festival
September 2025 (dates not updated)

Harvest Celebration Festival

Lanthier Winery Gardens and Courtyard, Madison, IN

Status: Updated 1/6/2024

A Wine-Beer Event organized by Lanthier Winery.
This Indiana Wine-Beer Event will have crafts, film, fine art, fine craft and homegrown products exhibitors, and 2 food booths. There will be 2 stages with Regional and Local talent and the hours will be All Days 9am-5pm. This event will also include: garden tours, wine and spirit tasting and sales.
Fall Old Court Days
September 2025 (dates not updated)

Fall Old Court Days

Jefferson County Courthouse, Madison, IN

Status: Updated 8/8/2024

A Festival organized by Pilot Club of Madison.
This Indiana Festival will have antique/collectibles, commercial/retail, crafts, film, fine art, fine craft and flea market exhibitors, and 10 food booths.
Madison Chautauqua Festival of Art
September 2025 (dates not updated)

Madison Chautauqua Festival of Art

Historic Neighborhood, Madison, IN

Status: Updated 1/28/2024

An Art Show organized by Madison Chautauqua Festival of Art.
This Indiana Art Show will have fine art and fine craft exhibitors, and 22 food booths. There will be 5 stages with Regional and Local talent and the hours will be Sat 10am-5pm, Sun 10am-5pm. This event will also include: entertainment garden with music, beer, chalk walk and kids area.