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Our annual festivals include:

  • Tractors, Trucks, & Big Stuff – March 1, 2025 – Liberty Park – a fun and hands-on learning experience for children to explore a variety of large trucks, heavy machinery, recreation vehicles, emergency vehicles, plus train rides, inflatables, and games.
  • Easter Egg Hunt – March 23, 2025 – Liberty Park – games, refreshments, Easter Bunny, and egg hunts for age groups.
  • Swing into Summer – May 1, 8, 15, and 22, 2025 – By the Caboose, 2103 Main Street – get ready for summer with live music, grilled hot dogs, petting zoo, inflatables, sand pit, games, face painting, and Photo Booth.
  • Downtown Farmers Market – June 3, 10, 17, 24, 2025- By the Caboose, 2103 Main Street – purchase fresh produce and prepared foods from local vendors.
  • Celebrate Scarecrow Season!
  • The Scarecrow Decorating Contest starts October 1, 2025. We invite businesses, churches, neighborhoods, schools, and organizations to participate in our Scarecrow Decorating Contest to make our city festive for the Fall!   Entries must be within the Madison City Limits, and the display must be ready for viewing by October 1, 2025.  Please make your entry festive, not scary.  Awards are announced after the Scarecrow Stroll on October 18 at the Madison the City Welcome Center.
  • The Scarecrow Stroll is October 18, 2025.Dress up as a scarecrow and join us for a one-half mile stroll through Downtown Madison followed by an Awards Party at the Madison the City Welcome Center.  Grand Marshal is Marshall Ramsey with special guests Stitch, Ms. Rachel, the Mississippi Swing Brass Band, and Merry Berry.
  • The Scarecrow Festival is October 23, 2025 – Liberty Park – Live music, inflatables, cake walk, train rides, games, photo booth, crafts, face painting, temporary tattoos, food vendors at the Festival.
  • The MS Cruisers Scarecrow Cruise and Car Show is October 24-25 at Liberty Park.  Trunk or Treat is Friday night.  Come and view more than 500 classic cars.
  • Merry Market – November 29, 2025 – get your Christmas shopping in early at this outdoor premier shopping event featuring the finest in unique arts and crafts from more than 150 vendors.  This year’s event will be at Liberty Park.
  • Christmas Festival of Trees – By the Caboose, 2103 Main Street – local organizations and businesses decorate and light Christmas trees next to the Miniature Village.  Trees will be ready by December 1.
  • Tree Lighting and Movie on Main – December 4, 2025
  • Christmas Parade – December 6, 2025
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