Annual Events

• Farmers Market- May-Oct  - Occurs every Tuesday May through October, and is now located at Kellermans Feed Store along HWY 13/127 from 3:00 P.M. to 6:00 P.M. Lots of fresh, in season, locally grown fruits and veggies, home made gifts, art, flowers and baked goods.

  • Demolition Derby - May 7th . This "crash em up" derby is held at the Perry County Fairgrounds.
  • Perry County Fair-June  - The oldest continuous fair in Illinois, the Perry County Fair held mid June, has a variety of events and activities. It is located at the Perry County Fairgrounds.

• IL Rural Heritage Museum's Annual Tractor Drive - June 4, 2016  -Drive your tractor through the more scenic routes of Pinckneyville and come back for a great time with "Nadine" and her comedy hour along with various food concessions! This event is a great fundraiser for the IL Rural Heritage Museum.

  • Collectors Caravan - June 11, 2016 - Calling all "junkers" and repurposers of all things vintage!  A festival of crafts, antiques, and repurposed items held on the City Square along with food vendors.
  • • St Bruno's Parish Picnic- July  - This annual picnic, held on the grounds of the Pinckneyville K of C Hall is a major fundraiser for St Bruno's Parish. With Music, Dancing, Bingo, Food, and games, this fun for all picnic is held on the third Saturday in July.
  • Family Night in the Park - July  - Held the last Friday in July this event is put on by the Pinckneyville Police Department, Fire Department, and Ambulance Service. Free food, drinks, and activities for the entire family ranging from a magic show to a Police officer donut eating contest.

• Hearts for the Arts - August 6, 2016 -In it's third year, this art festival is held in the City Park and is a fundraising event for the Perry-Jackson Child Advocacy Center.  The festival is home to the "Chalk the Walk" sidewalk chalk competition and local artists and vendors with various products for sale.  The evening event concludes with music and dancing near the Pheasant Hollow Wine tent.

  • • ATA Steam Gas & Power Show- Aug- Located at the Perry County Fairgrounds on the third weekend in August this show put on by the American Thresherman Association has a variety of events including tractor pulls, truck pulls, and even horse pulls!
  • • City Wide Yard Sale- 3rd weekend in Aug- Sponsored by the Chamber of Commerce this City Wide event held in conjunction with the ATA show will help you sell your treasures and find new ones.
  • • Pinckneyville Fall Classic 8K Run- Oct -This run is a USATF certified course and is held at the Perry County Fairgrounds. Includes a free T-shirt, attendance prizes, refreshments, and awards following the race.
  • • American Thresherman Fall Show- Oct - Similar to the August show this Fall show is also put on by the American Thresherman Association the third weekend in October includes tractor pulls and much more!

• Mardi Gras (fall festival)- Oct -The Pinckneyville Chamber of Commerce is the proud organizer of the area's largest Halloween Festival. Join us for a flea market, wine tasting, car show and spectacular night time parade the last Saturday in October.


  • Masquerade Party and Silent Auction- Oct - This exciting event is a major fundraiser for  the Foundation for Pinckneyville. Come enjoy a jazz band, delicious hors d’oeuvres and desserts, hilarious costumes, prizes, and a live and silent auction.  
  • • Duster Thomas Hoops Classic- Dec - Holiday Basketball tournament held at the Thomas Gym in remembrance of Duster Thomas.

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