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Chillin’ in Charles City – 2nd Annual Signature Event
Join us for the 2nd Annual Chillin’ in Charles City Signature Event, October 10–12, 2025! This weekend-long celebration kicks off Friday evening with music, community, and fun across Charles City. Each day brings live entertainment, food, and activities at local favorites like Cul’s Courthouse Grille, Honey Tree Hill Farm, Peace Hill Farm, Indian Fields Tavern, Charles City County Parks & Recreation, Udder Nonsense, and Market 5.
Experience some of the best our County has to offer — from outdoor concerts and farm experiences to delicious local dining and special community gatherings. Bring your friends, grab a lawn chair or blanket, and come enjoy three incredible days of music, food, and fellowship in beautiful Charles City, VA.
Peace Hill Farm – Friday, October 10. Chillin’ in Charles City Afternoon Tea. More Info
Market 5 – Friday, October 10, 5pm – 8pm. Performance by the Sounds Funny Band
Blue Heron – Friday, October 10, 6pm – 9pm. Performance by the ChickaHarmony Band
Cul’s Courthouse Grill – Friday, October 10, 6pm – 9pm. Performance by Sammy Lee
Indian Fields – Friday, October 10, 6pm – 9pm. Jack Willhite’s Rock and Roll Comedy Show
Honey Tree Hill Farm – Saturday, October 11, 10am – 4pm. Art Show and Sale. View the Flyer
Charles City Parks and Recreation – Friday, October 11, 10am – 5pm. Harvest Festival. View the Flyer
Cul’s Courthouse Grill – Saturday, October, 11, 11am – 4pm. Market Day in the Country
Buckland Flowers and Produce – Saturday, October 11, 12pm – 6pm. Classic Car Cruise-in. View the Flyer
Indian Fields – Saturday, October 11, 1pm. Jon Smith in the brewery courtyard
Market 5 – Saturday, October 11, 6pm – 9pm. Couples Art Night at HRMNi Art Gallery. View the Flyer
Indian Fields – Saturday, October 11, 6pm – 9pm. Alter Ego Band
Peace Hill Farm – Sunday Brunch, October 12. More Info
Udder Nonsense Creamery – Sunday, October 12, 11am – 3pm. Farm Day
Cul’s Courthouse Grill – Sunday, October 12, 12pm – 3pm. The Heart of Charles City Presents: Michael Corman
Indian Fields – Sunday, October 12, 1pm – 4pm Turner’s Body Shop Trio,