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  • Caroline-Dorchester County Fair

    Caroline County 4-H 8230 Detour Road, Denton, MD, United States

    Aug. 5-8: Caroline-Dorchester County Fair. For a full schedule of events and information on livestock shows, contests, demonstrations, and more family fun. Visit https://carolinedorchestercountyfair.com or find us on Facebook@ Caroline Dorchester County Fair.

  • 24th Annual Peach Festival

    Preston Fire Hall 3680 Choptank Road, Preston, Maryland

    Aug. 8: 24th Annual Peach Festival, 9am-2pm, at the Preston Fire Hall, 3680 Choptank Rd., Preston. Local peaches, ice cream, baked goods, scrapple sandwiches, soft crab sandwiches, crafters and vendors. Benefits Bethesda Methodist Church. For information call 410-673-7538. office@bethesdapreston.faith.

  • Caroline County Humane Society Pints for Paws

    Aug. 15: Caroline County Humane Society Pints for Paws, 12-5pm, Cow Barn, Ridgely, MD. Brewery Tastings, Food trucks, Live music, Vendors, Line Dancing, and Children’s Area. $25 pp includes 10 tastings. $40 gets you a t-shirt.

  • Frederick Douglass Day

    Join us for a full day of fun as we celebrate the life and legacy of Talbot County's most famous native son, Frederick Douglass. A street parade, welcome ceremony, a children's village filled with games, prizes, face painting, learning experiences, a marketplace filled with food and retail vendors, live entertainment,

    Free