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  • 22nd Annual Plein Air Easton

    July 10-20: The 22nd Annual Plein Air Easton. Plein Air Easton is the largest and most prestigious juried Plein Air painting competition in the United States. Artists from all over the U.S. and beyond participate in this week-long festival. Amateurs can also join in the fun during the highly anticipated

  • Canvases of the Cosmos with Roland Comtois

    104 Railroad Avenue St Michaels, Maryland

    Visionary artist Roland Comtois invites the public to experiencean extraordinary weekend where art, light, and imagination converge during Canvases of the Cosmos, a captivating exhibition at Simpatico Trattoria, located at 104 Railroad Ave., St. Michaels, MD. Following acclaimed gallery exhibitions in Connecticut and Rhode Island, Roland Comtois presents the next

  • Baywater Classic Golf Tournament

    July 30: Baywater Classic Golf Tournament, Queenstown Harbor. Exciting contests and amazing prizes. Register your team at baywaterwomens.com or call 410-822-1869.

  • Trappe Vol. Fire Co. Annual Fair

    July 30-Aug. 1: Trappe Vol. Fire Co. Annual Fair. The fair is open from 6pm-10pm each night! We will have delicious food, fire truck rides, hayrides, games, cake wheel, silent auction & lots more. Music & entertainment by Shelley Abbott! Don’t miss our parade Saturday at 6pm.

  • Free Summer Adventure Movie Series – Raiders of The Lost Ark

    Talbot County Library, Easton, Maryland 100 West Dover Street, Easton, Maryland

    July 31: Free Summer Adventure Movie Series – Raiders of The Lost Ark - 2pm. Talbot County Free Library, 100 W. Dover Street, Easton. Free admission. Refreshments will be served. Presented by the Talbot County Free Library and the Chesapeake Film Festival.

  • Classic Sicilian Bites Cooking Class 2 PM

    104 Railroad Avenue St Michaels, Maryland

    Join us for a class where we explore classic Sicilian flavors with 3 courses and 3 wines! Taught by Chef Dawn and Bobbi Parlett with an accompanied wine pairing. For more information, the menu, and to purchase tickets, click here: https://www.simpaticostmichaels.com/events-1/classic-sicilian-bites-cooking-class-2-pm

    $78

  • Classic Sicilian Bites Cooking Class 12 Noon

    104 Railroad Avenue St Michaels, Maryland

    Join us for a class where we explore classic Sicilian flavors with 3 courses and 3 wines! Taught by Chef Dawn and Bobbi Parlett with an accompanied wine pairing. For more information, the menu, and to purchase tickets, click here: https://www.simpaticostmichaels.com/events-1/classic-sicilian-bites-cooking-class-12-noon

    $78

  • Summer Sing Choir Festival

    Waterfowl Festival Building 40 S. Harrison Street, Easton, Maryland

    Aug. 1: Summer Sing Choir Festival, 7pm at the Waterfowl Festival Building, 40 S. Harrison St., Easton, 7pm. Free Admission. Allegro Academy's most anticipated event, the Summer Sing Choir Festival invites singers from across the Mid-Shore to join the intergenerational community choral event. Come Alive!: Music from Stage and Screen,

  • 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