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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

  • Visit Framed Story Media at 9s Studios

    July 16: Visit Framed Story Media at 9s Studios from 5-7pm in Easton, MD with friends or solo for a 2hr Vision Board break that includes a studio portrait, printed and used in your collage. High resolution digital image sent to you after the event. You walk away with a

  • Patriot Cruises: Live Music

    July 18: Patriot Cruises: Live Music. Steve Lowe and the Lowe Downs will be performing during our Evening River Cruise at 5pm and Sunset River Cruise at 7pm.

  • Celebration of Summer Cooking Class 12 Noon

    104 Railroad Avenue St Michaels, Maryland

    Join us for a Cooking Class where we celebrate the flavors of summer with 3 courses and 3 wines! Taught by Chef Dawn and Bobbi Parlett with special paired wines with Russ Lorber of Wide Roots. For more information, the menu, and to purchase tickets, click here: https://www.simpaticostmichaels.com/events-1/celebration-of-summer-cooking-class-12-noon

    $78

  • Celebration of Summer Cooking Class 2 PM

    104 Railroad Avenue St Michaels, Maryland

    Join us for a Cooking Class where we celebrate the flavors of summer with 3 courses and 3 wines! Taught by Chef Dawn and Bobbi Parlett with special paired wines with Russ Lorber of Wide Roots. For more information, the menu, and to purchase tickets, click here: https://www.simpaticostmichaels.com/events-1/celebration-of-summer-cooking-class-2-pm

    $78

  • 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.

  • Oxford Regatta, including Log Canoes

    Aug. 7-9: Oxford Regatta, including Log Canoes. Watch the races along the Tred Avon River from one of our numerous waterfront areas in Oxford, Maryland! Oxford Regatta – Log Canoes, Opti’s, Stars & Shields, Penguins & Adult ILCA, Jr. C420, JR.

  • The Rocke-who? The Rocketeer

    Easton Airport Easton, Maryland

    Aug. 7: The Rocke-who? The Rocketeer! Bring a chair and a blanket for cinema under the stars! Our movie nights are free for all ages. Come and enjoy this thrilling, classic adventure at the Easton Airport, 8:30-10:30pm.

  • Discover Treasures Hidden in Easton

    Aug 8: Discover Treasures Hidden in Easton! Easton is host to a bevy of fantastic vintage and antique markets, all brimming with unique finds for the discerning eye. From curated collections to thrifty catch-alls, there's a shop for everyone with an interest in finding that perfect previously-owned piece. Spread out

  • 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.

  • St Michaels Community Center is holding an old-fashioned block party

    Aug. 8: St Michaels Community Center is holding an old-fashioned block party, 12-3pm. Food, music, face-painting, games and service vendors will be on-site. Bring the family! 103 Railroad Ave, St Michaels. For more information, ValP@StMichaelsCC.org

  • 2026 Free Summer Adventure Movie Series

    Easton Library MD, United States

    Aug. 8: 2026 Free Summer Adventure Movie Series – Stand By Me – 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.

  • Community Breakfast at the Oxford Firehouse

    Oxford Fire Co. 200 Oxford Rd., Oxford, MD

    Aug. 9: Community Breakfast at the Oxford Firehouse, 300 Oxford Road, Oxford, 8am-11am.. $12/adult, and kids under 12 eat free! Please check for event updates at https://www.facebook.com/OxfordFireCo