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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.

  • 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

  • Watermen’s Appreciation Day

    Chesapeake Bay Maritime Museum St. Michaels, MD, United States

    Aug. 9: Watermen’s Appreciation Day – 10am–4pm. Chesapeake Bay Maritime Museum, 213 N. Talbot Street, St. Michaels.

  • For All Seasons’ School Supplies Giveaway & Resource Fair

    Elks Lodge 1622 502 Dutchman's Lane, EASTON, MD, United States

    Aug. 12: For All Seasons' School Supplies Giveaway & Resource Fair. Join For All Seasons for a fun evening featuring FREE BACKPACKS, school supplies, community resources, games, food, raffles, and more to help students start the school year with confidence. Thank you to our generous sponsors for making this event

  • Tred Avon Players presents Dirty Rotten Scoundrels

    Oxford Community Center 200 Oxford Rd., Oxford, MD

    Aug. 13-23: Tred Avon Players presents Dirty Rotten Scoundrels. Musical Comedy. Music and Lyrics by David Yazbek, Book by Jeffrey Lane. Directed by JW Ruth. Two con men, a beautiful woman and the elite of the French Riviera collide in a “sexy and irreverent farce.” After meeting on a train,

  • Monteray Farm’s 1st Annual Sunflower Fest

    Aug. 15:  Monteray Farm’s 1st Annual Sunflower Fest, 9am-2pm. Admission $10 includes 3 stems of you pick sunflowers, one ticket for multiple door prizes, half of all admission proceeds will help children battling cancer. Local vendors, food trucks, face painting for the kids, live music, photo opts galore, stroll through

  • 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.

  • Community Talk: Chesapeake Forum Program Preview Party

    Oxford Community Center 200 Oxford Rd., Oxford, MD

    Aug. 19: Community Talk: Chesapeake Forum Program Preview Party, 5-7:00pm at Oxford Community Center. The Chesapeake Forum's Preview Party is a festive, community-oriented social event designed to introduce the upcoming semester's course catalog to lifelong learners. Attendees get a first look at the new roster of classes, trips, and hands-on

  • GOSPEL CONCERT SERIES

    Calvary Baptist Church 1120 Market Street, Denton, Maryland

    Aug, 21: Join us for our 2026 GOSPEL CONCERT SERIES at 6:30pm-9pm, We will have The Pine Ridge Boys (SC) and Mark Dubbeld Family (VA). A Love offering will be taken, and bottled water will be available (no food in church). For information, call Holiday Park 410-482-6797. All are welcome—Bring

  • Movie Night at Prager Family Center for the Arts American Graffiti

    Ebenezer Theater 17 South Washington Street, Easton, Maryland

    Aug. 21: Movie Night at Prager Family Center for the Arts American Graffiti – 7:30pm. Ebenezer Theater, 17 South Washington Street, Easton. Concessions available for Movie Nights include popcorn, slices from Roma Alla Pala, fresh baked cookies, and selections from the bar, including feature cocktails. 420-560-6358.

  • Free Summer Adventure Movie Series – National Treasure

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

    Aug 29: 2026 Free Summer Adventure Movie Series – National Treasure - 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.

  • Charity Boat Auction

    Chesapeake Bay Maritime Museum St. Michaels, MD, United States

    Sept. 5: Charity Boat Auction. The live auction begins at 11am along Chesapeake Bay Maritime Museum’s waterfront campus, where boats will be auctioned off to the highest bidders.

  • The Oxford Community Center and the Oxford Museum Present “A Taste of History”

    Oxford Community Center 200 Oxford Rd., Oxford, MD

    Sept. 10: The Oxford Community Center and the Oxford Museum Present “A Taste of History”, 5:30pm at the Oxford Community Center. Cookbook author and historian Joyce M. White. Speaker presentation with a food tasting included. Tickets $10. oxfordmuseummd.org

  • Speaker Meeting of the Tidewater Camera Club

    Sept. 14: The next speaker meeting of the Tidewater Camera Club will be on September 14, at Unitarian Universalist Fellowship. The meeting will start at 7pm, Doors open at 6:15pm, All are Welcome. The speaker and topic will be available on the TCC calendar when details are known. The website

  • Benedictine Chrome City Fundraiser Car and Motorcycle Show

    Benedictine 14299 Benedictine Ln, Ridgley, MD, United States

    Get your custom cars, classic cars, hot rods and motorcycles ready to roll down the mile-long lane on Benedictine’s campus in Ridgely, Maryland! The 2025 event saw hundreds of motorcycles, hot rods, classic, custom and vintage cars roll onto the campus! This important fundraiser provides an opportunity to support Benedictine

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