• Reflections on Gilbert Byron with Sue Ingram Keller

    Pickering Creek Audubon Center 11450 Audubon Lane, Easton, 21601

    Gilbert Byron, a native of Chestertown, MD, arrived in Lewes, DE in 1926 to teach History at Lewes School. Mollie Ingram, a recent widow raising 6 children, rented young Gilbert a room in her home on Kings Highway. Thus began a love affair between Gilbert, the town, and the families

    $10
  • 14th annual SADDLIN UP for BREAST CANCER TRAIL EVENT

    Tuckahoe Equestrian Center 619 Crouse Mill Road, Queen Anne, Maryland

    Sept. 19: 14th annual SADDLIN' UP for BREAST CANCER TRAIL EVENT at Tuckahoe Equestrian Center to benefit The Red Devils who provide life enhancing support services to breast cancer patients...All Pinked Out Parade/Contest...Raffles, Silent Auction, Ride on your own on marked trails, Lunch...camping with reservations...jacquiecowan@comcast.net / 410-215-4979 / https://www.facebook.com/saddlinupforbreastcancer

  • 34th Annual Native American Festival

    Sept. 19: 34th Annual Native American Festival, 214 Middle Street, Vienna. Bring your lawn chair and spend the day. Gates open at 10am. Grand entry at 11am. Close at 6pm. Native music - Ethnic food - Local Cuisine - Native Wares - Jewelry - Clothes - Crafts - Bake Table

  • Neavitt Flea Market

    Sept. 19: Neavitt Flea Market, from 8am to noon (no rain date). Unusual collectibles, tools, boat gear, antiques, books, furniture, sports equipment, pottery, dished, and houseware items. For more info. contact marjorie.vonrueden@gmail.com

  • St. Michaels Fire Department Fall Indoor Flea Market

    St. Michaels Fire Dept 1001 South Talbot Street, St. Michaels, MD

    Sept. 19: St. Michaels Fire Department Fall Indoor Flea Market, 8am to 1pm. Tables available - $20 a table. Contact Donna Cheezum to reserve your space at 410-924-9964. All spaces must be paid 1 week in advance to reserve your spot.

  • 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

  • Fall Humanities Sunday Series

    The Cambridge Woman's Club 417 High Street, Cambridge, MD, United States

    Join us for three inspiring afternoons of learning, conversation, and community! September 20: Poetry & Prosecco (Sue Ellen Thompson) October 18: Human Culture - Women in Native Life (Chief Donna "Wolf Mother" Abbott November 15: History & Theater - "Cyrano of the Suffragettes" (Elizabeth Cady Stanton)

    $10 – $25
  • Christian Troupers Concert

    Sept. 20: Christian Troupers Concert at 4pm, Christ Church of Federalsburg, 201 S. Main St., Federalsburg. Special guests Rev. Jack D. Cohen, MC & Jill Lynn Cohen.

  • 30th Annual Choptank Heritage Skipjack Race

    Sept. 26: 30th Annual Choptank Heritage Skipjack Race. Skipjacks will be moored at Long Wharf and along the bulkhead by the county building before and after the race. This is the third race in Maryland’s triple crown of skipjack races. Boats will have competed at the Deal Island Labor Day

  • Oxford Fire Company Auxiliary Rummage Sale

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

    Sept. 26: Oxford Fire Company Auxiliary Rummage Sale, 9am-noon at Oxford Vol. Fire Co, 300 Oxford Rd. Sale 9-12.  Bag Sale 11:30-12.  Free sale 12-12:30. Accepting donations, Fri., Saturday 25, 8-12. For more information call 215-817-1850.

  • 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
  • OCC Classic Cinema Club and the Oxford Museum Presents ‘1776’

    Oxford Community Center 200 Oxford Rd., Oxford, MD

    Sept. 30: OCC Classic Cinema Club and the Oxford Museum Presents ‘1776’, 3pm, at the Oxford Community Center. A historical Musical Drama starring William Daniels, Howard da Silva, Donald Madden, John Cullem, Ken Howard, and Blythe Danner. The film is a fictionalized account of the event leading up to the

  • Shoot For Success – Sporting Clays Tournament

    The Point at Pintail 511 Pintail Point Farm Lane, Queenstown, Maryland

    Oct. 2: Shoot For Success – Sporting Clays Tournament – The Point at Pintail, Queenstown, MD. Benefit Talbot County Chamber Foundation. Registration $500 Teams; $150 Individuals. Talbot County Chamber of Commerce.

  • Outdoor Movie Night ~ Hotel Transylvania

    Academy Art Museum 106 South Street, Easton, MD, United States

    Oct 2: Outdoor Movie Night Hotel Transylvania – Movies start when it’s dark. The Academy Art Museum, 106 South Street, Easton. Bring a chair and blanket. Framptom Funeral Home. Discovereaston.com

  • Easton’s Fall Kickoff

    Oct. 2-3: Carve out some time for Easton's Fall Kickoff. Shop, dine, and stroll the giant pumpkin trail in downtown Easton on Friday and Saturday. Our local shops and galleries are open and ready to help you stock up for the fall season.

  • Mason Dixon Deputies Cowboy Mounted Shooting Competition

    Tuckahoe Equestrian Center 619 Crouse Mill Road, Queen Anne, Maryland

    Oct. 10: Mason Dixon Deputies Cowboy Mounted Shooting Competition, 12pm, at the Tuckahoe Equestrian Center, 619 Crouse Mill Rd., Queen Anne. Competition events: Main Match, Shotgun, & Rifle. Must be a current CMSA card holder to compete. Free admission. Free for public and spectators to come cheer on their favorite

  • Pickering Creek Nature Mystery

    Pickering Creek Audubon Center 11450 Audubon Lane, Easton, 21601

    Put your nature detective skills to the test! Join us for a family-friendly scavenger hunt along the trails. Follow a map, solve clever clues, and search for signs of seeds, insects, birds, plants, and other wildlife as you work together to solve the Pickering Creek Nature Mystery. Explore at your

    $10
  • Talbot County’s 2nd Annual Witch Paddle for Breast Cancer Awareness

    Oct. 15: Talbot County’s 2nd Annual Witch Paddle for Breast Cancer Awareness is coming back from 4:30–7:30pm, 25876 Royal Oak Road, Easton, MD. Join us for an evening of community, fun, and support as we paddle together to raise awareness and make a difference in the fight against breast cancer.

  • Leaf-Peeping Paddle on Pickering Creek

    Pickering Creek Audubon Center 11450 Audubon Lane, Easton, 21601

    Enjoy a peaceful paddle along the scenic shores of Pickering Creek this fall! As evening sunset approaches, enjoy the striking colors of autumn begin to flush through the forest on both sides of the creek. Keep your eyes open for statuesque herons and eagles, and listen for fish jumping as

    $15