• 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 Piedmont Italian Table: A Regional Food and Wine Experience at Simpatico

    104 Railroad Avenue St Michaels, Maryland

    Transport yourself to the heart of Piedmont for an afternoon of authentic regional flavors, handcrafted dishes, and the wines that bring them to life. This is more than a cooking class — it's an immersive Italian experience. Join us as we explore the rustic traditions of Piedmont, Marco's Home area,

    $78.00
  • Arts Alive! 2nd Tuesday Lunchtime Concert

    Brookletts Place/Talbot Senior Center 400 Brookletts Ave, Easton, MD, United States

    Kicking off the Fall 2026 FREE monthly concert series...the Seth Kibel Trio, featuring Seth Kibel on clarinet/flute/saxophone, Flo Anito on vocals, and Michael Raitzyk on guitar, brings an engaging program of classic jazz and swing to the stage, with a special focus on the timeless music of the “Great American

    Free
  • Dining in Colonial Maryland

    Oxford Community Center 200 Oxford Rd., Oxford, MD

    Sept. 10: Dining in Colonial Maryland – a 250th Program, 5:00pm at the Oxford Community Center. Cookbook author and historian Joyce M. White will be speaking about historic foodways and material culture. The talk includes a buffet of food from the time prepared by Momma Maria’s. In partnership with the

  • 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

  • Tides of Grace invites families from across Maryland’s Eastern Shore to come together for Family Fun Day

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

    Sept. 12: Tides of Grace invites families from across Maryland’s Eastern Shore to come together for Family Fun Day, 2-5pm at the Caroline County 4-H Park in Denton, MD. Inflatables, carnival and giant yard games, craft and activity stations, face painting, temporary tattoos, a balloon artist, petting zoo, foam party,

  • Grocery Bingo at the Cordova Firehouse

    Cordova Fire Hall Cordova, MD

    Sept. 14: Grocery Bingo (2nd Monday due to Labor Day holiday) at the Cordova Firehouse. Doors open at 5:45 and games begin at 6:30. Refreshments are available. For more information, call Cathy at 410-924-6535.

  • 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

  • NARFE’s Meet and Greet

    Easton Library MD, United States

    Sept. 15: All Federal Retirees and Employees. Don’t miss NARFE’s Meet and Greet, 1:30-3:30pm, Talbot County Free Library, 100 W. Dover St., Easton. https://www.narfe.org/chapter0251/

  • CBMM’s Homeschool Day

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

    Sept. 16: CBMM’s Homeschool Day. Homeschool students and their adults are invited to CBMM’s Homeschool Day, selecting either a morning (10:15-11:45am) or afternoon (12:15-1:45pm) program, to explore the ecology of Chesapeake Bay. In this edition, homeschoolers will participate in the Design to Survive immersive tour. Participants will create their own

  • Constitution Day with Judge Davis

    Oxford Community Center 200 Oxford Rd., Oxford, MD

    Sept. 17: Constitution Day with Judge Davis, 5:30pm, Oxford Community Center. The Oxford Community Center is pleased to present our 2nd Annual program to celebrate Constitution and Citizenship Day, the federally designated day that celebrates the signing of the Constitution in 1787. The program will address the meaning of the

  • 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