• Simpatico, Italy’s Finest Venue at WineFest St. Michaels

    104 Railroad Avenue St Michaels, Maryland

    Experience WineFest St. Michaels at Simpatico, Italy's Finest with our Italian Wine Importers as we take you on a tour of Italy and you taste through our fabulous selection of 40+ all Italian wines! Special Italian Menu will be available for lunch. Salute! For more information, to see the special

  • Simpatico, Italy’s Finest Venue at WineFest St. Michaels

    104 Railroad Avenue St Michaels, Maryland

    April 25th and 26th! Experience WineFest St. Michaels at Simpatico, Italy's Finest with our Italian Wine Importers as we take you on a tour of Italy and you taste through our fabulous selection of 40+ all Italian wines! Special Italian Menu will be available for lunch. Salute! For more information,

  • Secrets & Backstories of the Constitutional Convention

    Easton Family YMCA 202 Peachblossom Rd, Easton, MD, United States

    "Secrets and Backstories of the U.S. Constitution" offers a vivid, behind‑the‑scenes look at the Constitutional Convention of 1787, a gathering held entirely in secret inside the Pennsylvania Statehouse for nearly four intense months. This session dives into the competing visions of government that collided in Philadelphia that summer, and the

    $30.00
  • The Love Song of J. Alfred Prufrock

    Talbot County Chamber of Commerce 101 Marlboro Ave, Easton, United States

    T.S. Eliot, an American who later became a British citizen, reshaped modern literature with his bold, unsettling, and deeply human voice. Prufrock, the opening poem of his 1917 debut collection, was so unconventional that early publishers called it “absolutely insane.” Today, it remains a touchstone of modernism—mysterious, witty, haunting, and

    $30.00
  • The Hidden Genius of Lincoln’s Gettysburg Address

    Easton Family YMCA 202 Peachblossom Rd, Easton, MD, United States

    Most of us can recite the opening line of the Gettysburg Address, but far fewer understand why this brief speech has endured as one of the most powerful pieces of rhetoric in American history. Delivered at the dedication of the Gettysburg Soldiers’ Cemetery, Lincoln’s remarks reshaped the nation’s understanding of

    $30.00
  • Help Working Artist Forum create the Talbot250 Paper Quilt

    The Market at Dover Station, 500 Dover Road, Easton, MD 500 Dover Road, Easton, MD, United States

    Come write a few lines about your connection to Talbot County on a paper quilt piece--What it is you love here, share a memory, reflect on the County’s history, or honor someone you think made a difference. The Talbot250 Paper Quilt is a community project by Working Artists Forum. One

    Free
  • Eden Town Brewing Company Tour and Tasting

    Eden Town Brewing Company 108 N. 8th Street, Denton, MD, United States

    Celebrate Cinco de Mayo with a fun, flavorful outing to Eden Town Brewing Company in Denton, one of the Eastern Shore’s newest and most welcoming craft breweries. You’ll get an insider’s look at how beer is made—from grain to glass—led by the head brewer who brings the whole process to

    $40.00
  • Tracks Through Time: The History of Delmarva Railroads

    Easton Family YMCA 202 Peachblossom Rd, Easton, MD, United States

    Trace the story of rail on Delmarva from its beginnings with the New Castle and Frenchtown Railroad in the 1830s through the booms, declines, and modern-day operations that continue to influence the region. This course connects the evolution of rail to the economic and social forces that defined Delmarva’s past

    $60.00
  • Understanding Local Development and Land Use Decisions

    Easton Family YMCA 202 Peachblossom Rd, Easton, MD, United States

    Every new subdivision, road, trail, or commercial project begins long before the first shovel hits the ground. This four‑week course offers a clear, accessible introduction to how those decisions are made and why they matter for the character, economy, and environment of our region. We’ll explore the basics of land

    $60.00
  • 2026 Empowering Health Conference

    online 12 Constance Street, London, England, United Kingdom

    Bridging the Future of Health: Empowering Communities through Technological Preparedness, Innovation, & Accessibility Thursday, May 7, 2026 | 9 a.m.–4 p.m. | Virtual on Zoom Free & Open to the Public Learn more → https://marylandersonline.umd.edu/2026-health-technology-conference/ Register by May 6, 2026: https://umd.zoom.us/meeting/register/YuA3UFUrTYqtdKSYiyQwmA    The 2026 Empowering Health Conference invites you to

    Free
  • TALBOT COUNTY TOUR of the MARYLAND HOUSE & GARDEN PILGRIMAGE

    May 9: In celebration of America 250, visitors taking the TALBOT COUNTY TOUR of the MARYLAND HOUSE & GARDEN PILGRIMAGE will experience an array of stellar homes, gardens and nationally significant historic sites from 10 am to 5 pm, rain or shine.Touring gives rare access to iconic private properties that

  • Budgeting on a Shoestring

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

    This workshop is designed for anyone looking to make the most of a limited income—retirees, students, those facing a sudden loss of a household income, or anyone who simply wants to feel more in control of their finances. Sade’ will walk us through smart budgeting habits, how to separate needs

    Free
  • Art exhibition reception: Shorelines of Time – Celebrating Talbot250

    The Market at Dover Station 500 Dover Road, Easton, MD, United States

    The Working Artists’ Forum presents Shorelines of Time: Celebrating Talbot250, a community-centered art exhibition exploring the landscapes, livelihoods, and stories that define life on Maryland’s Eastern Shore. The exhibition invites viewers to experience Talbot County through the eyes of local artists, whose works reflect the region’s rich heritage and natural beauty.

    Free
  • The Brandywine Museum and the Wyeth Legacy

    Easton Fire House 315 Leonard Rieck Drive, Easton, Maryland

    Spend a relaxing, art‑filled day exploring the Brandywine Museum of Art and the landscapes that inspired three generations of the Wyeth family. This trip offers a seamless way to experience the art, homes, and studios of N.C. Wyeth, Andrew Wyeth, and Jamie Wyeth—without the hassle of driving or planning. We’ll

    $133.00
  • 42nd Fine Arts Preview Party

    Oxford Community Center 200 Oxford Rd., Oxford, MD

    May 15: 42nd Fine Arts Preview Party, 6-8pm at the Oxford Community Center, Oxford. Join us for the Annual Preview Party and Fine Arts weekend kickoff. The Preview Party provides attendees the only guaranteed chance to ‘Meet the Artists’, view the full exhibit and the first chance to buy amazing

  • 42nd Fine Arts Fair at the OCC

    Oxford Community Center 200 Oxford Rd., Oxford, MD

    May 16-17: 42nd Fine Arts Fair at the OCC, 10am-5pm at the Oxford Community Center. The 42nd Annual Oxford Fine Arts weekend is set for Saturday, May 16th, 10am-5pm and Sunday, May 17th from 10am to 4pm. The prestigious juried exhibition and sales show is well known throughout the area

  • Preston Garden Tour

    Preston Historical Society 167 Main Street, Preston

    May 16: Preston Garden Tour, 9:00 - 3:00. Sponsored by Preston Historical Society with proceeds going to support Preston Historical Museum which is a wonderful community asset. Enjoy the beautiful gardens in Preston, some of which are hidden in residents backyards. Tickets are $25 before May 16th and $30 the

  • Oyster Planting Excursion on the Skipjack Nathan

    Horn Point Laboratory 2020 Horns Point Road, Cambridge, MD, United States

    Join us for a hands‑on experience aboard the Skipjack Nathan of Dorchester as we explore oyster ecology and help plant oyster spat at a designated sanctuary. Both trip options include time with the crew as they dredge for oysters and demonstrate how spat is planted—one adds a tour of Horn

    $65.00
  • Downsizing Your Home

    Easton Family YMCA 202 Peachblossom Rd, Easton, MD, United States

    Moving—and even the idea of downsizing—can feel overwhelming. Whether you’re planning a move, simplifying your home, or just trying to get a handle on clutter, this class offers calm, practical guidance for tackling what can feel like an impossible task. Nadine will walk you through how to approach downsizing thoughtfully

    $30.00
  • Tilghman Little Big Market

    Tilghman Island Post Office

    May 24: Tilghman Little Big Market held at the Tilghman Island Post Office parking lot, 8:30am-12pm. Highlighting local farmers, local restaurants, bakers, musicians, artists and more.

  • Preston Lions and Firemens Carnival

    May 25-30: Preston Lions and Firemens Carnival, Williamson Street, Preston, 7-10pm nightly. Bracelets every night $30. Pay one price & ride all rides. Parade Tuesday night, May 26th. Rain date, May 27th. Bingo, food & drinks, cake booth, games and lots of fun! For more information call 443-786-0324.

  • Angels and Demons in Literature and the Arts

    Easton Family YMCA 202 Peachblossom Rd, Easton, MD, United States

    For centuries, angels and demons have inspired artists and writers to explore the boundaries between good and evil, the sacred and the profane, the human and the divine. This course examines the origins of these powerful figures and how they have been portrayed across literature and the arts. Together, we’ll

    $70.00
  • Healthy Tilghman 5K / 1 Mile

    May 30: Healthy Tilghman 5K / 1 Mile at 9am, 4787 Black Walnut Point Rd., Tilghman. Register at https://runsignup.com/Race/MD/Tilghman/HealthyTilghman5kor1mileRunorWalk or email Dbrookhouser@gmail. or call 443-786-0748.