Events
Calendar of Events
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1 event,
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, |
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2 events,
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"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
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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
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1 event,
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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
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1 event,
Purchase your ticket for a chance to win during WSW’s 12 Days of Christmas in July Raffle! Each ticket gives you one entry for 12 days of exciting prizes. Be sure to include your name, phone number, and email address on each ticket so we can contact you if you
$10
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3 events,
Shorelines of Time: Celebrating Talbot250, a community-centered art exhibition, explores the landscapes, livelihoods, and stories that define life on Maryland’s Eastern Shore. Viewers are invited to experience Talbot County through the eyes of local artists, whose works reflect the region’s rich heritage and natural beauty. The exhibition opens May 2 and
Free
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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
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3 events,
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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
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4 events,
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
Many remarkable composers never became widely known, yet left behind music that is inventive, beautiful, and full of personality. At the same time, even the most famous composers—Ravel, Strauss, Saint‑Saëns, Beethoven, Mozart, Tchaikovsky, and others—created works that remain overshadowed by their greatest hits. In this course, Muphen introduces us to
$80.00
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6 events,
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
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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
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5 events, |
8 events,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 
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
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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
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6 events, |
8 events,
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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
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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 |
8 events,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
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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 |
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6 events,
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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
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5 events, |
7 events,
Discover the joy of writing in a friendly, welcoming setting where creativity thrives. Each week, Adrianne Lasker guides participants through the fun of putting experiences, memories, and ideas into words—while learning how others hear and respond to your writing. This small‑group format creates a safe space to experiment, grow, and
$60.00
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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
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6 events, |
7 events,
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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. |
7 events,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. |
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7 events, |
7 events,
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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
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6 events,May 29-30: Tidewater Singers celebrating our 25th Season with Born of Our Singing. May 29, 7:30pm at Trinity Cathedral, Easton and May 30 at 4pm matinee at St. Paul’s, Oxford. Admission $20 at the door or in advance. Students free. |
7 events,
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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. |
6 events,June 2: The Caroline County Garden Club invites members of the public to join them on a bus trip to Mount Vernon to explore George Washington’s home and gardens, and to experience activities celebrating the 250th Anniversary of the United States. The cost is $125 and includes coach bus transportation, 
After the enthusiastic response to last fall’s History of the Papacy, Raymond returns with a focused look at the last two centuries, a period marked by dramatic transformation both within the Church and across the world. In the 19th century, the Papacy weathered the French Revolution, the imprisonment of popes,
$40.00
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6 events,
Many people reach a stage of life where they want to give back by supporting others— former colleagues, family members, friends, or mentees— but aren’t always sure how to be most helpful. This course is designed for people who already bring experience, perspective, and good intentions, but want a bit
$40.00
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7 events,June 5: Jazz pianist Joe Alterman returns to Oxford with acclaimed vocalist Lena Seikaly for an evening of joyful, swinging jazz at the Oxford Community Center, 7:30pm. Known for his hard-swinging style and infectious enthusiasm, Alterman has performed at major venues including the Kennedy Center, Lincoln Center, and Blue Note. |
9 events,June 6: Annual Talbot Humane Yard Sale, 8am-noon, 7894 Ocean Gateway, Easton. Reserve your spot today! www.talbothumane.org.
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June 6: Oxford Fire Community Auxiliary Rummage Sale, 9am-noon at the Oxford Fire Co., 300 Strand Rd. Sale 9-12. Bag Sale 11:30-12. Free Sale 12-12:30. Accepting donations, June 5 from 8-12. For more info. call 215-817-1850.
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June 6: The Talbot County Free Library is gearing up to celebrate the 11th Annual Chesapeake Children’s Book Festival (CCBF), on from 10am – 2pm at the Easton Branch on 100 W Dover Street. The festival is a free, one-day event that celebrates early literacy, community, and the joy of |