Events
Experience the charm of centuries old architecture, breathtaking scenic vistas, and an endless array of exhilarating events geared to people of all ages. You'll discover Talbot County's rich culture and history, the arts, and the destination of your dreams.
Select month:
September, 2014
September 4, 2014

ST. MICHAELS....You're the Star!!! 6:30 pm - 8:00 pm. Admission free! Bring lawn chairs, picnic dinner, beverages (non-alcoholic), bug spray, dancing shoes and friends.
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September 5, 2014

EASTON....Browse an abundance of art galleries, antique and specialty shops. Dine at award winning restaurants, 5-8 p.m. On Saturday, we have started a new and exciting concept, “Sidewalk Saturday.” Local merchants feature items on their respective sidewalks – items that tie into the monthly theme. If you are still in town after 3pm you may even be invited into the businesses for some light snacks and drink.
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September 7, 2014

EASTON....Ride the beautiful back roads of Talbot County in support of clean water for our Midshore rivers and the Chesapeake Bay. Register now and save the date to experience the spectacular scenery and rich history of Maryland’s Eastern Shore. The Tour de Talbot features a century ride (100 miles), a metric (62 mile ride), and a 20 mile ride. All rides are supported, with food and drink at rest stops included in registration. The century and metric will kickoff at 7:30 am and the family ride will follow at 10:30 am. All rides will start and finish at the Calhoon MEBA Engineering School on the Miles River, culminating in an outdoor barbeque celebration. All donations benefit the Midshore RIVERKEEPER Conservancy and Chesapeake Bay Foundation. You can make general donations or fundraise by sponsoring a rider or by sponsoring a team! We thank you for your generosity and support!
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September 11, 2014

EASTON....Brown Box Theatre Project Presents Macbeth. Free to the public. 130 North Harrison Street, Easton. Performance begins at 7:30 pm.
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September 13, 2014

ST. MICHAELS....Be a part of the Museum’s fall gala fundraiser which includes cocktails, dinner, and dancing on Navy Point.
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September 17, 2014

OXFORD....El Galeón Andalucía is the only galeón class vessel in the world sailing today and docks in Oxford, Maryland September 17-20th! You don’t want to miss this free event, so come on down to the Ferry Dock in Oxford and take a stroll back in time. 10:00 am - 6:00 pm
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September 18, 2014

ST. MICHAELS....Come join with us Thursday, 9/18/14, at the celebration of the Frederick Douglass Riverwoods Apartment Homes at 111 Mitchell St. , St. Michaels, MD starting at 1 PM. There will be refreshments . There is no charge. After a few introductions and a few remarks, everyone is invited to see the “Taj ma Hal’ like apartments including the Frederick Douglass Community Center. The remarks will include a short bio of Douglass’ brief stay in St. Michaels ( 1833 –1836 ) and the enjoyable remarks of Carl and Evon Barnette, who both were students in the 18 year life of the segregated school’s life.
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September 19, 2014

EASTON....Bringing the finest in narrative, documentary, and short films to the Chesapeake Bay Community.
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September 20, 2014

WYE MILLS....The multi-family indoor and outdoor sale will take place from 8 a.m. to 1 p.m. Saturday, Sept. 20, rain or shine, at Old Wye Church,14114 Old Wye Mills Road. All proceeds go to the parish’s outreach programs and selected capital projects.
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September 27, 2014

ST. MICHAELS....The “Historic St. Michaels: Its People, Places and Happenings” tour will begin at the Museum where a diorama highlights the British attacks on St. Michaels on August 10 & 24, 1813 and the impact of these battles on the St. Michaels community. This will be followed by a leisurely walk though St. Mary’s Square to Muskrat Park and then on to Navy Point. Along the way you will see many original and restored houses from the 1800s while learning about life in a small waterfront village and the vibrant shipbuilding and seafood industries of that era. Featured are colorful stories of many of the people and events. Highlights include the history of the layout of St. Michaels by James Braddock, the cannon involved in the battle of St. Michaels and the Cannonball House that was struck by a cannon ball that rolled down the interior stairs and frightened a woman holding her baby. At Muskrat Park you will learn of the transition of Church Cove to Muskrat Green and see replicas of the cannons from 1813. Continuing down Locust Street you will come to “Hells Crossing” and at the foot of Carpenter Street is the Higgins Boatyard, the oldest continuously operated boat yard in town and one of several in operation in 1812. Then comes the Dodson House site of Frederick Douglass' 1877 return to reconcile with his master. Following on to Navy Point you get a good view of St. Michaels Harbor and will hear how Honeymoon Bridge was named, the seafood industry developed on Navy Point, plus a lot more about 19th Century activities in the harbor.
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September 27, 2014

EASTON....Airport Day at Easton Airport.
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September 27, 2014

EASTON....
Mark your calendar for Saturday, September 27, 2014 in celebration of Talbot County native Frederick Douglass, one of the nation’s most prominent figures in African-American and United States history. An abolitionist, editor, orator, author, statesman, women’s suffragist, and reformer, Douglass was firm believer in equality for all people and was fond of saying, “I would unite with anybody to do right and with nobody to do wrong”.

The celebration will be held in historic downtown Easton, Maryland from 11 am until 4 pm featuring educational opportunities, lectures by special guests, live music, exhibitors, vendors and a food court. A walking tour of “The Hill”, believed to be the oldest African-American community in the entire country, and news and findings from the 2014 summer’s archaeological dig are among the days’ highlights.

A Pre-event concert will be held at the Avalon Theatre on Friday, September 26 at the Avalon Theatre featuring ever-popular XPDs. Admission $35 per person. Concert will benefit the Frederick Douglass Honor Society’s scholarship fund.

The Frederick Douglass Day is presented by the Frederick Douglass Honor Society and Town of Easton.

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October, 2014
October 3, 2014

EASTON....Browse an abundance of art galleries, antique and specialty shops. Dine at award winning restaurants, 5-8 p.m. On Saturday, we have started a new and exciting concept, “Sidewalk Saturday.” Local merchants feature items on their respective sidewalks – items that tie into the monthly theme. If you are still in town after 3pm you may even be invited into the businesses for some light snacks and drink.
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October 4, 2014

TRAPPE....Celebrate the Harvest Season. A Small Town Festival. Live Entertainment, Children's Activities, Booth Fair and Delicious Food. Free Admission and Free Parking. Hours 11:00 am to 5:00 pm.
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October 4, 2014

ST. MICHAELS....One of the nation’s premier small craft events! Hundreds of amateur and professional boat builders and enthusiasts come from all over the region to display their skiffs, kayaks, and canoes. Take part in demonstrations and workshops, or simply chat with the owners and watch these one-of-a-kind vessels race.
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October 11, 2014

TRAPPE....Trappe's Emancipation Day festivities included church services, speakers, food, music, and a parade. Every year, Hopkins himself led the parade, dressed in his full Union army uniform, with his epaulets adorning his shoulders, a colorful sash around his waist, and his gleaming sword in hand. Upon his death in 1900, the citizens of Trappe decided to continue the tradition of the Emancipation Day festivities. "Uncle Nace" and his contributions to the post-emancipation African-American community are remembered to this day every October on what is now known as "Nace Hopkins Day."
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October 11, 2014

ST. MICHAELS....Fifth Annual Food & Wine Festival at Simpatico, Italy’s Finest, Saturday, October 11, noon to 6:00 pm. Tastings of over 50 Italian wines, Limoncello, Bellinis, foods and artisan cheeses from Simpatico. Fabulous food from local Italian restaurants along with food demonstrations and tastings from local chefs. Visit with Columbus as he shares his stories of travel adventures! Come try your luck at bocce ball, Italian trivia contest with prizes and vote for your favorite artist during our art competition while you listen to live Italian music. $25/adult, kids free, covers all food and wine tastings. To make your reservation call 410-745-0345, email simpatico1@verizon.net or order online at www.simpaticostmichaels.com
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October 17, 2014

ST. MICHAELS.... Shelter Center Bike Race – 8:00 am St. Michaels Elementary School - Benefits Interfaith Shelter Historic St. Michaels Walking Tour 10:00 am St. Michaels Museum at St. Mary’s Square Halloween Costume Contest 11:00 am. Bring the Kids, pets, adults in costume and compete in the spirit of Halloween. Pumpkin Carving Contest & Bake Sale Pie Baking Contest- Benefits Community Center Kids Coloring Tables. Jack Russell Races – Inn of Perry Cabin, Registration 9 to 10 AM, Races at 11 AM
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October 18, 2014

EASTON....10 Mile Family Fun Ride, 32 Mile Fitness Ride, 63 Mile Metric and 100 Mile Century ride. Plus a walk!
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October 18, 2014

TILGHMAN ISLAND....Local Seafood, Watermen's Demonstrations, Rowboat Race, Jigger Throw, Boat Docking Contest, Workboat Races, Crab Picking Contest, Oyster Shucking Contest, The Auction, Live Music by Bird Dog & The Road Kings.
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October 18, 2014

EASTON....Dog Show, 5K run, Family Festival, Guinness World Record Dog Parade 10:00 am - 2:00 pm
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October 25, 2014

ST. MICHAELS....Come celebrate the Bay oyster with live music, great food, family activities, skipjack and buyboat rides, oyster aquaculture and restoration demonstrations, oyster tonging, and cooking demonstrations.
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October 26, 2014

ST. MICHAELS....St. Michaels Museum at St. Mary’s Square will observe its 50th Anniversary with a celebration on Sunday, October 26 from 3 to 5 pm on the Museum grounds. There will be an exhibit on the history of the museum with photos and documents. Former officers, board members, members, and the public are invited. There will be presentations and discussions of the early days of the Museum. Light refreshments will be served.
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November, 2014
November 14, 2014

EASTON....
Waterfowl Festival - A Wildlife Art & Sportsman’s Expo!
The ultimate weekend for the sophisticated sportsman or art lover. Venues throughout Easton feature world-class wildlife paintings, sculpture, carvings and photos. Collectible decoys, sporting gear and adventures to delight every outdoorsman. A wine tasting pavilion not to be missed. Also scheduled are World Championship Calling Contests, decoy auctions, shooting, retriever and fly-fishing demonstrations, a sporting clays tournament, kid’s activities and evening concerts. 18,000 visitors mingle with 400 of the nation’s finest wildlife artists, craftsmen and vendors. A festive atmosphere topped by great food and music make this event a must each November. Free parking and shuttle service.
  • www.waterfowlfestival.org

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    November 28, 2014

    EASTON....
    The Festival kicks off our holiday season with something for everyone. Decorated trees, dancing, shopping, carolers, and even a walk/run the day after Thanksgiving.

    This year we start the festivities in September with a fall fashion show. And we all look forward to the holiday activities at the end of November. A perfect way to start your holiday season. More information TBA.

  • www.festival-of-trees.org

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    December, 2014
    December 12, 2014

    ST. MICHAELS....
    This year, Christmas in St. Michaels will take place on Dec. 12, 13 and 14.
  • More info TBA.

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    December 31, 2014

    EASTON....
    FIRST NIGHT TALBOT 2015
    ENTERTAINMENT in DOWNTOWN EASTON
    New Year's Eve 2012
    6 pm through Midnight
    www.easternshore.com/firstnighttalbot

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