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.
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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 19, 2014

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

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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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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