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10th Annual Fall Italian Wine & Food Celebration

October 12 @ 12:00 pm - 5:00 pm
$35

Simpatico, Italy’s Finest celebrates Columbus Day with the 10th Annual “Columbus Wine & Food Celebration at St. Michaels” of Italian Wine, Food, Art & Games in honor of explorer Christopher…

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Eastport Oyster Boys

October 12 @ 8:00 pm

The Boys are a collaboration of four of the Chesapeake region’s finest and most experienced performers and bring with them a wide variety of instrumentation including acoustic/electric guitars, keyboards, banjo,…

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Harvest Hoedown

October 13 @ 11:00 am - 4:00 pm
$5

Pickering Creek’s Harvest Hoedown celebrates with some good ole, foot stompin’ fun! Hayrides, artisans, food, boat rides, kids activities and more.  Enjoy live music all day and fun for the…

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French Pastry Shop Classics Cooking Class

October 13 @ 4:00 pm
$35

Watch and Taste as celebrity Chef Henry Miller prepares a 7 course meal from around the world. Enjoy the fine art of French Pastry! Classes are $35.00 which includes food and…

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Art in Three Acts

October 17 @ 6:00 pm

Come enjoy writers’ interpretations of artists’ works, as well as listen to local musicians interpret the artwork at the Academy Art Museum, Easton! Art in Three Acts promises to inspire…

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Easton Choral Arts Society presents, “A Singable Feast”

October 17 @ 7:30 pm

From appetizers and ale to cakes and coffee, this concert will leave patrons hungry, with songs about food from the classics, Broadway and jazz. Featured will be the hilarious PDQ…

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Frank Vignola’s Hot Jazz Guitar Trio

October 17 @ 8:00 pm
$25

Frank Vignola is one of the most extraordinary guitarists performing before the public today. His stunning virtuosity has made him the guitarist of choice for many of the world’s top…

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Fall into St. Michaels

October 19 - October 20
Event

Enjoy the beauty of the foliage color change in historic St. Michaels, Maryland. The change of the season brings excitement and vibrant color to the town, as residents and businesses…

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Tilghman Island Day

October 19 @ 10:00 am - 5:00 pm
Event

Live music, fresh seafood, boat docking contest and races. Fun for the family!

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Easton Choral Arts Society presents, “A Singable Feast”

October 20 @ 4:00 pm - 5:00 pm

From appetizers and ale to cakes and coffee, this concert will leave patrons hungry, with songs about food from the classics, Broadway and jazz. Featured will be the hilarious PDQ…

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Tred Avon Players presents, The Prisoner of Second Avenue

October 24 - November 3

Edna and Mel are a struggling, middle-aged couple living in New York City. Mel has just lost his job, the walls of their apartment are much too thin, and the…

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BOOnanza

October 24 @ 6:00 pm - 8:00 pm

Come have a SPOOKtacular time at Talbot County Community Center! This family fun event includes ice skating, trick-or-treating, carnival games, face painting, a photo booth, and more! Don’t miss the…

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OysterFest

October 26
Event

OysterFest is a celebration of the Chesapeake’s oyster harvest and the feast enjoyed by so many! Get ready to sip, slurp, and savor at the Chesapeake Bay’s favorite fall festival! …

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First Weekend

November 1

Enjoy refreshments, hors d’oeuvres, and new exhibits while browsing Easton’s artisans and art galleries during Easton’s First Weekend event. In addition, check out new styles and menu items at Easton’s…

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Holiday Sip and Shop

November 2 - November 3

This year’s Holiday Sip & Shop will take place at the Talbot Ag and Education Center and includes tastings of different festive wines and many craft vendors will be available…

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Annual Christmas Bazaar

November 2 @ 9:00 am - 2:00 pm

One-of-a-kind gifts and decorations are a long-standing specialty at the Wye Parish Christmas Bazaar. It has been the place where each year smart shoppers have started their holiday shopping. The…

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Oyster Jam

November 2 @ 12:00 pm - 4:00 pm

The day will feature oysters from all over the state of Maryland giving you the opportunity to taste the differences between oysters grown in areas of the Bay and its…

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Swamp Donkey Newgrass

November 2 @ 8:00 pm
$25

Stretching the “grass” concept to the limit and offering a unique sound in the process, Swamp Donkey Newgrass delivers a big sound with solid vocal harmonies and tight transitions in…

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Annual Decoy Tailgate Show

November 5 - November 7

18th Annual Decoy Tailgate Show takes place before the Talbot County Waterfowl Festival in November at the Talbot County Community Center. There is no admission for the public. The tailgate…

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Waterfowl Festival

November 8 - November 10
Easton, Maryland, will host its 44th Annual Waterfowl Festival in November.
$20

Join us for Easton’s Homecoming! The 49th Annual Waterfowl Festival will take place November 8-10, 2019. This wildlife art show, sportsman’s expo and small-town festival celebrates all things “Eastern Shore”…

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Second Saturday Art Night Out

November 9

St. Michaels art galleries are alive with special events for the launch of their monthly Second Saturday “Art Night Out” celebrations. Take a walking tour of St. Michaels’ six fine…

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52nd Annual Antique Show and Sale

November 9 - November 10

The longest continuous antique show & sale on the Eastern Shore takes place at the Oxford Fire House in Oxford, MD during Waterfowl Festival weekend. Over 25 dealers from Maryland,…

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Annual Model Boat Show

November 9 @ 10:00 am - 4:00 pm
Event

Last fall, the Oxford Community Center proudly sponsored a successful new, free, family-friendly event—a model boat show that celebrated the workboats of the Eastern Shore, especially from a bygone era, and attracted hundreds of visitors. This year, the expanded model boat show and sale features model builders sharing their craft and history through an even more diverse selection of model boats, talks, and demonstrations. This is a rare assembly of highly talented artists!

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8th Annual Brew & Oyster Brawl

November 9 @ 3:00 pm - 6:00 pm

Join the Tidewater Inn in downtown Easton during the Waterfowl Festival for the 8th Annual Brew & Oyster Brawl on Saturday, November 9th from 3:00pm to 6:00pm. Enjoy live music…

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Wild & Scenic Film Festival

November 15 @ 5:30 pm - 9:00 pm

Join ShoreRivers at the 10th Annual Wild and Scenic Film Festival! The Wild & Scenic Film Festival showcases communities and individuals engaging and advocating on issues surrounding their environment. Not…

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Hogslop String Band

November 15 @ 8:00 pm
$25

Based out of Nashville, Hogslop String Band is rooted in traditional southern American old-time string band music while pushing the boundaries of what Old Time music could/should be. With influences…

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Mark Wade Trio

November 16 @ 8:00 pm
$25

Voted one of the top bassists of 2016 and 2018 by the prestigious Downbeat Magazine Reader’s Poll, Mark Wade has been an active bassist in the New York City area…

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Robbie Schaefer Solo

November 23 @ 8:00 pm
$25

Robbie Schaefer is a musician, songwriter, and playwright devoted to service through the arts. He is the guitarist and songwriter for the indie folk band Eddie From Ohio (winners of…

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Annual Festival of Trees

November 30 - December 1
Event

Since 1986, the Friends of Hospice has carried out its mission to raise funds for Talbot Hospice by sponsoring the annual Festival of Trees. This event continues be immensely successful and is made possible through the work of hundreds of volunteers. The Festival annually assists with Hospice’s operating budget which benefits terminally ill people living in Talbot County. The Friends of Hospice has donated over 2.7 million dollars to the Talbot Hospice all generated from the Annual Festival of Trees event.

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Small Business Saturday

November 30

Small Business Saturday supports the independently-owned businesses that create jobs and help make local economies thrive. This year, the Easton Business Alliance will be at Thompson Park with the Shop Small…

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