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Wynonna Judd & The Big Noise

September 26 @ 8:00 pm

As one half of the Judds, Wynonna Judd became one of the most popular and respected female country stars of her time. Since then, her solo career has highlighted Wynonna’s…

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Deadgrass

September 27 @ 8:00 pm
$25

Founded by seasoned multi-instrumentalist Matt Turk and Grammy award-winner C Lanzbom, Deadgrass is a five-piece string band dedicated to continuing the spirit and music of Jerry Garcia and the Grateful…

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Frederick Douglass Day

September 28 @ 10:00 am - 4:00 pm

The Frederick Douglass Honor Society, the Town of Easton and Talbot County Free Library invite you to join in celebration of the life and legacy of Talbot County native Frederick…

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Bay Country Chorus presents “The Reunion”

September 28 @ 7:00 pm

Come see “The Reunion” a new musical comedy featuring love lost and love rekindled performed by the men of the Bay Country Chorus who will be joined by the ladies…

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The British Invasion Experience

September 28 @ 8:00 pm
$25

The British Invasion Experience pays tribute to an entire genre that changed the face of music. From The Beatles to the The Who and from The Hollies to Led Zeppelin,…

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St. Michaels Concours d’Elegance

September 29

The celebration of the 13th anniversary of St Michaels Concours d’Elegance will be held on Sunday, September 29, 2019 at the Fogg Cove Landing waterfront campus portion of the Chesapeake…

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Chesapeake Film Festival

October 3 - October 6

The Chesapeake Film Festival in Easton, MD, annually brings an interesting and diverse selection of films to Talbot County, which kicks off with an exclusive opening night party at 5:00…

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First Weekend

October 4

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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Mid-Atlantic Small Craft Festival XXXVI

October 4 - October 5
Image for Event, Mid-Atlantic Small Craft Festival.

On Friday & Saturday, October 4 & 5, 2019, the Chesapeake Bay Maritime Museum will host one of the nation’s largest gatherings of small boat enthusiasts and unique watercraft at the…

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Christ Church Concert Series presents Dexter Kennedy

October 4 @ 7:30 pm

Christ Church Concert Series brings us a phenomonal performance by Dexter Kennedy, Concert Organist. Praised for his “prodigious technique and grand style musicality,” Kennedy is an active recitalist throughtout North…

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Risa Binder

October 4 @ 8:00 pm
$25

Emmy-nominated country artist Risa Binder’s new EP “Nashville” captures a charismatic talent on the rise. Most rising country stars aspire to climb the charts. But perpetually sunny singer-songwriter Risa Binder,…

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Apple Festival

October 5 @ 9:00 am - 4:00 pm

Come celebrate the fall season  at St. Luke’s United Methodist Church in St. Michaels for the second annual Apple Festival!  There will be various types of  vendors  and crafters outside, …

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Easton Beer Fest

October 5 @ 12:00 pm - 4:00 pm

The Craft Beer Fest will be held on October 5 from noon to 4 p.m., featuring 43+ Breweries pouring 100+ craft beers from the Mid-Atlantic area, and music entertainment. Food,…

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Casino Royale Night

October 5 @ 7:00 pm

Come out and try your luck at the Oxford Community Center’s Casino Royale Night! Enjoy an inspired menu created by Oxford restaurants; play blackjack, Texas Hold’em and Roulette. Fun prizes…

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Seamus Kennedy

October 5 @ 8:00 pm
$25

A seasoned veteran of the Irish/Celtic festival circuit, Seamus Kennedy was first influenced by the legendary Clancy Brothers and Tommy Makem. From them he learned the importance of not only…

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Talbot Spy House Tour

October 6

The Talbot Spy will be sponsoring a unique house tour of the work of Talbot County’s best architects, both past and present. The tour of homes will take place in…

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Thomas Beard “An American Tapestry”

October 6 @ 2:00 pm

Internationally renowned lyric-dramatic baritone, Thomas Beard returns to Easton with his accompanist Mark Conrad to present a program of American composers on Sunday, October 6th at 2:00pm. “An American Tapestry”…

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Claude Bourbon

October 6 @ 8:00 pm
$25

Ready for a unique and talented take on a wide range of musical traditions? Claude Bourbon is known throughout Europe and America for amazing guitar performances that take blues, Spanish,…

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2019 Academy Art Museum Craft Show

October 11 - October 13

The Academy Art Museum Craft Show will be held October 11-13, 2019.  In its 22nd year, the show will again be an indoor, juried craft show featuring approximately 70 artists…

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South County Showstoppers at Brookletts Place

October 11 @ 12:15 pm - 1:30 pm

South County Showstoppers brings their tap and line dancers to Brookletts Place in Easton. Enjoy group acts, rappers, comedy and singers as the group presents an inspiring show. Advance sign-up…

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Jayme Dingler Concert

October 11 @ 7:30 pm
$10

Jayme Dingler will be performing at the Oxford Community Center.  She is a singer-songwriter from the Washington, DC Area, living on the Eastern Shore of Maryland.  She sings, plays guitar…

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Missy Andersen & Her One-Man Band

October 11 @ 8:00 pm
$25

Missy Andersen and her accompanist/husband, Heine Andersen, love what they do. Keeping a heavy touring schedule, the tenacious twosome performs as a duo which showcases the couple’s individual and combined…

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Second Saturday Art Night Out

October 12

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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Chesapeake Bay Maritime Museum’s Family Day

October 12

Explore family-friendly activities and exhibits with hands on experiences.  Come see the progress that has been made on the Maryland Dove and compete in the crab challenge course. Guests will…

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Annual Family Fun Day

October 12 @ 10:00 am - 4:00 pm

A day of family fun in memory of Elizabeth Ward. Bounce House – Face Painting – Corn Maze – Craft Table – Games – Cake Walk – Field of Fun…

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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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The Jones Boys at Brookletts Place

October 15 @ 12:00 pm - 1:00 pm

The Jones Boys are a country music group who enjoy playing traditional country music.  They are a favorite among the seniors at Brookletts Place.  The group consists of Jim Jones…

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