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Monty Alexander Jazz Festival

September 1 - September 3

The Monty Alexander Jazz Festival returns to the Avalon Theatre in Easton, Maryland, on Labor Weekend (Friday, September 1st through Sunday, September 3rd). Performances include Monty Alexander, Bria Skonberg, René…

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20th Annual Charity Boat Auction

September 2

The live auction begins at 11am along the museum’s waterfront campus, where more than 90 boats—ranging in size and performance from sailing dinghies to cabin cruisers, and everything in between—will…

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The Fabulous Hubcaps

September 2 @ 8:00 pm - 10:00 pm

Oxford has not been the same since The Fabulous Hubcaps came to OCC in November 2016! The sold-out crowd danced well into the night and people have been asking ever…

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Cars & Coffee

September 5

Cars & Coffee comes to the Oxford Community Center. This popular event will be held the first Saturday of every month at 8:30 AM – 10:30 AM through October, weather…

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ArtWorks for Freedom

September 8 - October 1

ArtWorks for Freedom tells the story of the reality and effects of human trafficking and modern day slavery. This three week art event, taking place in Easton, Friday September 8th through…

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Second Saturday Art Night Out

September 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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Penny’s Favorite Home Cooking Class

September 10 @ 4:00 pm
$35

Watch and Taste as celebrity Chef Henry Miller prepares a 7 course meal from around the world. Classes are $35.00 which includes food and beverage. Please call for your reservation as class size…

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13th Annual Ride for Clean Rivers

September 17 @ 8:00 am - 2:00 pm

Ride the beautiful back roads of Talbot and Queen Anne’s Counties in support of clean water for our Mid-shore rivers.

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Frederick Douglass Day

September 23 @ 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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St. Michaels Concours d’Elegance

September 24

The St. Michaels Concours d’ Elegance will take place at the Foggs Cove Landing waterfront portion of the Chesapeake Bay Maritime Museum campus adjacent to the Inn at Perry Cabin.…

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The Drag Race-Men in Heels

September 24 @ 2:00 pm

GET READY…… for some fun on Sunday, September 24 when Washington Street turns into a race track for some of the area’s well known men.  These good-natured guys are going to…

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Airport Day

September 30 @ 10:00 am - 2:00 pm

Easton Airport Day is a fun-filled annual event offering the whole family an up close opportunity to visit the local airport and see what flying is all about. The Easton…

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Fall Festival Cooking

October 1 @ 4:00 pm
$35

Watch and Taste as celebrity Chef Henry Miller prepares a 7 course meal from around the world. Classes are $35.00 which includes food and beverage. Please call for your reservation as class size…

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Cars & Coffee

October 5

Cars & Coffee comes to the Oxford Community Center. This popular event will be held the first Saturday of every month at 8:30 AM – 10:30 AM through October, weather…

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35th Annual Mid-Atlantic Small Craft Festival and Maritime Model Expo

October 6 - October 8

Hundreds of amateur and professional boat builders, model boat builders and enthusiasts come from all over the region to display their skiffs, kayaks, canoes and maritime models. Check out the…

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First Weekend

October 6

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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Second Saturday Art Night Out

October 14

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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7th Annual Columbus WineFest

October 14 @ 12:00 pm - 5:00 pm
$25

Simpatico, Italy’s Finest celebrates Columbus Day with the 7th Annual “Columbus WineFest at St. Michaels” of Italian Wine, Food, Art & Games in honor of explorer Christopher Columbus, on Saturday,…

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“The Rocky Horror Show”

October 19 - October 29
$20

Brush up on your callbacks and get ready to do the Time Warp again!! TAP proudly presents Richard O’ Brien’s musical that thrust transgendered heroes and villans onto the stage…

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20th Anniversary of Academy Art Museum Craft Show

October 20 - October 22

The Academy Art Museum will celebrate the 20th anniversary of their Craft Show and highlight the medium of Ceramics on October 20-22, 2017. “Fired Up” is an indoor juried craft…

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Fall into St. Michaels 2017

October 21 - October 22
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 21 @ 10:00 am - 5:00 pm
Event

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

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OysterFest

October 28 @ 10:00 am - 4:00 pm
Event

OysterFest is a celebration of the Chesapeake’s oyster. The event features live music on two stages, boat rides, retriever demonstrations, oysters and other local fare, an oyster stew competition and…

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First Weekend

November 3

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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Flavors of Greece Cooking Class

November 5 @ 4:00 pm
$35

Watch and Taste as celebrity Chef Henry Miller prepares a 7 course meal from around the world. Classes are $35.00 which includes food and beverage. Please call for your reservation as class size…

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Waterfowl Festival

November 10 - November 12
Easton, Maryland, will host its 44th Annual Waterfowl Festival in November.
$15

Join us for Easton’s Homecoming! The 47th Annual Waterfowl Festival is November 10-12, 2017. This wildlife art show, sportsman’s expo and small-town festival celebrates all things “Eastern Shore” and showcases…

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Second Saturday Art Night Out

November 11

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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Annual Festival of Trees

November 25 - November 28
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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Festival Homes Tour

November 25 - November 26

More information to come.

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First Weekend

December 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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