Explore the Eastern Shore - Events and Things to Do RSS Icon

The Eastern Shore offers many diverse areas to discover and activities to enjoy. The Chesapeake Bay, Chester River and other waterways provide natural settings to enjoy the ever-changing landscapes and wildlife. The Eastern Shore is popular for hunting, biking, fishing, oysters, crabs and boating activities.

Historic Chestertown is a great destination for a day trip or weekend getaway at a local B&B or Inn. Enjoy the Chester River Walk, shops, cafes and the many parks and walking trails. The historic fishing village of Rock Hall offers canoe rentals and boat charters. Annual Eastern Shore events include the Chestertown Tea Party, Sultana Downrigging Festival and the Easton Wildlife Festival.

Visit our site for local information about the area and communities. 

Found 102 entries about Explore the Eastern Shore - Events and Things to Do.

Chesapeake Bay Balloon and Wine Festival

August 4-5, 2017

Triple Creek Winery, Cordova Maryland

The festival will feature 19 Hot Air Balloons offering passenger flights, tethered balloon rides and a Junior Balloonist Camp for kids.  There will be vendors for crafts and food and a Roaming Railroad will provide rides for kids and adults.  More information can be found on their website  Chesapeake Bay Balloon & Wine Festival

 

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Plein Air Easton Art Festival
Easton, Maryland

July 17-23, 2017

The Plein Air Easton Art Festival is the largest and most prestigious juried plein air painting competition in the United States. The week of July 17-23, 2017 there will be 58 competing artists painting throughout Talbot County, Maryland and approximately 6,000-8,000 people participating in the festival throughout the week. 

Contact Info: Plein Air Easton Festival Link   Telephone: 410-822-7297 

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Chestertown's free outdoor concerts will run every other Saturday evening beginning June 24, 2017, from 7-8:30 pm. Chestertown’s “Music in the Park” concert series presents the best in local & regional music – including big band, bluegrass, folk, jazz, rock, and more!

Bring a chair and join the fun in Fountain Park, located in the heart of Historic Downtown Chestertown. The rain location will be Emmanuel Episcopal Church, located directly across the street from the park.  Music in the Park info

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7th Annual National Music Festival
June 4-17, 2017

Washington College
Chestertown, Maryland

The National Music Festival at Washington College brings together world-class mentors and gifted apprentice musicians on the cusp of their professional careers. More than 150 musicians from all over the U.S. and 11 foreign countries will attend. All apprentices receive full scholarships.For two weeks each June, these musicians live and work together, presenting concerts — ranging from solo recitals to large symphony orchestra performances with chorus — and free open rehearsals for music lovers from all over the world.  

Back by popular demand will be the Festival’s “Instrumental Petting Zoo,” a chance for curious music fans of all ages to see, touch and try

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CHESTERTOWN TEA PARTY FESTIVAL
May 26-28, 2017

Memorial Day Weekend

Maryland Eastern Shore Event - Set along the banks of the Chester River, the Annual ChestertownTea Party Festival  is a fun event giving a glimpse into Chestertown's colonial past. The main events are held on Saturday with street performances, artisans and crafts vendors, colonial parade, musicians, activities for kids and the main event - the Tea Toss Reenactment on the Chester River. Enjoy great local food, beer and wine. A new addition this year to the food offerings are Orchard Point Oysters - farm raised by our son, Scott Budden.  The 18th century tall ship, Sultana, will be offering public sails on the Chester River, while on land - there are docent-led walking tours of the

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EASTERN SHORE EVENT

WineFest at St. Michaels 

April 29 - 30, 2017

WineFest is Maryland's premiere wine event, featuring nearly 400 wines from around the globe. Walk around St Michaels using their WineFest map as their guide or take shuttle buses provided by WineFest. Regional food specialties, artisans, renowned jazz musicians will be participating in the event. For those who love beer, award-winning craft beers will be offered at St. Michael’s own Eastern Shore Brewing.

Experience hundreds of highly-rated International, U.S.and Maryland wines at tasting venues located throughout the town of St. Michaels. Each wine venue will retail its wine at special WineFest discount pricing. Exclusive ticket VIP tasting venues include the Patriot Cruise

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Annual RiverArts Holiday Show & Sale
November 17 - December 31, 2016

Chestertown is a unique destination to embark on Christmas shopping and holiday cheer. Walk the tree-lined brick streets and visit gift shops, clothing stores, galleries, bakery, coffee shop and restaurants. Stroll down to the town landing and walk along the Chester River Walk.  The RiverArts studio offers an array of artwork, pottery, textiles and other beautiful finds. Web Link to plan a visit  Chestertown Information.

 

 

 

 

 

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Waterfront home with private setting of 23.5-acres is located on Mount Harmon Plantation in Cecil County. Architect-designed home with waterviews from every room is in perfect harmony with the natural surroundings. Includes deeded slip at community dock.

Inviting home features an open design with radiant floor heat and wood burning fireplace. Tranquil setting to enjoy local wildlife or kayaking on the creek. Offered at: $650,000  More photos & Info 540 Mt. Harmon Rd.

 

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