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. 

The University of Maryland Extension is offering a Horticulture Lecture Series.  It will be held on Fridays in March from 10:00 to 11:30 at the Kent County Library.  For more information and Pre-Registration, you an call 410.778.1661.  Guest peakers include Wayne Gilchrest on the topic of "Young People, Agriculture & the Ecology of the Earth".

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Carla Massoni Gallery is hosting an exhibition for local artists. This is a great opportunity to view some of Chestertown's local talent.  Hours and more information at Carla Massoni Gallery

Celebration - Gallery Artists Holiday Exhibition
November 18 - December 18, 2011

Participating artists
Elizabeth DaCosta Ahern
Sihnja
Marc Castelli
Rob Glebe
Karen Hubacher
Michael Kahn
Ebby Malmgren
Anne Leighton Massoni
Claire McArdle
Robert Ortiz
Celia Pearson
Marcy Dunn Ramsey
Shelley Robzen
Larry Schroth
Susan Tessem
Vicco Von Voss
Katherine Cox
Heidi Fowler
Elizabeth Mac Donald
Grace Mitchell
Zemma Mastin White

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Tall Ships, skipjacks, schooners, buyboats and wooden boats will be visiting October 27-30, 2011 for the Annual Chestertown Downrigging Weekend, Tall Ship and Wooden Boat Festival.  Downrigging Weekend has become one of Kent County’s largest events, with more than 10,000 visitors. Sail on a “Tall Ship" or go onboard for a tour. The kick-off begins on Friday with the Tall Ships Illuminated from 6:00-9:00 PM and fireworks at 7:00.  Saturday events include the Wooden Boat Show, Canon Demonstration by ‘The British Marines”, concerts, lectures and exhibits.  The Remote Control Model Sailboat Exhibition is on Sunday.  TRICK or TREAT on the “Tall Ships” will be on Sunday 2:30-4:30 PM.  Downrigging Info Link

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Ghost Walks of Chestertown, October 21-22, 2011.  With over 300 years of history, Chestertown is rich in regional folklore and ghost stories. Sea captains and merchants, Revolutionary and Civil War soldiers, farmers and watermen, offer a compelling backdrop for stories passed down through generations.  Contemporary interviews with local residents and business owners offer accounts of odd tales. Guides will walk ticket holders by lantern light through centuries of stories of mayhem, hauntings and murder.  Chestertown Ghost Walks begin at 7:30 in front of the White Swan Tavern.  More Ghost Walk Info

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Come by land or sea wth the kids for some fun.  Rock Hall is sponsoring its 4th annual Pirates and Wenches Weekend, August 12-14, 2011.  There will be kids' games, a pirate encampment, storytelling, artisans, boat races and beach party.  The Inn at Osprey Point is hosting a Rum Tasting and Bay Wolf Restaurant will be having a Sing-A-Long. For more information, visit the website Rock Hall Pirates.

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Chestertown's Crazy Days is being held this week - July 28-30.  The annual event is basically a sidewalk sale with some fun activities thrown in.  A fun day to be out and about.  Somehow I always come away with a few 'finds'.  VB

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When I was growing up, a nice summer Saturday evening held great promise for me and my brothers.  If we were lucky, Mom and Dad might be taking us for our big outing to the Drive-in to see the latest Disney or John Wayne movie.  It was always an adventure.  First you had to find a speaker that worked which meant you got to ride up and down the rows until Dad found a suitable spot at just the right angle.  Then the trip to the Concession Stand - holding your snacks and trying to find your car again was always a challenge. It was great fun - just something about being in your PJs in the back seat in the dark with a speaker squawking in the window and the huge movie screen looming up ahead. 

We don't have a drive-in handy in Kent County, but you can…

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Tea Party Boat

Chestertown will be hosting the annual Chestertown Tea Party Festival this weekend, May 27-29.  The festivities include craft vendors and demonstrations, singing, dancing, wine tastings, folks dressed in period costume, and of course plenty of Eastern Shore fare to taste.  The main attraction is the reenactment of the Tea Toss which originally occured in May 1774.  Rowdy Chestertown residents gather at the town center, then make their way down to the Chester River, where they row out to the ships to 'toss the tea'.  Other activities include a colonial parade on Saturday and a Raft Race on Sunday.  Admission is free.  For more information, visit the official website:  Chestertown Tea Party

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The 74th Annual Maryland House & Garden Pilgrimage will include a walking tour of Chestertown in Kent County, Maryland on  Saturday, May 14, from 10am-5pm.  The Maryland House and Garden Pilgrimage (MHGP), a non-profit organization, is dedicated to the preservation and restoration of architecturally significant properties in the State of Maryland. The Pilgrimage has remained constant with this purpose since its formation in 1930.

Chestertown's 4-block walking tour of historic properties and gardens include: Emmanuel Church, c. 1767, The Geddes-Piper House, c. 1784, The Houston House & Garden, N. Queen St, C. 1771, The Nicholson House and Garden, N. Queen St., C. 1788, The Wallis-Wikes House and Garden, High St., c. 1780, The Sarvis House and…

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The 4th Annual Taste of the Town will be held this Sunday, May 1, 2011 from 12:00 - 3:00 PM.  The new venue is in Fountain Park in downtown Historic Chestertown.  Enjoy sample signature dishes from a wide variety of Chestertown restaurants, as well as local wines and beers.  Some of the cooking participants include:  Against the Grain, Brooks Tavern, Fish Whistle, Imperial hotel, Inn at Osprey Point, Lemon Leaf Cafe, Lusia’s Cafe, New York Kosher Style Deli, Procolino’s Italian Eatery, Play it Again Sam, and Two Tree Restaurant.  Wines will be available from St. Michaels Winery and beers from 16 Mile Brewery.  For more information visit Taste of Chestertown

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