Fall in Love with Kent County, Maryland

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Many describe the shores of the Chesapeake Bay and its tributaries as breathtaking and relaxing, for there is something that touches the senses when water abounds. Only two hours from Philadelphia, Washington, DC, Annapolis and Northern Virginia, serene and quiet Kent County, Maryland, occupies a scenic peninsula, and is a perfect example of how a getaway destination can enable stress release from our body and minds.

Rich with beautiful scenery and diverse activities, Maryland’s Upper Easter Shore is a destination quite unlike any other. This waterfront haven offers visitors year-round experiences that showcase the depth and beauty of each season. The peaceful vistas and beautiful landscape of rolling hills, farms, vineyards and open space reminds us of a time past, when life was simpler.

With fall upon us, Kent County invites visitors to explore the crisp, cool and refreshing season. A fall escape filled with leaf peeping hikes or a tranquil paddling adventure are the perfect components for your next getaway. You will fall in love with Kent County as you surround yourself in the sights and sounds of the Upper Eastern Shore of the Chesapeake Bay. From the vibrant colors that emerge across trees and fields to the rich inviting scents of fall favorites drifting out of restaurants throughout the county, the opportunities to love Kent County are all around.

Charming Towns. This waterfront destination is home to historic Chestertown, one of the oldest mid-Atlantic ports of entry. A beautiful colonial town resting along the banks of the Chester River, Chestertown has been named an Arts & Entertainment District by the Maryland State Arts Council. It is also where you will find the working waterman’s town of Rock Hall, known for fresh Chesapeake Bay seafood including the world-famous Chesapeake Bay Blue Crab, delicious Rockfish, and mouth-watering oysters.

All of Kent County’s historic towns and villages (Chestertown, Rock Hall, Galena, Millington, Betterton, Fairlee, Kennedyville and Georgetown), are packed with history, some with more than 300 years of perseverance, turmoil, triumph, hard work and prosperity. Those who live in Kent County, or attend Washington College (founded in 1782), know what it’s like to live in a place where visitors come for fun and relaxation. Pride of sharing their heritage, waterfront, landscape, music, wine, and more is the cornerstone of the distinct character of the County of Kent.

A Foodie’s Paradise. No matter what you choose to see and do, it is good to know that when you work up an appetite, there is a restaurant here for every taste. From mouthwatering burgers to gourmet seafood entrees, the flavor is yours to choose. With the bounty of the Chesapeake Bay abounding, Kent County is brimming with straight-from-the-water seafood. During the fall, the almighty oyster is a staple on any menu and a must for all seafood lovers.

What’s the perfect pairing with good food, wine and spirits, of course! Nestled just outside of the town of Kennedyville is Crow Winery. This award-winning winery is also a vineyard and working farm. Cassinelli Distilling and Bad Alfred’s located in Downtown Chestertown, offers visitors a close up as vodka, gin and brandy are made; tastings begin directly from the stills. Continue your wine and spirits tour at Casa Carmen Wine Bar, also in Downtown Chestertown.

Fall in Love with Nature. Eastern Neck National Wildlife Refuge, nestled along the Chesapeake Bay and Chester River, has seven unique hiking trails. Winter Bird Walks at Eastern Neck are the 1st Saturday of the month from November through March (reservations are required). Turners Creek and the Sassafras River Natural Resources Management Area has three miles of shoreline and 143-acres of woodlands, wetlands and agriculture fields, offering the precise opportunity to see a bald eagle or great blue heron in its natural habitat.

A Friendly Shopping Experience Awaits. From the whimsical shops and antique stores of Rock Hall and Galena to boutique shops and art galleries in Chestertown, you will find one-of-a-kind gifts and enjoy old fashion, friendly service. Teeming with “Made in Kent County” vendors, don’t miss the award-winning Chestertown Farmers’ and Artisans’ market, which begins every Saturday morning at 8:00 AM in Downtown Chestertown’s Fountain Park through the end of December.

Rest and Relax. There is something about the tranquility of fall and the quiet of country that lends itself to a great night’s sleep. Many of the accommodations, ranging from luxury inns and bed and breakfasts to an award-winning campground, and everything in between, feature amenities like, firepits overlooking the Chesapeake Bay, bicycles and more. Many also welcome your 4-legged family as well.

Whether cycling, bird watching, getting out on the water, taking a nature walk on one of Eastern Neck National Wildlife Refuge’s trails, exploring history, or touring, you will fall in love with this very special Chesapeake Bay region called Kent County. So, plan your relaxing getaway filled with awesome sunsets, local food, shopping, wildlife, history, arts, and recreation.