The Guide to Living on Maryland’s Eastern Shore
Learn more about life on Maryland’s Eastern Shore, the Mid-Atlantic’s premier destination for waterfront living.
MARYLAND’S EASTERN SHORE
The History of Maryland’s Eastern Shore
As one of the most iconic destinations in the United States, Maryland’s Eastern Shore represents the diversity, natural beauty, and colonial heritage of the Mid-Atlantic region.
Established in 1629 on what is today known as Kent Island, Maryland’s Eastern Shore is considered to be the first English settlement within the Province of Maryland and served as a key hub for agriculture and commerce.
Today, Maryland’s Eastern Shore remains tied to its rural heritage and remains one of the Mid-Atlantic’s primary hubs for fishing — including oysters and blue crab — farming, and tourism, particularly along the Atlantic Coast and beach resort town of Ocean City, Maryland.
Each year, the Waterfowl Festival is held in Easton, Maryland and showcases the very best of the sporting life and culture of Maryland’s Eastern Shore.
Along the Atlantic Ocean, Ocean City, Maryland serves as one of the Mid-Atlantic’s most popular beach destinations.
And in Saint Michaels, Maryland, The Inn at Perry Cabin is regarded as one of the finest hotels in the Mid-Atlantic.
Home to American heroes Frederick Douglas and Harriet Tubman, Maryland’s Eastern Shore is rich with history, culture, and natural beauty.
THE HOMES COLLECTION
The Homes of Maryland’s Eastern Shore
Explore a curated collection of the most iconic homes on Maryland’s Eastern Shore
MARYLAND’S EASTERN SHORE
“Unmatched natural beauty and gorgeous waterfront living comprise the very best of Maryland’s Eastern Shore.”
TRAVEL GUIDE
A Weekend on Maryland’s Eastern Shore
Featuring majestic waterfront vistas and a distinct sporting heritage, a weekend on Maryland’s Eastern Shore is the perfect escape from the hustle and bustle of city living.
MARYLAND’S EASTERN SHORE
Frequently Asked Questions
Explore common questions about life on Maryland’s Eastern Shore including best neighborhoods, restaurants, and more
WHERE IS MARYLAND’S EASTERN SHORE?
Maryland’s Eastern Shore is a geographic region of Maryland that is located on a peninsula on the eastern shore of the Chesapeake Bay.
IS MARYLAND’S EASTERN SHORE A GOOD PLACE TO LIVE?
Maryland’s Eastern Shore is considered one of the best places to live in the Mid-Atlantic. However, given its geographic location and dependency on the Chesapeake Bay Bridge, it may not be practical for those commuting daily to the Washington Metropolitan Area. As a result, Maryland’s Eastern Shore is best known as a second home and destination market.
WHAT TOWNS ARE ON MARYLAND’S EASTERN SHORE?
Maryland’s Eastern Shore is comprised of many historic small towns and rural villages. Most notable is Easton, Maryland in Talbot County, which serves to many as the nexus of waterman culture. Other notable towns on Maryland’s Eastern Shore include Saint Michaels, Maryland, home to the iconic Inn at Perry Cabin, as well as Oxford, Maryland. Other towns that comprise Maryland’s Eastern Shore include Kent Island in Queen Anne’s County, Tilghman Island in Talbot County, and Salisbury in Wicomico County.
WHAT ARE THE BEST RESTAURANTS ON MARYLAND’S EASTERN SHORE?
Given the broad geographic footprint of Maryland’s Eastern Shore, there are many fabulous restaurants that not only exist within the region, but also embody its distinct waterfront culture. Among the most notable restaurants on Maryland’s Eastern Shore is Ruse in Saint Michaels, Maryland. Located in the boutique hotel of The Wildset, Ruse is a popular haunt for visitors to Maryland’s Eastern Shore as well as tourists seeking an upscale dining experience with local seafood and fine wine. For an unforgettable breakfast, head down to Tilghman Island to visit Two if by Sea.
MARYLAND’S EASTERN SHORE
Find a Trusted Design Professional on Maryland’s Eastern Shore
Explore the very best Residential Architects, Custom Home Builders, Interior Designers, and Landscape Architects on Maryland’s Eastern Shore
Kent Island Coastal of Stevensville, Maryland. Image courtesy of Geoffrey Hodgdon.
CENTREVILLE, MARYLAND
John W. Coursey & Son
John W. Coursey & Son is a Custom Home Builder in Centreville, Maryland
Magothy River Modern of Arnold, Maryland. Image courtesy of David Burroughs.
Long Point Farm of Oxford, Maryland. Image courtesy of Jennifer Hughes.
STEVENSVILLE, MARYLAND
Lundberg Builders
Lundberg Builders is a Custom Home Builder in Stevensville, Maryland
THE RAPPAHANNOCK RIVER COMPANY
Create Your Next Home on Maryland’s Eastern Shore
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