Maryland's Eastern Shore - Tilghman's Island and Claiborne - Off the Beaten Path in MD
91MD's Route 33 on the Eastern Shore
Not far from Easton, on Maryland's Eastern Shore, Tilghman's Island and Claiborne are like time capsules of the past. These Chesapeake Bay oriented communities retain their old fashioned charm, and the peaceful life style of yesteryear. Just west of St. Michaels, Maryland, Tilghman Island and Claiborne can be reached by traveling west on Route 33.
Do not expect much, when you visit these quaint towns. Just the ambiance of days gone by, terrific water views, and life in the land of pleasant living. The lack of traffic and level roads are perfect for cycling. There are plenty of spots for birdwatching, fishing, and crabbing and the sunsets over the Chesapeake Bay are incredible.
If you crave back roads, a short trip off the beaten path on Maryland's Eastern Shore, take a drive down Rt. 33. Just remember to slow down for the bicylcles and the people who stroll down the middle of the road.
Chesapeake Bay Sunset at Claiborne
Tilghman's Island
On the western edge of Route 33 on Maryland's Eastern Shore, out past St. Michaels, lays Tilghman Island. Across the drawbridge, you can find a place mostly untouched by the modern world - an island filled with beautiful old homes, farms, and boats. On Tilghman's Island, you can imagine a Chesapeake Bay community as it once was - peaceful, quiet, and serene.
TILGHMAN ISLAND HISTORY
Fossils have shown that in prehistoric times, Tilghman Island was inhabited by giant beavers the size of bears.
Indigenous Americans lived there during the Ice Age where they dined on seafood. The area is still famous for fishing, and for crabs and oysters.
Once known as Great Choptank Island, then Foster's Island, the area was sold to the Tilghman Family in 1752. The community was established when the Tilghman Family sold off parcels of land for development in the 1840's.
Tilghman's Island became populated by watermen and farmers as well as some ship building businesses. The onset of steam boats in the 1890's created a seafood trade with Baltimore. Steamboats brought tourists over from Baltimore to escape the hot, urban summers
Old Wooden Boat
Tilghman Island Today
With a population of little over 800, Tilghman Island today is still home to farmers and watermen. Charter boats take visitors out fishing on the Chesapeake Bay for striped bass (rockfish), trout, spot, and croakers. Several marinas offer berths as well as boat rentals for tourists and visitors.
Black Walnut Point, at the tip of Tilghman Island features an excellent view of the Chesapeake Bay. It is a great place to fish, cycle, or to go birdwatching for eagles, osprey, herons, sandpipers, terns, and hawks.
Tilghman Island - Old Town America
Quiet streets with mature trees feature beautiful older homes - some large, some small.
Tilghman Island - House
This large old home on Tilghman's Island may be in need of some TLC, but retains the beauty and dignity of the past.
Tilghman's Island House
On a recent trip to Tilghman's Island, I spotted several old homes with this interesting architecture. The W shape of the front of the house is so unique and attractive.
Claiborne, Maryland
Claiborne is a quiet village just off Route 33, home to 147 souls, a public boat ramp, and a tiny, hidden beach. Claiborne retains an old fashioned charm with tree lined streets and an ambiance that can make you feel like you're on a movie set for a film set in the old south.
CLAIBORNE HISTORY
After coming to North America in 1621, William Claiborne, a member of the Virginia council, established a trading post on nearby Kent Island. A tobacco farmer, Claiborne also entered into the fur trade with the Susquehannock Indians. He was the first European settler in Maryland.
When Leonard Calvert, the first Governor of Maryland attempted to claim the territory for Maryland, Claiborne refused to give up his rights. The fight that followed proved to be the first naval battle fought in North America.
Claiborne then traveled to England to petition the king, but the king said the claim belonged to Maryland.
In the mid 1800's, Bingham's Steamboat Wharf provided dockage for an oyster company. The small town had a general store and a few watermen's homes.
In 1886, the Baltimore and Eastern Railroad began ferry service between Claiborne and Bay Ridge on the western shore of the Chesapeake Bay. Hopes of making Claiborne a tourist destination (thankfully) failed but the railroad transported people to Easton and Ocean City. The railroad company failed in 1927 leaving Claiborne to the watermen. Remnants of the ferry dock can be seen there today.
Claiborne Today
Claiborne today remains a simple community of a few homes.
On a recent visit to Claiborne, we spent an evening eating steamed crabs and walking to the boat ramp to watch the sun set over the Chesapeake Bay. We then sat out on the porch of an old waterman's home to listen to the sigh of a breeze stir through the cornfield across the street and two Great Horned Owls call to each other in the trees. The evening could not have been more beautiful.
Claiborne
The Sotweed Factor - John Barth's Historical Satire of Maryland's Eastern Shore in the 1600's
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Porch With Flag - Claiborne
Old Church at Claiborne
View From the Front Porch in Claiborne
Chesapeake Bay Sunset at Claiborne
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Thank you, Dolores. You should write a book on the Eastern Shore of Maryland!
Great article. Very informatie and interesting. Great pictures! Makes me want to visit this area.
Good photos Dolores ! It seems you really enjoyed your trip there!
Good hub with interesting pictures. I spent 20 years in Va. - it reminds me of some of that.
Dolores, a great hub of introduction to a place of yore, I would love to see but I'll probably never drive that far, so it's good to see and taste a glimpse of it. For some reason it made me think "Stephan King". I liked that old boat, I've kept an eye for one like that, that I could work at restoring in the middle of the desert for fun, I think it would set the rumors of the crazy old man in concrete. ha! 50
I've so wanted to see the East Coast - thank you for the virtual tour and I hope I get to visit out that way one of these days! It is all so fascinating historywise and I long to see the difference in the ocean as I grew up on the Pacific side of life. Wonderful hub as always! Love the pictures!!
Here in lies my biggest problem. As I get older, I think more about retirement. I love the east coast...but also love the Philippines...I never thought retirement would be such a big issue...You just made it worse...lolzzz (just kidding). I loved the article w/ the pictures.
Janna
It is all so beautiful and charming, I'm dying to go there. I love the architecture, and I simply must have one of those houses! Great pics, too!
Gorgeous photos, Dolores! This is a wonderful read with fascinating history! The quietude ~ it's my kind of place. Thanks.
Such beautiful photographs! Good read.
You did an amazing job with this post.. great pics, too!!
Beautiful pictures makes me want to pack my bags and go tomorrow. Thanks for this information. Good article!
I really enjoyed this journey with you today. I would like to visit these places. Your photography is exquisite!! Especially "Porch with Flag." That one should be in a magazine.
- enjoyed visiting your hub-site - great job -
Where is the hidden beach in Claiborne?

























alekhouse Level 4 Commenter 21 months ago
Wow...so typically East coast. Very nice.