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A Maritime Themed Tour of Talbot County
St. Michaels was the county’s early shipbuilding center and created the swift, sharp-hulled sailing craft later known as the “Baltimore Clipper,” famous in the War of 1812. Much of that war was fought on the Chesapeake Bay, with St. Michaels being attacked by British ships in August of 1813. Perry Benson, a veteran of the…
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Cruisin’ the Great Talbot County Loop
The Great Talbot County Loop – It’s here you’ll find the best of the Chesapeake culture and cuisine, much of it bound together by a ribbon of backroads that string together the small-town pearls of Easton, Oxford, St. Michaels, and Tilghman Island.
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Cruisin’ the Great Talbot County Loop: Stop 4 – Tilghman Island
Route 33 South takes you to the quintessential historic American waterfront village of Tilghman Island. This 20-minute drive is an experience unto itself. Just off the beaten path, Tilghman Island is nestled between the Chesapeake Bay and the Choptank River.
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Cruisin’ the Great Talbot County Loop: Stop 3 – St. Michaels
Nestled along the Miles River, St. Michaels is a historic waterfront town that’s home to museums and boutiques, gourmet restaurants and crab shacks, and plenty of adventure by land or by sea.
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Cruisin’ the Great Talbot County Loop: Stop 1 – Easton
Easton is as sophisticated as it is lively. Featuring a worldclass theater, renowned art galleries, and impeccably curated museums, Easton is the heart of the Eastern Shore’s arts and culture scene.
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Cruisin’ the Great Talbot County Loop: Stop 2 – Oxford
The picture-perfect town of Oxford offers a graceful waterfront and is home to brick-lined streets anchored by history and great restaurants.
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What’s New in Talbot County, Maryland: Attractions, Art, Shopping, and Accommodations
Talbot County, Maryland, is gearing up for an exciting 2025! Find out what’s new in Talbot County – from fresh dining experiences to new attractions, an expanded art scene, to shopping options, and renovated accommodations.
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Experience a Tilghman Island Christmas in 2025
Tilghman Island offers a peaceful and scenic backdrop for the holidays, where visitors can enjoy the natural beauty of the Chesapeake Bay alongside local holiday charm.
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Ring in the Holidays in St. Michaels
The historic, waterfront town of St. Michaels transforms into a magical Christmas village during the holiday season, offering activities, shopping, and waterfront charm to make your festive visit unforgettable.
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Celebrate Christmas on the Creek in Oxford – 2025
The waterfront town of Oxford transforms into a charming holiday haven during Christmas on the Creek, a beloved annual event that brings the community together with classic holiday activities that capture the magic of the season.
