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What’s New in Talbot County 2026 | Dining, Events & Waterfront Fun
Discover what’s new in Talbot County, Maryland in 2026—from acclaimed dining and waterfront experiences to new exhibits, events, and places to stay.
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Fall in Talbot County: 5 Must See Seasonal Highlights
From cultural experiences and waterfront heritage to farmers markets and seasonal festivals, fall is the perfect time to explore Maryland’s Eastern Shore.
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A Maritime Themed Tour of Talbot County
Defined by 600 miles of coastline, Talbot County’s modern seafaring lineage hails back to 1694. Is was then that Talbot County’s first town, Oxford was mandated by Maryland legislation to become the Eastern Shore’s first port-of-entry. The town gained significant prominence as a result and remained a booming port of call for vessels from all…
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Best Places to Stay in Talbot County, Maryland
Stay in Talbot County. With miles of spectacular waterfront and small towns defined by charming tree-lined brick sidewalks, Talbot County is the ideal backdrop for a Chesapeake Bay getaway.
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Best Places to Stay Around the Area
Find the best places to stay for a home base in Talbot County, Maryland.
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Best Places to Stay on Tilghman Island
A stay on Tilghman Island takes you just off the beaten path, to the southernmost tip of Talbot County. This authentic waterman’s village, nestled between the Chesapeake Bay and the Choptank River, is truly a world apart. The serenity of this unique place will help to melt away your worries.
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Best Places to Stay in St. Michaels, MD
Stay in St. Michaels for Relaxing Luxury Synonymous with relaxing luxury, a stay in St. Michaels allows you to rest your head in a short-term rental, historic inn, marina-front room, or world-renowned resort. The Inn at Perry Cabin One of America’s most luxurious properties, the Inn at Perry Cabin calls St. Michaels home. Having earned numerous awards and…
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Best Places to Stay Oxford, Maryland
Stay in Oxford, Maryland for a quaint and quiet getaway where you can overnight in the waterfront home of a signer of the Declaration of Independence and dine downstairs in front of a cozy fireplace. There’s even a quiet getaway just for adults.
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Best Places to Stay in Easton, Maryland
A stay in Easton makes a perfect base for exploring Talbot County. Accommodations range from luxurious historic inns, intimate bed and breakfasts, and family-friendly national hotels with pools. Stay in Easton and Enjoy Historic Luxury The Tidewater Inn, located in the center of downtown, has welcomed guests since 1949. The luxury rooms are newly renovated…
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The Best Restaurants Around the Area – Where to Eat, Drink & Indulge
Whether you’re craving fresh seafood, a cozy café experience, or a casual meal, Talbot County’s towns and villages offer a great selection of restaurants to enjoy. Here’s your guide to the best restaurants and eateries around the area.
