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The Best Restaurants in Talbot County, Maryland – Where to Eat, Drink, & Indulge
Explore our guide to the best restaurants in Talbot County, MD and find the perfect spot for your next meal!

The Best Restaurants in Trappe, Maryland – Where to Eat, Drink & Indulge
Where to Eat in Trappe, Maryland Nestled along Maryland’s Eastern Shore, Trappe is a charming

The Best Restaurants on Tilghman Island, Maryland – Where to Eat, Drink, & Indulge
Tilghman Island Restaurants – Where to Eat on Tilghman Island, Maryland Tilghman Island, a serene

The Best Restaurants in St. Michaels, Maryland – Where to Eat, Drink, & Indulge
Where to Eat in St. Michaels, Maryland St. Michaels, Maryland, is a charming waterfront town

The Best Restaurants in Oxford, Maryland – Where to Eat, Drink & Indulge
Where to Eat in Oxford, Maryland Oxford, Maryland, is a picturesque waterfront town known for

The Best Restaurants in Easton, Maryland – Where to Eat, Drink & Indulge
Savor the Flavors of Easton, Maryland: A Culinary Journey Easton, Maryland, has earned a reputation

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.

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.

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.

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.

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.

12 Romantic Hideaways 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 relaxing romantic getaway on the Chesapeake Bay.