Charming Retreat at Robert Morris Inn

Small Boat Shed

Explore the rich maritime heritage of the Chesapeake Bay at the Small Boat Shed Museum in St. Michaels, Maryland, a captivating destination for all ages.

Chesapeake Bay Maritime Museum Parking Lot

Explore the heart of St. Michaels, Maryland with easy access to the Chesapeake Bay Maritime Museum and the town’s vibrant attractions.

Waterman's Wharf

Explore the maritime history of St. Michaels at Waterman's Wharf, a captivating museum showcasing the Chesapeake Bay's rich cultural heritage.

Mitchell House

Explore the fascinating maritime heritage of St. Michaels at Mitchell House, a captivating museum showcasing the rich history of the Chesapeake Bay.

Steamboat Building of CBMM

Explore the rich maritime heritage of the Chesapeake Bay at the Steamboat Building of CBMM in St. Michaels, Maryland, immersing yourself in unique history and culture.

Talbot Historical Society Mary Jenkins House

Explore the Talbot Historical Society Mary Jenkins House for an insightful journey through Easton’s rich history and cultural heritage.

Eastern Shore Infantry

Discover the Eastern Shore Infantry Historical Landmark in Cambridge, Maryland—a vital piece of Civil War history and a tribute to local heroes.

Dorchester County Historical Society

Discover the captivating history of Dorchester County at the Historical Society—where local heritage comes to life through engaging exhibits and rich artifacts.

Wades Point Inn On The Bay

Discover the historic charm of Wades Point Inn On The Bay, your serene retreat on the stunning shores of Chesapeake Bay, Maryland.

Bennett's Chapel Historical Site

Explore the serene Bennett's Chapel Historical Site in Queenstown, Maryland, and discover the rich heritage of the Bennett family in a tranquil setting.

Eastern Bay

Explore Eastern Bay, Maryland: A tranquil escape with stunning views, outdoor adventures, and a serene atmosphere perfect for relaxation.

Wye Island

Experience the natural wonders of Wye Island, a serene escape in Maryland, perfect for outdoor adventures and wildlife observation.

Historic East New Market Marker

Discover the Historic East New Market Marker, a captivating landmark revealing Maryland's rich history and cultural significance.

Watermen's Monument

Experience the essence of Chesapeake Bay's fishing heritage at Watermen's Monument, a key historical landmark in Grasonville, Maryland.

Eastern Neck Island

Explore the tranquil beauty of Eastern Neck Island, a hidden gem in Maryland, perfect for nature lovers and outdoor adventures.

St Michaels Museum

Explore St. Michaels Museum: A treasure trove of maritime history and local culture nestled in the heart of St. Michaels, Maryland.

Olde Trappe Park

Experience the beauty of nature at Olde Trappe Park, a serene escape in Maryland perfect for picnics, walks, and family outings.

1879 Hooper Strait Lighthouse, CBMM

Explore the 1879 Hooper Strait Lighthouse in St. Michaels, Maryland, a historical treasure and maritime museum celebrating the rich nautical heritage of the Chesapeake Bay.

Patriot Cruises

Experience the beauty of the Chesapeake Bay with Patriot Cruises, where history and stunning scenery come together for an unforgettable adventure.

Chesapeake Bay Maritime Museum - NORTH GATE

Explore the rich maritime history of the Chesapeake Bay at the captivating Chesapeake Bay Maritime Museum in St. Michaels, Maryland.

At Play on the Bay Exhibition, CBMM

Explore the rich maritime heritage of the Chesapeake Bay at the At Play on the Bay Exhibition in St. Michaels, Maryland – a must-see for art and history lovers.

Oystering on the Chesapeake, CBMM

Explore the rich maritime heritage of the Chesapeake Bay through engaging exhibits and unique insights into the oystering industry.

CBMM Welcome Center Entrance

Discover the rich maritime heritage of the Chesapeake Bay at the Chesapeake Bay Maritime Museum in St. Michaels, Maryland.

Chesapeake Bay Maritime Museum

Explore the Chesapeake Bay's maritime history at the Chesapeake Bay Maritime Museum, where culture and nature converge for an unforgettable experience.

Spocott Windmill Foundation, Inc.

Explore the historic Spocott Windmill in Cambridge, Maryland, and immerse yourself in the rich agricultural heritage and stunning architecture of the Eastern Shore.

The Original NE Boundary of Easton, MD

Explore the Original NE Boundary of Easton, MD - a historic site that encapsulates the town's rich history and cultural heritage.

Tilghman Watermen's Museum

Explore the rich maritime history at Tilghman Watermen's Museum, celebrating the lives of Chesapeake Bay's brave watermen.

Long Wharf Park

Explore Long Wharf Park in Cambridge, Maryland—an enchanting park with scenic views, lush greenery, and a peaceful atmosphere for all visitors.

Choptank River Lighthouse

Explore the historic Choptank River Lighthouse in Cambridge, MD, where maritime history meets stunning riverside views for an unforgettable experience.

Bill Burton Fishing Pier State Park

Experience the beauty of nature at Bill Burton Fishing Pier State Park, a premier destination for fishing, hiking, and outdoor relaxation in Maryland.

Theo's Steaks, Sides & Spirits - St. Michaels

Experience exquisite steak dining at Theo's Steaks in St. Michaels - where culinary excellence meets warm hospitality.

Ava's Pizzeria & Wine Bar - St. Michaels

Experience mouthwatering pizzas and exquisite wines at Ava's Pizzeria & Wine Bar in charming St. Michaels, Maryland.

Bistro St. Michaels

Experience gourmet French cuisine at Bistro St. Michaels, where exceptional flavors meet elegant ambiance in charming St. Michaels.

Harrison's Harbour Lights

Experience exquisite seafood dining at Harrison's Harbour Lights in St. Michaels - where local flavors meet stunning waterfront views.

The Galley Restaurant & Bar

Discover the delightful flavors of St. Michaels at The Galley Restaurant & Bar - where fresh seafood meets local charm.

Foxy's Harbor Grille

Experience exquisite dining at Foxy's Harbor Grille in St. Michaels - savor fresh seafood with breathtaking views of Chesapeake Bay.

Limoncello Restaurant and Wine Bar

Experience authentic Italian cuisine in the heart of St. Michaels at Limoncello Restaurant and Wine Bar, where every meal is a celebration.

Carpenter Street Saloon

Discover Carpenter Street Saloon: A cozy American restaurant & bar in St. Michaels offering delightful cuisine & refreshing drinks in a charming setting.

The Crab Claw

Experience the best seafood dining at The Crab Claw in St. Michaels – where fresh flavors meet breathtaking waterfront views.

Corah's Corner

Experience authentic Eastern Shore cuisine at Corah's Corner - where fresh flavors meet charming ambiance in St. Michaels.

Ruse

Discover Ruse in St. Michaels: A seafood lover's paradise offering fresh oysters and innovative cocktails in an inviting setting.

Stars Restaurant

Experience fine dining at Stars Restaurant in St. Michaels—where exquisite American cuisine meets stunning waterfront views.

Out of the Fire

Discover eclectic American cuisine at Out of the Fire in Easton, MD - where every dish tells a delicious story.

Bas Rouge

Discover the art of French cuisine at Bas Rouge in Easton, MD - where elegance meets local flavor.

Scossa Restaurant & Lounge

Experience authentic Italian cuisine at Scossa Restaurant & Lounge in Easton - where every meal is a celebration of flavors.

High's

Discover convenience and charm at High's in St. Michaels, MD – your friendly stop for snacks, essentials, and local specialties.

The Christmas Shop

Discover the magic of the holiday season at The Christmas Shop in St. Michaels, where festive treasures and unique gifts await year-round.

The Preppy Redneck

Discover unique gifts and local treasures at The Preppy Redneck in St. Michaels, Maryland—a must-visit for every traveler.

American Holiday

Discover unique home goods and coastal treasures at American Holiday, a charming store in St. Michaels, Maryland.

Charisma Clothing Boutique

Explore Charisma Clothing Boutique for a unique shopping experience in St. Michaels, MD, featuring stylish apparel and personalized service.

Chesapeake Bay Outfitters

Shop at Chesapeake Bay Outfitters for trendy beachwear and accessories in St. Michaels, Maryland, and embrace the coastal lifestyle.

The Shops at Sea Captain's Cottage

Explore the unique charm of The Shops at Sea Captain's Cottage, where gifts, antiques, and jewelry reflect the essence of St. Michaels, Maryland.

Antiques On Talbot LLC

Explore Antiques On Talbot in St. Michaels, MD for a unique shopping experience filled with history and vintage treasures waiting to be discovered.

Justamere Trading Post

Explore Justamere Trading Post in Easton, MD – a unique destination for tea lovers and seekers of Native American crafts.

The Mercantile in Easton

Discover a stylish women's clothing store in Easton, MD, featuring curated fashion and unique accessories for every occasion.

Arrae

Discover unique gifts and home goods at Arrae, Easton's charming gift shop that captures the spirit of local shopping.

Two Pair Collectibles

Discover the ultimate trading card and collectibles destination at Two Pair Collectibles in Easton, Maryland—a paradise for enthusiasts and casual collectors alike.

Shoppes at Easton

Explore the Shoppes at Easton, a premier shopping mall in Maryland offering diverse retail, dining, and entertainment experiences for all.

Tammy's Cool Things

Explore the eclectic mix of gifts, candles, and unique treasures at Tammy's Cool Things in Trappe, Maryland - a shopper's paradise!

Eastern Shore Candle Co LLC

Explore the enchanting scents of Eastern Shore Candle Co, a haven for handmade candles and unique home goods in the heart of Cambridge, Maryland.

Robert Morris Inn

Experience historic charm and modern comfort at Robert Morris Inn, a premier destination for relaxation and fine dining in Oxford, Maryland.

The Fool's Lantern

Discover the charm and exquisite flavors of The Fool's Lantern, a must-visit restaurant in St. Michaels, Maryland, where culinary creativity meets local tradition.

The Treetop Lounge

Experience the serene ambiance of The Treetop Lounge in St. Michaels, where breathtaking views and expertly crafted cocktails await you.

Inn At Perry Cabin

Discover luxurious comfort and picturesque views at the Inn At Perry Cabin, a premier resort hotel in St. Michaels, Maryland.

Purser's Pub

Experience the warm hospitality and vibrant local scene at Purser's Pub, a charming bar in St. Michaels, Maryland, perfect for relaxation and enjoyment.

The Stewart

Experience fine dining at The Stewart in Easton, Maryland, where local ingredients meet culinary artistry in a sophisticated atmosphere.

4 Dogs Brewing Co. & Pub

Discover a lively brewpub experience at 4 Dogs Brewing Co. & Pub in Easton, MD, with delicious craft beers, tasty bites, and a fun sports bar atmosphere.

Snappers Waterfront Cafe & Tiki Bar

Discover Snappers Waterfront Cafe & Tiki Bar, a delightful waterfront dining experience featuring fresh seafood, family-friendly vibes, and stunning views in Cambridge, Maryland.

RAR Brewing

Savor the essence of craft beer and delicious cuisine at RAR Brewing in Cambridge, Maryland, where every sip and bite tells a story.

The LabRaRtory

Explore the vibrant cocktail culture at The LabRaRtory, where innovative drinks and a lively atmosphere await in Cambridge, MD.

The Dive Club

Discover the flavors of Cambridge at The Dive Club, where exceptional cuisine meets a relaxed atmosphere in an unforgettable dining experience.

Blue Ruin

Discover Blue Ruin: A bar and restaurant in Cambridge, MD, renowned for its innovative cocktails and delicious cuisine in a warm, inviting atmosphere.

Art Bar At Liv Again

Experience art and fine wine at the Art Bar At Liv Again in Cambridge, MD, a perfect retreat for wine enthusiasts and art lovers.

Off the Rook

Discover the relaxing atmosphere of Off the Rook, a scenic bar in Cambridge, Maryland, perfect for unwinding with drinks and beautiful views.

Johnny's Tavern

Experience the best of grill culture at Johnny's Tavern, East New Market's favorite sports bar for delicious food and lively atmosphere.