Pour House Pub: A Cozy Retreat for Food and Fun

Watermen's Monument

Explore Watermen's Monument in Grasonville, MD—a tribute to the Chesapeake Bay's watermen and a serene spot for history and nature lovers.

Eastern Neck Island

Experience the serene beauty of Eastern Neck Island, a hidden gem in Maryland, known for its stunning landscapes and abundant wildlife.

Baltimore Harbor Light

Explore the historic Baltimore Harbor Light, a symbol of maritime heritage offering stunning views and a glimpse into the past on the Chesapeake Bay.

Eastern Bay

Experience the tranquility of Eastern Bay, Maryland - a hidden gem perfect for outdoor adventures, scenic views, and peaceful moments by the water.

Bennett's Chapel Historical Site

Explore the serene beauty and rich history of Bennett's Chapel Historical Site in Queenstown, Maryland, a true gem for history enthusiasts and travelers alike.

Wye Island

Discover Wye Island, a serene natural retreat in Maryland, rich in wildlife, stunning landscapes, and perfect for outdoor adventures and relaxation.

Armel-Leftwich Visitor Center

Explore Annapolis through the lens of history at the Armel-Leftwich Visitor Center, your gateway to the Naval Academy and beyond.

Annapolis Waterfront Hotel, Autograph Collection

Experience luxury and stunning waterfront views at the Annapolis Waterfront Hotel, your perfect getaway in the heart of Maryland.

Flag House Inn

Discover comfort and charm at Flag House Inn, a delightful bed and breakfast in the heart of historic Annapolis, Maryland.

The Annapolis Inn

Discover the charm of Annapolis at The Annapolis Inn, your home away from home in this historic coastal city.

118 Maryland Ave

Explore the historic charm of 118 Maryland Ave in Annapolis, where rich heritage meets vibrant local culture in a picturesque waterfront setting.

James Brice House

Experience the rich history and stunning architecture of the James Brice House, a must-see historical landmark in Annapolis, Maryland.

Shiplap House

Explore Shiplap House, a stunning historical landmark in Annapolis, offering a glimpse into the city's rich architectural heritage and vibrant local culture.

The Tripoli Monument

Explore the Tripoli Monument in Annapolis, a historical landmark honoring U.S. Navy heroes and a symbol of American maritime legacy.

Charles Carroll House

Discover the legacy of Charles Carroll at his historic home in Annapolis, a captivating glimpse into America's founding era.

Stevensville Historic District

Discover the enchanting Stevensville Historic District, where history meets nature in a charming Maryland setting.

Kent Island Heritage Society

Explore the Kent Island Heritage Society, a museum showcasing the rich maritime history and cultural heritage of Kent Island, Maryland.

Terrapin Nature Park

Discover Terrapin Nature Park: A breathtaking nature preserve in Stevensville, Maryland, perfect for birdwatching, hiking, and family outings amidst stunning landscapes.

Chesapeake Heritage & Visitors Center

Explore Maryland's Eastern Shore history at the Chesapeake Heritage & Visitors Center, a gateway to the rich cultural heritage and natural beauty of the region.

Cascia Vineyards & Winery

Discover the beauty and flavors of Cascia Vineyards & Winery, a charming destination in Stevensville, Maryland, perfect for wine lovers and tourists alike.

Chesapeake Bay Environmental Center

Explore the Chesapeake Bay Environmental Center, a unique blend of nature, education, and recreation in the heart of Maryland.

Matapeake Park

Explore the natural beauty of Matapeake Park, a serene Chesapeake Bay retreat with stunning views and recreational activities for all ages.

Eastern Neck National Wildlife Refuge

Explore Eastern Neck National Wildlife Refuge, a serene wildlife haven in Maryland, perfect for birdwatching, hiking, and enjoying nature's tranquility.

William Preston Lane Jr. Memorial (Chesapeake) Bay Bridge

Experience the stunning views and rich history of the Chesapeake Bay at the iconic William Preston Lane Jr. Memorial Bridge in Maryland.

William Preston Lane Jr. Memorial Bay Bridge

Explore the stunning William Preston Lane Jr. Memorial Bay Bridge, an engineering marvel with breathtaking views of the Chesapeake Bay and surrounding parks.

Sandy Point Shoal Light

Explore the historic Sandy Point Shoal Light, a maritime gem in Annapolis, offering stunning views and a glimpse into the region's nautical history.

Flounder Pavilion Beach Front - Sandy Point State Park

Experience the beauty and tranquility of Flounder Pavilion Beach Front at Sandy Point State Park, a family-friendly haven in Annapolis, Maryland.

Sandy Point State Park Youth Group Camp Ground

Discover the beauty of Sandy Point State Park Youth Group Camp Ground, a serene destination for camping, adventure, and bonding by the Chesapeake Bay.

Sandy Point State Park

Explore Sandy Point State Park, a serene haven in Maryland offering stunning views of the Chesapeake Bay and endless outdoor activities for every nature lover.

Sandy Point Park Maintenance

Explore the natural beauty of Sandy Point Park in Annapolis, a perfect destination for families, outdoor enthusiasts, and nature lovers.

Frix's Fire Grill

Experience authentic Brazilian cuisine at Frix's Fire Grill - where delicious grilled meats meet vibrant tropical flavors.

4 Sisters Kabob and curry

Discover the rich flavors of Pakistan and India at 4 Sisters Kabob and Curry – a culinary gem in Stevensville offering delicious kabobs and curries.

Rams Head Shore House

Experience the best of American cuisine at Rams Head Shore House in Stevensville—where great food meets lively entertainment by the bay.

Amalfi Coast Italian + Wine Bar

Experience authentic Italian flavors at Amalfi Coast Italian + Wine Bar – where every meal is a celebration of taste and culture.

BIG BATS CAFE

Experience the perfect blend of delicious cuisine and exciting sports at BIG BATS CAFE in Stevensville, MD.

Stevensville Crab Shack

Experience authentic Eastern Shore cuisine at Stevensville Crab Shack - where fresh seafood meets friendly service in a picturesque setting.

Dock House

Discover Dock House in Chester MD - A Seafood Paradise Offering Fresh Flavors and Stunning Waterfront Views.

Knoxie's Table

Experience exquisite American and seafood cuisine at Knoxie's Table in Stevensville—where fine dining meets breathtaking waterfront views.

Red Eye's Dock Bar

Discover the perfect blend of delicious food, refreshing drinks, and stunning waterfront views at Red Eye's Dock Bar in Grasonville.

Harris Crab House

Experience fresh crab dishes and stunning waterfront views at Harris Crab House - your ultimate seafood destination in Grasonville.

The Big Owl

Experience the flavors of Maryland at The Big Owl – your go-to grill in Grasonville offering delicious dishes and warm hospitality.

The Narrows Restaurant

Discover The Narrows Restaurant in Grasonville – where exquisite seafood meets stunning waterfront views on Maryland's Eastern Shore.

Fisherman's Crab Deck

Discover delicious seafood at Fisherman's Crab Deck – where fresh catches meet breathtaking waterfront views in Grasonville.

Libbey's Coastal Kitchen and Cocktails

Experience the best of Maryland's Eastern Shore at Libbey's Coastal Kitchen - where fresh seafood meets stunning waterfront views.

Fisherman's Inn Restaurant

Experience the best seafood dining at Fisherman's Inn Restaurant in Grasonville – where freshness meets flavor in every bite.

The Winery

Discover a world of wines and liquors at The Winery in Chester, MD, where expert staff and extensive selections await every visitor.

Half Full Gift Boutique

Explore an enchanting selection of local gifts and artisanal products at Half Full Gift Boutique in Stevensville, Maryland.

Shore Shop

Visit the Shore Shop in Stevensville, MD for all your convenience needs and local Maryland flavors, right on your travel route.

The Market at the Chesapeake Bay Beach Club

Explore unique gifts and delicious café treats at The Market at the Chesapeake Bay Beach Club, where stunning views meet local charm.

Eastern Bay Trading Co

Explore unique antiques and vintage furniture at Eastern Bay Trading Co, a hidden gem in Grasonville, Maryland, perfect for treasure hunters and decor enthusiasts.

Queenstown Premium Outlets

Discover unbeatable deals and a wide selection of top brands at Queenstown Premium Outlets, Maryland's ultimate shopping destination.

Whimsicality

Explore Whimsicality, a unique gift shop in Annapolis offering charming treasures and one-of-a-kind finds that capture local artistry.

Natural Resource Department

Discover the Natural Resource Department in Queenstown, Maryland, where conservation meets community engagement in the heart of nature.

Annapolis Maritime Antiques

Discover unique nautical antiques and vintage treasures at Annapolis Maritime Antiques, where maritime history comes alive in the heart of Annapolis.

Shoppe Details and Design

Discover unique home decor and gifts at Shoppe Details and Design, a charming boutique in Annapolis, Maryland, perfect for tourists seeking local treasures.

Guzzi Gifts Christmas Corner

Discover the festive charm of Guzzi Gifts Christmas Corner in Annapolis, your go-to destination for unique gifts and local treasures.

727 SAILBAGS STORE

Discover the artistry of nautical fashion at 727 Sailbags Store in Annapolis, where recycled sails become unique accessories and home goods.

The Pink Crab

Shop unique coastal fashion at The Pink Crab in Annapolis, where local charm meets exceptional style in a vibrant boutique setting.

Brightside Boutique- Annapolis

Explore Brightside Boutique in Annapolis for unique fashion, accessories, and local artisan gifts that embody the essence of Maryland's vibrant culture.

Hobo Flagship Store - Handbags, Wallets & Accessories

Explore the Hobo Flagship Store in Annapolis for premium leather handbags, wallets, and accessories crafted with care and style.

Pour House Pub

Experience the vibrant atmosphere and delicious offerings at Pour House Pub, Chester's favorite spot for food and fun.

Adams Grille & Tap House Kent Island

Experience mouthwatering barbecue and a vibrant atmosphere at Adams Grille & Tap House on Kent Island, a culinary gem for all food lovers.

Parrot Bar

Experience the lively charm of Parrot Bar in Chester, MD—where delicious grilled dishes meet a vibrant social atmosphere.

Big Truck Farm Brewery

Experience the charm of Big Truck Farm Brewery in Queenstown, MD, where craft beer meets local flavors in a picturesque setting.

Harbor Shack

Discover delectable seafood and vibrant entertainment at Harbor Shack, Rock Hall's premier dining destination with stunning waterfront views.

Armadillos Restaurant

Experience the best of Annapolis dining at Armadillos Restaurant, where grill favorites and a lively bar atmosphere await.

Ponche Tiki Bar

Discover Ponche Tiki Bar in Annapolis, where tropical vibes meet creative cocktails in a vibrant atmosphere perfect for unwinding.

Acme Bar & Grill

Discover the vibrant flavors of Annapolis at Acme Bar & Grill, where great food and good times come together.

Castlebay Irish Pub

Discover the heart of Irish culture at Castlebay Irish Pub, Annapolis' premier destination for food, drinks, and live music.

Parley Room

Experience the best of Annapolis nightlife at Parley Room, where expertly crafted cocktails meet an elegant atmosphere for unforgettable evenings.

Drummer's Lot Pub

Discover the inviting atmosphere of Drummer's Lot Pub in Annapolis, where craft beers and classic pub fare await in a historic setting.

Harold Black - Annapolis

Discover the hidden gem of Annapolis at Harold Black, where craft cocktails and a vibrant atmosphere await you.

DARK HORSE

Discover the lively Dark Horse in Annapolis, a sports bar and restaurant offering delicious food, craft drinks, and a vibrant atmosphere for sports lovers.

Reynolds Tavern and 1747 Pub

Experience the rich history and delicious cuisine at Reynolds Tavern and 1747 Pub, a historic gem in Annapolis, Maryland.

Rams Head Tavern

Discover the lively Rams Head Tavern in Annapolis, where American cuisine meets local craft beers in a vibrant atmosphere.