Best Bars near Osage Trail

Experience the best of Maryland seafood at Harris Crab House, renowned for its fresh crabs and stunning waterfront views.

Experience the charm of waterfront dining at Red Eye's Dock Bar in Grasonville, Maryland, where delicious food and vibrant atmosphere await.

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

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

Discover the maritime heritage and artistic treasures of the Chesapeake Bay at the At Play on the Bay Exhibition in St. Michaels, Maryland.

Explore the rich maritime history of the Chesapeake Bay at Oystering on the Chesapeake, a unique museum experience for all ages.

Discover the maritime heritage at the 1879 Hooper Strait Lighthouse, a historic landmark offering insights into the Chesapeake Bay's rich history.

Uncover the maritime history and vibrant culture of the Chesapeake Bay at the Chesapeake Bay Maritime Museum in St. Michaels, MD.

Discover St. Michaels' maritime heritage at the Chesapeake Bay Maritime Museum Parking Lot, your gateway to history and stunning waterfront views.

Delve into the maritime legacy of the Chesapeake Bay at this captivating museum, featuring engaging exhibits, scenic views, and rich local history.

Discover Ruse, the premier dining destination in St. Michaels, offering fresh seafood, creative cocktails, and an unforgettable atmosphere.

Experience waterfront dining at Foxy's Harbor Grille in St. Michaels, MD, offering delicious seafood and American cuisine with stunning views.

Experience classic American cuisine at Carpenter Street Saloon, a charming saloon in St. Michaels offering delicious food and a cozy atmosphere.

Experience authentic Italian cuisine and fine wines at Limoncello Restaurant and Wine Bar in St. Michaels, Maryland, perfect for any special occasion.

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

Discover The Galley Restaurant & Bar in St. Michaels, where fresh, local flavors meet a welcoming atmosphere for an unforgettable dining experience.

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.

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

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.

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

Savor authentic Brazilian cuisine and vibrant cocktails at Frix's Fire Grill, a culinary gem in Chester, Maryland.

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

Discover the charm of Hunters Tavern in Easton, Maryland – a delightful bar and American restaurant offering comfort food and a vibrant atmosphere.

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

Experience American cuisine and live music at Rams Head Shore House, a charming restaurant in Stevensville, Maryland, perfect for every occasion.

Discover the ultimate seafood experience at The Kentmorr Beach Bar & Grill, where fresh flavors meet stunning waterfront views.

Experience the perfect blend of American cuisine and riverside charm at Doc's Riverside Grille, a must-visit bar and grill in Centreville, Maryland.

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

Savor delightful cuisine with stunning bay views at Beacon Waterfront, a premier Annapolis restaurant known for its fresh seafood and inviting atmosphere.

Experience the best of Maryland seafood with waterfront dining at Waterman's Crab House in Rock Hall.

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

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

Experience local flavors and a welcoming atmosphere at Davis' Pub in Annapolis, Maryland, the perfect spot for delicious food and drinks.

Experience the best seafood in Annapolis at Boatyard Bar & Grill, where fresh flavors meet a lively atmosphere.

Experience the fusion of American and Mediterranean cuisine at Vin 909 Winecafe', where organic ingredients meet an extensive wine selection in a cozy setting.

Experience fresh seafood and stunning waterfront views at Latitude 38° Waterfront Dining in Annapolis, Maryland.

Experience the vibrant flavors of the Caribbean at Pusser's Caribbean Grille in Annapolis, where delightful cuisine meets stunning waterfront views.

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

Discover delicious grilled specialties and local craft beers at Dock Street Bar & Grill, a charming dining spot in Annapolis' historic waterfront.

Discover over 200 years of history with fresh seafood and classic American dishes at Middleton Tavern, Annapolis's iconic waterfront restaurant.

Experience the essence of Chesapeake Bay dining at McGarvey's, where fresh seafood meets vibrant atmosphere in historic Annapolis.

Discover the vibrant flavors of American cuisine at the Federal House Bar & Grille, where seafood and hospitality meet in the heart of Annapolis.

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

Experience the best of seafood dining at O'Brien's Oyster Bar & Seafood Tavern, where freshness meets flavor in the heart of Annapolis.

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

Explore the culinary delights of Fox's Den, a celebrated gastropub in Annapolis offering innovative American cuisine and a cozy atmosphere.

Savor the flavors of Ireland at Galway Bay Irish Restaurant and Pub, a lively Annapolis hotspot for food and fun.

Discover the perfect blend of fine wines and American cuisine at Red Red Wine Bar + Bistro in Annapolis, a culinary gem for food and wine lovers.

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

Discover the vibrant culinary scene at DRY 85, where delicious flavors, craft drinks, and a lively atmosphere await in Annapolis.

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

Experience the best of Chesapeake Bay dining at Severn Inn, where fresh seafood meets stunning waterfront views in Annapolis.

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

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

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

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

Discover the lively atmosphere of Stan & Joe's Saloon in Annapolis, featuring American cuisine, live music, and a spirited sports bar vibe.