Chespaeake Rail & Sail Trail ™

Culinary Delights on the Chesapeake Rail & Sail Trail ™- A Gastronomic Journey Through Oxford and Beyond

Oxford, Maryland: A Culinary Haven

• Doc's Sunset Grille: Enjoy casual waterfront dining at Doc's Sunset Grille, where the menu features fresh seafood, burgers, and salads.
• Robert Morris Inn: For a fine dining experience, visit the historic Robert Morris Inn. Their menu features upscale American cuisine with a focus on local ingredients.
• Anthony's Italian Restaurant: Savor authentic Italian cuisine at Anthony's Italian Restaurant, known for its creamy risottos, hand-tossed pizzas, and vibrant antipasti.
• Oxford Market: Local wine & cheese, deli sandwiches, fresh baked goods, breakfast items, fresh ground coffee, and general store.
• Oxford Social Cafe: Famous for the Eastern Shore's Rise Up coffee and baked goods from local bakeries. They also offer pints of Scottish Highland Creamery ice cream.
• Scottish Highland Creamery - Named the best ice cream in Maryland!

Beyond Oxford: Culinary Delights on the Chesapeake Rail & Sail Trail

• t at the General Store: Relax and enjoy a casual dining experience at t at the General Store, offering locally sourced brunch and New American fare.
• The Oak Room: a premier lounge and bar located in The Oaks Waterfront Hotel in St. Michaels, MD. Enjoy the full menu every Wednesday and Thursday evening.

• Ruse: Indulge in modern American cuisine with a focus on fresh ingredients at Ruse.
• Carpenter Street Saloon: Experience a laid-back atmosphere and hearty American fare at Carpenter Street Saloon.
• Chesapeake Landing: Enjoy waterfront dining and a variety of seafood dishes at Chesapeake Landing.
• The Galley Restaurant & Bar: Grab a quick bite or a leisurely meal at The Galley Restaurant & Bar, known for its breakfast, lunch, and baked goods.

• Tilghman Island Inn: Offers waterfront dining with a focus on fresh seafood and local ingredients. Enjoy stunning views of the Chesapeake Bay while savoring delicious dishes.
• Tickler's Crab Shack & Restaurant: A casual seafood restaurant known for its steamed crabs, crab cakes, and other Chesapeake Bay favorites.
• Two if by Sea: A local favorite famous for breakfast and brunch.

Easton:

• Bas Rouge: A fine dining restaurant offering a refined menu with a focus on seasonal ingredients and an extensive wine list.
• Mason's Restaurant: A popular choice for American cuisine in a relaxed and inviting setting.
• Legal Spirits: A gastropub featuring creative cocktails and a menu of elevated bar snacks and small plates.
• Sugar Buns Bakery: Perfect for breakfast pastries, coffee, or a sweet treat. They also offer a variety of sandwiches and light lunch options.

Trappe:

• Momma Maria's: Indulge in authentic Mediterranean cuisine at Momma Maria's.
• Old Trappe Tavern: Enjoy a classic American diner experience at the Old Trappe Tavern.
• The Coffee Trappe: Grab a quick coffee or delicious breakfast at The Coffee Trappe.

Cambridge:

• RAR Brewing: A popular spot for craft beer and delicious pub fare. They often have live music and a lively atmosphere.
• Jimmie & Sook's Raw Bar: Enjoy fresh oysters, crab, and other Chesapeake Bay seafood in a casual setting.
• The High Spot: Offers a more upscale dining experience with a focus on local ingredients and creative dishes.
• Blackwater Bakery: Perfect for breakfast, lunch, or a sweet treat. They offer a variety of baked goods, sandwiches, and coffee.

Hurlock:

• Suicide Bridge Restaurant: Enjoy waterfront dining with beautiful views of the Choptank River. Known for their seafood and casual atmosphere.
• The Choptank Riverboat Co.: While not a traditional restaurant, The Choptank Riverboat Co. offers meals and drinks during their scenic river cruises, providing a unique dining experience.

• Chesapeake Bay Seafood: The Chesapeake Bay is renowned for its fresh seafood. Look for local favorites like oysters, crabs, and rockfish on the menus of many restaurants along the trail.
• Local Farm-to-Table Cuisine: Support local farmers and chefs by enjoying fresh, seasonal produce and ingredients at restaurants that source their food from local farms.
• Unique Dining Experiences: Enjoy a variety of dining experiences, from casual waterfront eateries to fine dining establishments.

• Map out your route: The Chesapeake Rail & Sail Trail offers a scenic route to explore by car or bike. Map out your route to ensure you don't miss any of the charming towns and dining options along the way.
• Make reservations: During peak season, it's a good idea to make reservations at restaurants, especially for popular establishments.
• Plan for a variety of experiences: The Chesapeake Bay region offers a diverse culinary scene. Be adventurous and try different restaurants and cuisines to discover your favorites.

• Check for seasonal menus: Many restaurants offer seasonal specials, so be sure to inquire about what's available.
• Look for local events: Some restaurants may host special events or wine tastings.
• Don't be afraid to venture off the beaten path: There may be hidden gems waiting to be discovered.