Explore Maryland’s Eastern Shore: Your Guide to a Memorable Long Weekend

Discovering Maryland’s Eastern Shore

Maryland’s Eastern Shore offers a perfect escape for a long weekend getaway. Known for its scenic beauty, charming towns, and rich history, this region along the Chesapeake Bay beckons travelers seeking relaxation and exploration away from the hustle and bustle.

Travel + Leisure // Reema Desai

Must-Visit Destinations

St. Michaels: This quaint town is famous for its maritime heritage and picturesque harbor. Visit the Chesapeake Bay Maritime Museum to learn about the area’s seafaring history, and enjoy fresh seafood at local restaurants.

Easton: Explore Easton’s vibrant arts scene, with galleries, theaters, and shops lining its historic streets. Don’t miss the Avalon Theatre for live performances, and browse the boutiques for unique finds.

Oxford: Experience Oxford’s small-town charm and maritime atmosphere. Take a stroll along the waterfront, visit historic sites like the Oxford-Bellevue Ferry, and savor waterfront dining with views of the bay.

Outdoor Adventures and Relaxation

Enjoy outdoor activities such as kayaking or paddleboarding on the bay, cycling along scenic trails, or simply relaxing on sandy beaches. Visit local wineries and breweries for tastings, or indulge in Maryland’s famous blue crabs at waterfront eateries.

Scenes from Chesapeake Bay, Maryland
Travel + Leisure // Reema Desai

With its blend of history, natural beauty, and leisurely pace, Maryland’s Eastern Shore promises a memorable long weekend getaway for travelers of all interests.