10 Great Chesapeake Bay Hotels and Inns

The hotels and inns located along the Chesapeake Bay offer a magical and unforgettable experience for all ages. Extending 200 miles along the Eastern Shore of Maryland, the Chesapeake Bay provides spectacular waterfront views and great opportunities for outdoor recreation. With so many small towns and waterfront destinations to explore, you could spend a lifetime visiting this region and keep discovering something new. Following is a guide to some of the best places to stay overnight along the bay. Accommodations range from large luxury resorts to cozy bed and breakfasts. These properties are all located in unique destinations along the waterfront with beautiful views and access to boating and swimming. (Listed in alphabetical order)

More About the Chesapeake Bay and the Maryland Eastern Shore

The Maryland Eastern Shore extends hundreds of miles between the Chesapeake Bay and the Atlantic Ocean and is a popular vacation destination. The historic towns, beaches and beautiful natural areas offer a variety of recreational activities such as boating, swimming, fishing, bird watching, biking and golf. The resort communities along the Eastern Shore host wonderful annual events including waterfront festivals, seafood festivals, boating regattas and races, fishing tournaments, boat shows, museum events, arts and crafts shows, and more. See a guide to the Cities and Towns Along the Chesapeake Bay.