The Best Spots to Visit Along Maryland's Chesapeake Bay

Winter sunrise
Winter sunrise |  © Charlie Stinchcomb/Flickr

Freelance Writer

If you’re planning your next trip to Maryland, there are plenty of quaint towns along the way to the Chesapeake Bay. These small towns are not only rich in history, but have plenty of things to do and see, including catching the amazing water views. Check out some of these spots and take time to experience small-town life.

Cambridge

Cambridge, Maryland is a city rich in history, such as that regarding the Underground Railroad, and a haunted street. This town sits on the Choptank River and its dock is the perfect place to dock your boat. This town has a population of approximately 12,000 inhabitants who appreciate a good crab cake and living on the water.

Cambridge, Maryland

Easton

Easton, Maryland

Chesapeake City

Chesapeake City, Maryland, is another town located on the Chesapeake Bay. It has Colonial-style and Victorian-style homes that are located all around the Chesapeake & Delaware Canal, that’s still being used to this day. This town has many local storefronts with unique shopping and fantastic restaurants that specialize in fresh and sustainable seafood.

Chesapeake City, Maryland

Havre de Grace

Havre de Grace, Maryland, is an amazing city that has the perfect marina to dock your boat, as well as a fishing pier and lighthouse. At the lighthouse, you’re able to see amazing views of the Chesapeake Bay, and while on the fishing pier, feel free to watch the sunrise and watch birds in the fresh air. There are also great opportunities to shop and dine while visiting the promenade in the downtown historic area of Havre de Grace.

Havre de Grace, Maryland

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.

Culture Trip Spring Sale

Save up to $1,100 on our unique small-group trips! Limited spots.

X
close-ad
Edit article