The Best Things to do on the Eastern Shore in 2023

Gorgeous scenery on the banks of the Chesapeake Bay - enjoying the natural beauty is one of the best things to do on the Eastern Shore of Maryland

If an unforgettable retreat to a tranquil oasis on the Chesapeake Bay sounds appealing, then it’s time to plan your getaway to our Eastern Shore Bed and Breakfast. Relaxing isn’t the only thing to enjoy here, though – though we think you should give yourself plenty of time to do just that. There are many great things to do on the Eastern Shore of Maryland, and our Bed and Breakfast is well-located near Rock Hall so that you can experience the best of it.

Whether your perfect Maryland getaway includes feasting on Maryland crab, soaking up the warming rays of the summer sun at area beaches, shopping in our coastal towns, or experiencing the glorious waters of the Chesapeake Bay, we have no doubt you’ll find plenty of things to do on the Eastern Shore. Just as integral to your experience here, though, is enjoying plenty of downtime at our top-rated Eastern Shore Bed and Breakfast.

Life here on the shores of the Chesapeake Bay is, after all, about learning how to slow down, disconnect, and appreciate the quiet moments. Our 70 acres of zen are perfect for exactly that. At our Eastern Shore Bed and Breakfast, you’ll experience plenty of gracious hospitality, serene natural beauty, and the relaxing escape you crave. Book your room at our Eastern Shore Bed and Breakfast today!

Set sail at sunset on the Chesapeake Bay - one of the best things to do on the Eastern Shore of Maryland

The Best Things to do on the Eastern Shore in 2023

Though it’s easy to paint Maryland’s Eastern Shore as a tranquil place where the world slows down – which is entirely accurate – it’s also true that there are plenty of things to do on the Eastern Shore. There’s a reason this quiet and scenic part of the state is a popular choice for weekend trips in Maryland.

When it comes to experiencing the best things to do on the Eastern Shore – particularly in the summer – you can expect the gorgeous waters of the Chesapeake Bay to factor heavily into the equation. Whether it’s getting on the water, feasting on delicacies that come from it, or enjoying spaces around it, it feels like it’s everywhere. There’s more than that, too! We’ve included some top things to do on the Eastern Shore below.

  1. The Eastern Neck Wildlife Refuge is one of the top attractions on the Eastern shore among nature enthusiasts. Walking the trails at this scenic refuge is one of our favorite things to do on the Eastern Shore no matter the season. A similarly great place to explore is the Blackwater National Wildlife Refuge.
  2. Crab is a summertime staple on the Eastern Shore – so it’s probably no surprise that one of our favorite things to do on the Eastern Shore when it’s in season is to feast on Maryland crab.
  3. If you’d rather spend your time on the water than consume what comes from it, we recommend taking a sailing cruise or fishing charter.
  4. Chartered excursions are fun, but we think one of the best things to do on the Eastern Shore is to navigate our water trails while you enjoy some kayaking on our various regional water trails.
  5. Biking season is here, and it’s one of our favorite things to do on the Eastern Shore. Plenty of people visit the area each year with Vermont Bike Tours, but there are also plenty of fantastic rural roads around the area that are perfect for a relaxed afternoon on two wheels.
  6. If you’re looking for something more relaxing, one of our favorite things to do on the Eastern Shore is to spend a day at the beach. Luckily, we aren’t too far from some of the best beaches on the Eastern Shore.
  7. As the afternoon heats up, it’s a great time to sip on a crisp, cool glass of wine from some of the top Maryland Wineries. Our favorite nearby winery is Crow Vineyard and Winery.
  8. You can also head into downtown Rock Hall and explore various activities there. Some of our favorite things to do in Rock Hall, MD, include visiting River Arts Gallery, the Chesapeake Bay Maritime Museum, and the Mainstay Music Venue.
Relax on these beautiful grounds at our Eastern Shore Bed and Breakfast - one of the best things to do on the Eastern Shore of Maryland

Unwind at the Best Eastern Shore Bed and Breakfast

As you drive up the long driveway and take in the scene of our Eastern Shore Bed and Breakfast unfolding, you’ll know you’ve found your perfect home away from home. We offer our guests far more than a comfortable place to rest their heads at night. Our Eastern Shore Bed and Breakfast is a treat for the senses – and a retreat from what is all-too-often a busy and chaotic modern world.

Wake up in our luxuriously appointed guest rooms or cottages, indulge in a breakfast you didn’t have to prepare, and then linger by the pool, visit our seasonal gardens, or stroll on our grassy promenade down to our little inlet on the bay. Smell the salty sea air and enjoy the warmth of the summer sun on your face as you explore our grounds – these indulgences are, after all, among the finer things to do on the Eastern Shore.

Our Eastern Shore Bed and Breakfast isn’t far from Baltimore and other major destinations on the eastern seaboard. Still, it will feel like you’re in an entirely new world as you adventure around the area and explore the top things to do on the Eastern Shore. We can’t wait to welcome you to our special part of this world. Book your room at our Eastern Shore Bed and Breakfast today!

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