Enjoy the Best Restaurants in Rock Hall, MD!

Waiter bringing a meal at one of the best restaurants in Rock Hall, Md

If you have the time to plan a quiet, scenic fall getaway this year, there’s no better place to visit than our Rock Hall, MD Bed and Breakfast. Rock Hall, butting up to the scenic Chesapeake Bay, is one of the most charming towns on Maryland’s Eastern Shore. There are plenty of fantastic things to do on the Eastern Shore this fall, and to keep you fueled for all of your fun adventures, you’ll find plenty of seafood to feast on at local restaurants in Rock Hall, MD, too! 

We think the chance to dine out every day is one of the best parts about any getaway – and it also serves as a great way to get to know the true spirit of an area. Restaurants in Rock Hall, MD certainly won’t disappoint. The food scene here is relatively diverse, of course, but what visitors rave about consistently is the exceptional seafood. From Maryland crab all summer and fall to fresh oysters in the winter, local restaurants across the Eastern Shore will have your tastebuds dancing. 

Between adventures on the Eastern Shore and delicious meals at restaurants in Rock Hall, we hope you’ll join us for a bit of that coveted downtime this fall. Our relaxing Rock Hall, MD Bed and Breakfast is the perfect home away from home. Here, you’ll find 70 serene acres with gorgeous seasonal gardens, a grassy promenade down to the water, and a zen-like environment that begs you to relax and be pampered in a way you can’t do at home. There’s truly no better place to stay on the Eastern Shore. Book your room at our welcoming Rock Hall, MD Bed and Breakfast today! 

An Asian woman enjoying one of the best restaurants in Rock Hall, MD

Dine Out at These Restaurants in Rock Hall, MD

We are self-proclaimed foodies at our Rock Hall Bed and Breakfast. We love treating your guests to a delicious breakfast each morning and delight in curating other treats and culinary adventures for weddings and events. It’s probably no surprise that we also love sharing our favorite restaurants in Rock Hall, MD with our guests.

While the quirky town of Rock Hall is best known for its picturesque location on Maryland’s Chesapeake Bay, this historic town also has a reputation for some of the most delicious seafood around. For generations, Watermen and their families have worked the waters around the Eastern Shore, bringing boatloads of fresh crab and other seafood to local restaurants and a thriving water-based economy to this charming harbor town.

There’s plenty to keep you busy on the Eastern Shore of Maryland. You’ll need to keep yourself satiated between all of those adventures, and there’s no shortage of great restaurants in Rock Hall, MD for that. From steamed crabs served waterside to locavore farm-to-table eats, there’s plenty to love here. Below, we’ve included a selection of our five local favorites.

  1. One of the newest restaurants in Rock Hall, MD is Flying Decoy, which features fresh and locally sourced ingredients in a delicious menu that satisfies everyone in your party.
  2. Another brand new and fantastic restaurant in Rock Hall is Ark and Dove, which offers curated fare and a spectacular water view.
  3. With exquisite waterfront dining and a hopping dock bar, it’s hard to go wrong with a meal at the award-winning Waterman’s Crab House. It’s rated as one of the best restaurants in Rock Hall – and just as good as the food is the stunning view you’ll enjoy here.
  4. If you’re looking for an upscale atmosphere and an elegant meal near our Rock Hall Bed and Breakfast, consider the restaurant at The Inn at Osprey Point. You can even arrive here via boat and enjoy your meal overlooking the picturesque marina.
  5. Another excellent spot for local seafood is the Blue Heron Oyster House. Their Oyster House is the place to go for oysters once they come into season this winter, but this is otherwise a fantastic choice among restaurants in Rock Hall, MD, with a lovely mix of seafood and other menu items.
  6. For a casual favorite on Rock Hall’s waterfront, head to Harbor Shack. They serve up delicious local seafood and a mix of other menu items, and on Saturday night, there is free live music.
  7. If you’re looking for a great lunch spot or a quick afternoon pick-me-up while in town, it’s hard to beat Java Rock. It’s one of the most popular restaurants in Rock Hall, MD, but don’t miss their quirky boutique!

Though we love all of these fantastic restaurants in Rock Hall, MD, we also recommend the award-winning cuisine at The Kitchen at the Imperial in Chestertown.

Birdwatching and relaxing is one of the best things to do in Rock Hall, Md

More Things to Do in Rock Hall, MD This Fall

Though food adventures can certainly be a focal point of getaways, odds are you’ll be looking for other fun (and relaxing) things to do in Rock Hall, MD, too! One of the many things we love about this charming town on Maryland’s Eastern Shore is how relaxing it feels. As you walk through the streets of downtown Rock Hall, you’ll feel almost as if you’ve stepped back to a simpler time and place, and you’ll no doubt feel your stress fade into the distance. 

From simple walks on the beach to quiet paddles on the Chesapeake Bay, you’ll find plenty of things to do in Rock Hall, MD, this fall. We’ve created a list of some of our favorites below! 

  1. One of our favorite things to do in Rock Hall, MD, is to enjoy an afternoon at the Eastern Neck Wildlife Refuge. Fall is prime birdwatching season at this spectacular spot, as birds make their way south for the winter. It’s particularly magical around November when the Tundra Swans arrive. 
  2. Enjoy the start of Oyster season on the Eastern Shore with us at the annual Rock Hall Fall Fest in October. It’s the #1 event of the year is Rock Hall and it is filled with live music and entertainment, delicious local oysters, and plenty of seasonal fun. It is easily one of the best things to do in Rock Hall, MD, each fall.
  3. You may be surprised to learn that the Eastern Shore is a great place to enjoy some colorful fall leaf peeping. One of our favorite ways to enjoy Maryland fall foliage is biking on the rural, scenic backroads of the Eastern Shore. 
  4. On a sunset sail with Blue Crab Charters, you can enjoy even more fall colors along the Eastern shore.
  5. Take in a performance at the incredible Mainstay music venue – one of the best things to do in Rock Hall, MD, particularly as the weather cools down in the fall.
  6. Of course, don’t miss the chance to browse the charming shops found in downtown Rock Hall. You’ll find a confectionary shop, a quilting store, clothing boutiques, charming coffee shops, an old-fashioned ice cream parlor, and so much more.
  7. Fall is still a great time to paddle the Chesapeake Bay. Whether exploring the quiet tidal inlets and backwaters, like those at our Rock Hall, MD Bed and Breakfast, or paddling one of the many water trails around the Eastern Shore, this is easily one of the best things to do in Rock Hall, MD each fall.
  8. Finally, don’t leave town without taking the time to learn more about this area’s rich history at The Watermen’s Museum.

The Inn at Huntingfield Creek is a place like no other. Our elegant Inn is nestled in the historic village of Rock Hall, MD, and sits on 70 beautiful acres of land. We offer a range of accommodations, including our private cottages, along with traditional guest rooms. Leave your worries behind and join us for an exceptional getaway this fall. Book a room at this luxurious Bed and Breakfast in Rock Hall, MD, today!

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