Maryland has many charming towns, a few of which we've previously listed here. With so much history in the Old Line State, there are also a few towns left remaining with brick and cobblestone streets and pathways. This only adds to the character of the towns and makes for one pleasantly quaint sight. Check it out.
1. Baltimore
Fells Point in Baltimore is known for its historic cobblestone streets. Photographers head to this area to capture the alluring charm.
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2. Annapolis
Several waterfront paths around Annapolis are lined with brick. This adds to the historic vibe of the town.
3. Frederick
There are a few spots in Frederick where you can find areas such as this. Perfectly picturesque for an evening stroll.
4. Silver Spring
Silver Spring is uniquely diverse. Get a big city feel while walking on streets that beckon to the style of the past.
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5. Cumberland
This charming mountain town is like taking a step back in time.
6. Salisbury
Head to this eastern shore spot to explore the downtown area.
7. Oakland
There are a few spots in historic Oakland with brick-lined sidewalks. The pictured train station is particularly unique.
Escape the city for a 24-hour adventure in Emmitsburg, a picturesque small town in Maryland. Tucked away in the Catoctin Mountains, this historic gem invites you to explore its rich past and unique attractions, all within easy reach of Washington D.C. and Baltimore.
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Morning Fuel
Start your day with a delicious meal at one of Emmitsburg's local eateries. Whether you crave a casual Chesapeake Bay experience at Rube's Crab Shack with their famous all-you-can-eat crab feasts or prefer classic pub fare and a taste of local history at the family-run Ott House Pub, you can't go wrong with either choice.
Historic Sites
Begin your Emmitsburg adventure at Mount St. Mary's University, one of the oldest Catholic universities in the nation. Established in 1808, the university's historic campus offers a glimpse into the town's rich past. Don't miss the National Shrine Grotto of Our Lady of Lourdes, a replica of the renowned French shrine nestled within the university grounds. For many, a visit to this serene spot offers a spiritual experience and a chance for peace and contemplation. Take your time exploring the grounds and gardens, and perhaps even light a candle in the Grotto Cave, a tradition carried on by visitors for over a century.
Next, step into the inspiring story of Elizabeth Ann Seton, America's first native-born saint and a pioneer in American education, at the National Shrine dedicated to her legacy. The museum houses fascinating artifacts and interactive exhibits that showcase her remarkable journey, while the grounds, including the basilica and historic cemetery, provide a glimpse into her world. Whether you're drawn to history, spirituality, or the beauty of nature, The National Shrine of Saint Elizabeth Ann Seton offers a unique and enriching experience.
Emmitsburg also holds a unique place in firefighting history. Pay your respects at the National Fallen Firefighters Memorial, which honors the bravery and dedication of those who lost their lives in service to others. You can also further explore this history at the Frederick County Fire & Rescue Museum.
Evening Stroll
As evening approaches, stroll down Main Street, which is lined with buildings dating back to the late 1700s. Discover hometown restaurants, art, and antique shops, and soak up the historic atmosphere. For a truly memorable meal, seek out the Carriage House Inn right off Main Street, a culinary gem housed in a building from 1857. Here, you can indulge in classic American fare and fresh seafood in a cozy and elegant setting.
Nearby Nature
Before you depart, remember to embrace the unhurried pace of Emmitsburg. Take your time to truly appreciate the unique charm of this historic gem nestled in the Catoctin Mountains. And don't forget that Catoctin Mountain Park is just 15 minutes away, offering scenic hiking trails, cascading waterfalls, and diverse wildlife. Don't miss Chimney Rock, Cunningham Falls, and Wolf Rock while you're there.
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Have you ever been to Emmitsburg? Share your favorite spots with us and nominate your top recommendation for other visitors. And if you're looking for more small-town adventures, don't miss these 10 hidden gems in Maryland.
Maryland's small towns really have it all, don't they? A fascinating history, breathtaking natural landscape, charming storefronts, and welcoming locals. That's certainly the case with Chesapeake City, a teeny tiny Eastern Shore community. Today, we're headed there to explore all that this town has to offer, and we'd like you to join us!
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The moment you drive over the bridge and arrive at Chesapeake City, you'll find yourself absolutely charmed by all that this town has to offer.
Its modern history dates back to the establishment of the Chesapeake & Delaware Canal in 1824.
Today, it's the only town in the state that's situated on a commercial canal.
One of the most charming parts of Chesapeake City is the historic architecture. The 19th-century homes and buildings have been beautifully preserved, and make the perfect backdrop for your day trip adventures.
Speaking of adventures, you'll definitely want to bring your camera along so you can snap some souvenir photos.
When you're ready for a bite to eat, the Chesapeake Inn Restaurant makes for a fabulous option.
Another great place to stop is Bayheads Brewing Company for local beer and a fun, lively atmosphere.
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Other downtown shops include Belle on Bohemia, Old Gray Mare, Second Spring Naturals, and The Mercantile at Back Creek.
No matter your reason for visiting this beloved community on the Eastern Shore, you'll be so glad you stopped by.
Have you ever explored Chesapeake City? What did you think of your time there? We'd love to hear your stories! And, if you need a place to stay while you're in the area, check out these unique vacation rentals on the Eastern Shore of Maryland.
For related content, take a look at our list of the most beautiful small towns in Maryland: