Top 10 Best Small Towns in Maryland

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Maryland has so many amazing places to visit. Maryland is a traveler's dream, known for its seafood, being a major historic trading port, being the birthplace ... read more...

  1. Havre de Grace, named one of the best small towns to visit in America by Smithsonian Magazine, is ideal for a day trip or weekend getaway. Explore the many shops, restaurants, and art galleries that line the streets in downtown. Then stroll down to the waterfront and stroll along the promenade. The Concord Point Lighthouse, which was built in 1827, is a popular destination for tourists and photographers. The Havre de Grace Decoy Museum is possibly the most unusual part of town. It's filled with hundreds of hand-carved decoys and is quite the sight to behold. Independence Day is also a good time to visit because the fireworks are beautifully reflected on the water.


    The Friends-Concord Point Lighthouse is one of the top things to do in HDG. The lighthouse was constructed in the 1820s to aid navigation in the area where the river flows into the bay. Climbing the lighthouse and exploring the Keeper's House is completely free, making this a great attraction in the area for budget travelers. If you're a foodie, go to Water Street Seafood for crab mac and cheese, crab hush puppies, and seafood cheesesteak, as well as crab cake sandwiches, oyster stew, and a delectable raw bar.

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    Photo by Baron Cole on Unsplash
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    Photo by David Adorno on Unsplash

  2. You can't talk about cute towns in Maryland without mentioning St. Michaels. This little gem has a population of just over 1000 people and is easily one of the best coastal towns in Maryland. St Michaels is ideal for history buffs because it has played several important roles throughout history. St. Michaels is located in the eastern part of Maryland, with water views. It's small in size, but it packs a powerful punch. There are numerous stores that are ideal for a warm-weather shopping trip. You're bound to get hungry after all that walking. To refuel, visit the nearby restaurants, dessert shops, and cafes.


    A few of the local restaurants are right on the water and serve fresh seafood, ranging from succulent oysters to delectable, steamed crabs. Who wouldn't enjoy this view while eating? If you're looking for something spicy, go to St. Michaels Winery and sample the various wines. You can visit the Maritime Museum and the Hooper Strait Lighthouse whenever you want. These locations become even more enjoyable during seasonal events. And, while you're on the subject of events, don't miss out on St. Michaels during the holiday season. This town gets into the spirit of the holidays with an abundance of fun activities. If you want to stay longer in St. Michaels, there are several area inns to choose from.

    Photo by Marshall Patterson on Unsplash
    Photo by Marshall Patterson on Unsplash
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    Photo by Benjamin Elliott on Unsplash
  3. Ellicott City is one of the cool towns in Maryland that you should visit! Ellicott City epitomizes small-town America. Ellicott City is one of Maryland's best small towns, thanks to its beautiful natural features, museums, and historic district. The town has shops, restaurants, unique shops, coffee shops, a bakery, a tearoom, wine shops, and the B&O Railroad Museum Ellicott City Station. It is a popular destination for antique shoppers and tourists interested in visiting local historic sites.


    Centennial Park is one of the best things to do in Ellicott City. There is a lake, green space, and a paved walking trail in the park. The scenery in the park is spectacular, especially in the autumn months! Furthermore, if you are looking for small towns near Washington DC, Ellicott City is ideal because it is less than an hour away! When it comes to dining in Ellicott City, don't miss out on Phoenix Upper Main, which serves delicious crab soup and crab dip. This brewpub serves beautiful and tasty dishes that will entice you to return before you leave town. There's also a distillery and a restaurant where you can sample blueberry liqueur while dining on a cheese plate overlooking Main Street.

    Photo by Tomas Martinez on Unsplash
    Photo by Tomas Martinez on Unsplash
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    Photo by John Nupp on Unsplash
  4. Do you have a favorite Maryland small town? If you enjoy discovering hidden gems, you should visit the following location. Thurmont, a close-knit community surrounded by nature, is worth a visit at least once. Thurmont is a small town in Frederick County with a population of 6,170 people. Thurmont, despite its small size, has a plethora of nearby attractions. This includes historic covered bridges, which are ideal for stepping back in time. Alternatively, you can spend the day at Catoctin Wildlife Preserve and Zoo, where you can see exotic animals like gators, monkeys, and camels.


    Catoctin Mountain Park offers visitors more than twenty-five miles of hiking trails, picnic areas, and camping/lodging options. You can also visit Cunningham Falls State Park, where you can hike to the breathtaking Cunningham Falls and relax by the lake. Thurmont has an abundance of hiking trails, waterfalls, parks, wildlife, and fresh air, making it one of the best small towns in Maryland for outdoor enthusiasts! There are also two covered bridges in the area that are popular with tourists and photographers. Of course, a trip to Thurmont would be incomplete without a visit to at least one orchard. Thurmont's Pryors Orchard and Catoctin Mountain Orchard both offer visitors a taste of fall and classic small-town Maryland vibes.

    Photo by  Lynn Danielson on Unsplash
    Photo by Lynn Danielson on Unsplash
    Photo by Lynn Danielson on Unsplash
    Photo by Lynn Danielson on Unsplash
  5. Top 5

    Oxford

    Maryland isn't exactly a large state; driving across it would only take a few minutes, as opposed to driving across Texas, which would take an entire day. Despite its small size, the state is rich in history and has some of the most beautiful small towns in the country. Oxford is particularly special; this tiny town is one of the oldest in the United States, with a population of less than 1,000 people - but it's packed with fun things to do, see, and experience. Oxford was "officially" founded in 1683, when it was designated as a named seaport.


    It has, however, been around for much longer; the earliest record of its existence is its appearance on a map in 1670. History buffs will adore this lovely little slice of paradise, and even those who aren't particularly interested in history will fall in love with it. It's a charming, quiet seaside town that draws boaters and boating families for obvious reasons. Even if you don't own a boat, Dockside Boat Rentals can provide you with one. Spend the day on the sparkling blue water with your family, friends, or whoever you want. Despite its small size (less than one square mile), the town has a long list of activities and ideas for passing the time, relaxing, or simply enjoying the scenery.


    While in Oxford, you can enjoy the sunshine and fresh air on the beach. Oxford Beach, sometimes called Strand Beach is on the Tred Avon River that offers a small beach and gentle waves. There are also picnic areas nearby, perfect for an outdoor lunch before more exploring. By far one of the best small towns in Maryland, Oxford is a dream for small-town explorers!

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    Photo by Beth Macdonald on Unsplash
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    Photo by J Dean on Unsplash
  6. Top 6

    Easton

    Easton appears to be similar to other towns on Maryland's Eastern Shore at first glance. The population is just under 17,000 people, and the narrow, tree-lined streets are lined with well-preserved historic buildings. And, of course, the pace is leisurely. Easton, Maryland, is arguably one of the best small towns to live in. It has dreamy streets, great restaurants, and fun attractions for every type of traveler. You can begin your time in Easton by visiting the town's top attractions and activities, such as the Academy Art Museum. Even children can enjoy the museum's thought-provoking exhibits. In terms of children, family vacationers should visit Idlewild Park, which is a great place for kids to play and families to picnic. Following that, you can visit the Talbot Historical Society to learn about Easton's arrivals and changes. There are also lovely gardens to enjoy!


    The Amish Country Farmer's Market is one of the coolest things to do in Easton. The Amish Country Farmer's Market offers fresh produce, fantastic pretzels, donuts, pies, popcorn, and a made-from-scratch buffet. Visiting Easton is one of Maryland's best weekend getaways! Easton is one of the best small towns in Maryland to visit, with great places to stay, amazing food, and exciting attractions and activities.

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    Photo by Nick Seagrave on Unsplash
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    Photo by Samantha M. on Unsplash
  7. St. Mary's City, founded in 1634, was Maryland's first colonial settlement and capital. You can now visit this historic and scenic location to learn about Maryland's origins. Although this town is rich in history, it is far from dull. There are numerous interactive sites and activities to keep your day full of educational fun. Along the St. Mary's River, replica ships are docked. These ships can be toured, giving you a taste of what it was like to travel by ship long ago. And the ships are sometimes used in a show. The reenactment of the War of 1812 is shown here. Learn traditional farming techniques in the midst of beautiful gardens. Reenactors lead the lessons, demonstrating antique farming tools.


    This location will provide you with an overall picture of life in Maryland in the 1600s. It's fascinating, but it also makes you appreciate the conveniences they have today. You don't want to miss out on the annual May Day celebration. In a colorful ritual that has been practiced for centuries, dance around the maypole. Other colonial games will be taught to you as well, keeping your visit light and enjoyable. Marylanders will undoubtedly want to attend Maryland Day. The pageantry alone is magnificent, in an all-out display of patriotism for the Old-Line State. Historic St. Mary's City should be on your Maryland bucket list.

    Photo by Tom Podmore on Unsplash
    Photo by Tom Podmore on Unsplash
    Photo by Tom Podmore on Unsplash
    Photo by Tom Podmore on Unsplash
  8. Maryland is full of charming small towns, and the following one is truly one-of-a-kind. You could go for a day trip or a weekend getaway here. There are numerous places to stay, shops to visit, and a few tasty local eateries to wine and dine at. Head northeast to find Chesapeake City, which is directly on the Chesapeake & Delaware Canal. You might also want to go for a walk to take in the scenery. With the Chesapeake City Bridge in the center of it all, you can get plenty of beautiful pictures from various perspectives. Don't miss the small and adorable Bethel Bridge Lighthouse, which has its own white picket fence.


    While exploring, you may notice ships passing through the canal. Keep your eyes open and take in the sights. Chesapeake City is well-known for its small-town charm, community events, and history. During your visit to Chesapeake City, you can also visit the Bayhead Brewing Company, the C & D Canal Museum, and go on water tours. One of the most popular things to do in town is to hop on a boat to learn about the area and enjoy the scenery. In Chesapeake City, you'll find stunning restaurants like The Bayard House Restaurant, which serves elegant seafood dishes over immaculate water views, and Schaefer's Canal House, which serves steaks, seafood, and sandwiches in a nautical-themed dining room with live music.

    Photo by Steve Adams on Unsplash
    Photo by Steve Adams on Unsplash
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    Photo by Taylor Cole on Unsplash
  9. If you enjoy antiquing, you should definitely visit this Maryland town. This location is not only surrounded by mountains and a plethora of outdoor activities, but it is also home to a few antique stores. There's always something new to discover here, so empty your trunk and make room for a variety of treasures. This mountain town is ideal for nearby outdoor adventures as well as a plethora of antique shops. All of your favorite American diner staples, such as flapjacks, home fries, and fried dishes, are available at the 3rd Street Diner.


    Oakland is a town centered primarily on the railroad. The best things to do in Oakland revolve around railroads and history, so if this is your thing, you're in luck. Both the Garret County Museum of Transportation and the Oakland B & O Railroad Museum are excellent resources for learning about Oakland's history and the role that the railroad has played in the city. Shallow Falls State Park is also located in the town. The park's picturesque views are well worth a visit! The park is home to Maryland's tallest free-falling waterfall, which stands 53 feet tall. Muddy Creek Falls is an experience you won't want to miss!

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    Photo by Spencer DeMera on Unsplash
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    Photo by Catherine Kerr on Unsplash
  10. Crisfield is full of scenic views and, most importantly, fishermen. Crisfield, a Somerset County town, is located on the Chesapeake Bay's Tangier Sound. Originally a small fishing village, it was renamed Somers Cove before John Crisfield decided to capitalize on seafood exports by bringing the Pennsylvania Railroad to town. Thus, the town was re-christened Crisfield and is now known as the "Seafood Capital of the World". Crisfield has a warm summer climate and a mild winter climate. With a beach nearby, you'll be inspired to go for walks, swims, or even picnics every day. The presence of parks and green space will allow you to spend time outside.


    While business has dwindled as the Chesapeake Bay has declined, the town has kept busy by attracting tourists and hosting festivals such as the National Hard Crab Derby. It's also a great starting point for exploring Smith Island and Tangier Island - rent a boat and go exploring! Visit the J. Millard Tawes Crab and Clam Bake or the Scorchy Tawes Pro-Am Fishing Tournament to see an authentic crab and clambake. Spend some time exploring the marshes at Janes Island State Park, an undeveloped island teeming with marine and bird life.

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    Photo by Olivia Meshell on Unsplash
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    Photo by Luisa Frassier on Unsplash



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