Aerial view of waterfront homes with a private dock near Millsboro, Delaware.

The Most Charming Towns In Delaware

Despite being the second smallest state, Delaware has something to offer for everyone. Rich history, natural serenity, amazing beaches, and tax-friendly laws attract tourists from all over the US. Delaware is a business haven, and also it has a number of charming and quaint communities. There is a legend that, due to its strategic importance and location in the Mid-Atlantic region, Thomas Jefferson called it a "jewel among the states." Why not put "The Diamond State" on your travel itinerary? Moving from south to north, check out the most charming towns in Delaware for inspiration and to start your journey.

Bethany Beach

Drone photo of Bethany Beach Delaware
Overlooking Bethany Beach, Delaware.

While not as famous as Rehoboth, Lewes, or Dewey, Bethany Beach, a picturesque coastal town with pristine sandy shores, offers a calmer experience. The town attracts those who enjoy the beach without getting into the party scene. Taking a leisurely stroll along a half-mile-long boardwalk is a great idea to start your acquaintance with Bethany Beach. If you love history and ships, visit the DiscoverSea Shipwreck Museum. It contains one of the largest collections of shipwrecks in the Mid-Atlantic region, including both local and international shipwreck artifacts. For those who are up for adventurous activities, there are kayak eco-tours in Fenwick Island, paddleboarding, and surfing.

Millsboro

Aerial view of the residential area and waterfront homes near Millsboro, Delaware
Waterfront homes near Millsboro, Delaware.

Millsboro is only half an hour by car from Bethany, so while in the area, head on over. It is another charming town brimming with history and natural beauty. Visitors can explore the scenic Indian River and indulge in various outdoor activities like fishing, crabbing, and boating. The historic area of Millsboro features beautifully preserved buildings that provide a look into the city's past. Numerous of these historical sites tell about the local Native American past, more specifically, the Indian River Nanticoke tribe. The Nanticoke Indian Museum in Millsboro is a historically significant former school building.

Georgetown

The Circle, in Georgetown, Delaware is home to the city's Town Hall and the Sussex County Courthouse, among other historic buildings.
The Circle, in Georgetown, Delaware is home to the city's Town Hall and the Sussex County Courthouse. Image credit duckeesue via Shutterstock.com

Georgetown is only 10 miles away from Millsboro and presents one more historical gem with the name "Historic Jewel of Sussex County." The first thing to explore is the heart of Georgetown, a charming, historic circle with a park, a fountain, and views of this little town. Guests can visit the Marvel Carriage Museum, which exhibits an exceptional collection of carriages as well as many items related to Georgetown's unique set of experiences. There are other notable buildings nearby, including the 1833-built Ellis School. Visitors can also view exhibits that feature a variety of items, such as antique phones, photographs, and furniture.

Lewes

Downtown Lewes, Delaware with a boat in the canal.
Downtown Lewes, Delaware.

Lewes is just a hop, skip, and a jump away from Georgetown, and it is one more coastal town if you are looking for a holiday near the ocean. Nestled where the Delaware Bay meets the Atlantic Ocean, it boasts picturesque beaches, including Cape Henlopen State Park, a haven for outdoor enthusiasts. Lewes proudly declares that it is "The First Town in The First State." Dutch colonists established a whaling and trade post in Lewes on June 3, 1631, and gave it the name Zwaanendael. This was the first European settlement in Delaware. History buffs will value the downtown's restored architecture, which features buildings that date back hundreds of years. The Zwaanendael Museum honors the town's maritime past.

Frederica

Town hall in the Frederica Historic District, listed on the NRHP on November 9, 1977. The district includes Market, Front, and David Sts. in Frederica, Kent County, Delaware
 Town hall in the Frederica Historic District.

Closer to the middle line of the state is the close-knit community of Frederica. It is a quaint and historic town, nestled on the banks of Murderkill River. People call it "Frogtown" because of its geographical proximity to marshes and the frogs that live there. Frederica is a lovely destination for visitors looking for a true experience of Delaware's history and hospitality. Walking along the town's streets, you will see old buildings from the 1700s and 1800s, such as the Hathorn Betts House and Trinity Methodist Church. The Barratt's Chapel is the oldest Methodist Church in the US.

Kitts Hummock

Horseshoe Crabs, Kitts Hummock, Delaware.
Horseshoe Crabs, Kitts Hummock, Delaware.

Kitts Hummock is a small unincorporated community situated on Delaware Bay. The Bay's pristine beaches and dunes offer a haven for nature lovers and birdwatchers. The region's fishing traditions are well-preserved, emphasizing its strong marine heritage. Kitts Hummock is a must-visit for everyone who loves wildlife. The town is one of the few places to meet horseshoe crabs. The best time is in May and June when these wonderful creatures spawn on the beach. Even if you stop in this small town for a few hours, it promises to bring you an unforgettable experience.

Smyrna

Boardwalk in Smyrna, Delaware
Boardwalk in Smyrna, Delaware.

Smyrna is the ideal destination for an artistic adventure. Visitors who enjoy the visual and performing arts will find plenty to do in town, including art galleries and performing arts. Smyrna is also the location of numerous museums, old buildings, and cultural landmarks. You may love to visit the Smyrna Museum, which houses two historic wartime buildings, and the Smyrna Opera House, which displays musical and theatrical works by local artists. Surrounded by natural beauty, the town offers spectacular bird and wildlife viewing at Bombay Hook National Wildlife Refuge, and breathtaking woodland experience at Blackbird State Forest.

Pike Creek

The aerial view of the pond near Carousel Park, Pike Creek, Delaware
Carousel Park, Pike Creek, Delaware.

Pike Creek is a lovely small community in the north of Delaware. This idyllic setting boasts attractive neighborhoods, lush greenery, and a stunning landscape. Surrounded by state parks, Pike Creek is a perfect destination for outdoor enthusiasts. For instance, you can explore the nearby White Clay Creek State Park, which provides ample opportunities for bird watching, fishing, hiking, and biking. Other local attractions include Middle Run Natural Area and Carousel Farm Park & Equestrian Center, where you can enjoy horse riding, field hockey, hiking trails, and picnic areas. Pike Creek seduces with its warm charm as a harmonious combination of residential serenity and urban proximity.

As it is one of the smallest states, there is the option to include several spots in your visit. Delaware gives you a chance to combine beaches, history, and nature in one trip. Now, it is time to plan your journey to the most charming towns in Delaware.

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