6 Towns In Delaware That Were Frozen In Time

Delaware, the second smallest state in the U.S., certainly has no shortage of fascinating history to discover. Stretching all the back in time to 1631 when European whalers and traders settled here, many of its towns have managed to retain their historic charm, making them feel like they’ve been frozen in time. Today, these small communities offer curious travelers a chance to step back into the past through their well-preserved architecture, first-rate museums, as well as their decades-old cultural events.

Delaware’s title as the first state in the Union certainly adds to its historical significance, and these towns reflect that legacy. From cobblestone streets to buildings dating back to the early 18th century, these towns have done a superb job of preserving the stories of America’s early days. Find out more about these six towns in Delaware that were frozen in time.

Lewes

Founded in 1631 on Delaware Bay, Lewes justifiably claims the title of the “First Town in the First State.” Originally a Dutch settlement, this charming coastal town was for centuries a strategic location for maritime activities on the East Coast, something you can learn more about at the excellent Zwaanendael Museum. Modeled after a 17th-century Dutch town hall, this must-visit attraction also boasts an impressive collection of artifacts from the area’s storied past. St. Peter’s Episcopal Church, built in 1708, is another must-see for its historic gravestones.

Lewes is also home to the annual Lewes Historical Society Craft Fair, a family-friendly event that attracts history enthusiasts and artisans alike. Also worth a visit, nearby Cape Henlopen State Park offers a mix of history and nature and features World War II observation towers and picturesque beaches.

New Castle

Established in 1651, New Castle is one of Delaware’s oldest towns and played a vital role in its colonial history. An easy 15-minute drive from downtown Wilmington, this beautiful old town was also originally settled by the Dutch and became a significant port and trading hub. New Castle Historic District features picturesque cobblestone streets and more than 500 preserved buildings, many dating back to the early 1700s. Highlights of this fun-to-stroll area include the New Castle Court House Museum, built in 1732 as the state’s first capital and where Delaware declared its independence from both the state of Pennsylvania and the British Empire.

Be sure to also explore the Amstel House Museum, an elegant Georgian mansion constructed in the 1730s that originally served as the home of some of the state’s governors. The town’s significance in early American history is celebrated every June with its Separation Day Festival, featuring a colonial-themed parade, re-enactments, and live music (all of it free). The town’s Battery Park, located along the Delaware River, is a great place for a little rest and relaxation as you take in the wonderful river views.

Middletown

Incorporated in 1861, Middletown emerged as a key agricultural center during the 19th century, and a stroll through its well-preserved historic district will lead to past examples of architecture from its early years. Standouts include the old Witherspoon Inn from 1761, now Called Sully’s Irish Pub, and the not-quite-so-old Everett Theatre, constructed in 1922 and a star of the hit movie The Dead Poets Society.

A good time to visit is during the annual Olde Tyme Peach Festival, a celebration of Middletown’s heritage as a peach-growing region, held each August. Be sure to also visit Silver Lake Park, located within easy walking distance of the town’s key historic attractions. This popular picnic spot is also a great place to cast a line and get in some fishing.

Milford

Milford, established in 1787, grew rapidly in importance as a shipbuilding hub along the Mispillion River. This and many other aspects of the town’s history can be seen at the Milford Museum, a first-rate attraction housed in a former post office built in 1911 that features exhibits on local history and shipbuilding. Follow this up with a walk along the 1.6-mile-long Mispillion Riverwalk to take in other maritime landmarks like the historic Vinyard Shipyard, which dates back to the 1800s.

History buffs keen on a little outdoor fun will also want to include the nearby Abbott's Mill Nature Center of Delaware Nature Society on their Milford travel itinerary. This 376-acre site does a great job of combing the history of an old grist mill built in 1795 with a network of trails through a variety of ecosystems. Now in its 25th year, Milford’s Riverwalk Freedom Festival is held each September to celebrate the town’s rich history and its strong connection to the Mispillion River. Highlights of this free event include food vendors, a beer garden, a car show, fun activities for the kids, and a great fireworks display to wrap it all up.

Smyrna

Founded in the early 1700s, Smyrna is steeped in colonial and agricultural history. Smyrna Historic District features an astonishing 850 old homes and commercial buildings from the 18th and 19th centuries, including the magnificent Smyrna Opera House, built in 1870 and now serving as a cultural and performing arts center. Other notable structures here include the Governor William Temple Mansion from 1860, featuring a combination of Federal and Italianate architectural styles, and the Asbury Methodist Church from 1845, to name but a couple.

Duck Creek Village (aka, Salisbury) is another interesting historic site and was the location of an early now-vanished settlement that includes several structures including homes and a grist mill. Bombay Hook National Wildlife Refuge, located just outside town, adds to Smyrna’s appeal with miles of trails and plenty of birdwatching opportunities (it’s a regular spot for migratory birds).

Georgetown

Georgetown was established in 1791 and is a must-visit for its unique circular layout. The Circle (simply “The Cir” to locals), the town’s central square, is surrounded by magnificent government buildings and historic sites, including the Sussex County Courthouse, constructed in 1839, and a central fountain that makes a wonderful selfie spot. Although a mile away from The Cir, the Marvel Carriage Museum offers a fascinating glimpse into 19th-century life with its rare collection of antique carriages, wagons, cars, and historic buildings.

When to visit Georgetown is something of a no-brainer for history fans. Georgetown hosts its annual Return Day, a post-election tradition dating back to 1791, each November. This unique centuries-old event sees residents from all political sides come together for parades, music, and the ceremonial “burying of the hatchet,” highlighting the town’s strong sense of community and its commitment to preserving its traditions… and respecting the past.

The Final Word

Delaware’s most interesting small towns encapsulate centuries of history, providing visitors with a truly authentic glimpse into America’s past. Through an abundance of well-preserved architecture, fun annual events, and cultural landmarks, these towns ensure their heritage remains a vital part of the community. In fact, exploring these towns is so much more than just a journey through history; it’s an opportunity to connect with the roots of the nation. Whether walking along cobblestone streets or attending a heritage festival, visiting these six towns in Delaware that were frozen in time is a must-do for any (time!) traveler.