7 Delaware Towns That Rival Europe's Best

You don’t have to cross the Atlantic or spend a fortune to see a town with distinctive European flair. From the narrow cobblestone streets of Boston’s Beacon Hill to Newport, Rhode Island’s famed Cliff Walk — several American towns can transport you to places like the French Riviera. Delaware, the first state to ratify the U.S. Constitution, also boasts an exciting cornucopia of European look-alikes. Starting with Lewes, which exudes a yummy waterfront setting, discover below the 7 Delaware towns that rival Europe’s best.

Lewes

Considering its relaxed, laid-back rhythm, its seaside setting, and its old-world feel, Lewes is hands-down among an elite list of Delaware towns that rival Europe’s best. You may think you are in Cassis, France, or Albufeira, Portugal — both of which boast an intimate waterfront backdrop. Start your adventure at the Lewes Historical Society Main Campus, especially if you want an insightful introduction to the area, including some of its unmissable touch points. Chances are, you will pass the iconic Ryves Holt House, especially because it is just a few blocks away. Built in the 1660s, the Ryves Holt House is the oldest house still standing in Delaware. At the Historical Society, make sure to stop at the tavern and the old, one-room schoolhouse because you will feel transported back to the 1700s. However, for some outdoor fun, explore the Cape Henlopen State Park, a tranquil space with pretty beaches, an observation tower, and an amazing WW-II museum.

Milton

Milton is a beautiful little town with an endearing small-town feel and an intimate, authentic posture. It was named after the English poet John Milton, the author of “Paradise Lost,” which many regard as the most sublime epic poem ever written. Milton’s Historic District, which boasts more than 180 contributing buildings, is a lovely place to stroll as you admire a wide variety of eye-catching architecture. The Milton Public Library, right on this stretch, boasts a history that predates the Civil War. In the historic Town Center, you will enjoy popping inside cute little shops such as King’s Ice Cream on Union Street, which serves over 15 mouthwatering flavors. Cross over to Milton Memorial Park, where you can hop inside a canoe and follow the Broadkill River Canoe Trail that links Milton to one of the most heart-ravishing verdant retreats in the area: the Edward H. McCabe Preserve.

Rehoboth Beach

Everyone comes to Rehoboth Beach to have a good time, wind down, and enjoy the hair-parting breeze. No wonder the median age here is 62.8 — folks who are in their golden years. An award-winning beach, an iconic boardwalk, and a surreal, historic backdrop are some of Rehoboth Beach’s hallmark features. Start with a plate of delicious crab cakes (and grilled asparagus) at the Big Fish Grill Rehoboth, one of the premier spots for casual dining in this section of the Eastern Board. Penny Lane, a quaint and lovely stretch that features small-scale buildings with outdoor seating areas, looks every bit like a European street. Your mind will be transported to a seaside resort town somewhere along the Mediterranean or the coast of Spain. Spend some time at Lake Gerar Park, a serene space with a small, glittering lake, a paved walking path, and a fishing pier.

New Castle

New Castle is a small, peaceful suburb that people love for its historic charm. This, however, should not come as a surprise. New Castle was founded nearly four centuries ago in 1651 and, hence, is one of the oldest towns in the United States. With its cobblestone streets, riverfront setting, and old red-brick buildings, New Castle may strike you as the American version of York, England. Stroll through Delaware Street, stopping at places such as New Castle Court House Museum, an imposing red-brick building constructed in the year George Washington was born. Work your way to the Immanuel Episcopal Church on the Green, the oldest continuously operating Episcopal parish in the United States. Marvel at the wonderfully restored architecture as you walk through the centuries-old cemetery — reading interesting epitaphs and imagining life in the 1700s. Pass by the Jessop's Tavern & Colonial Restaurant, a circa 1724 building loved for its Colonial-era fare and ambiance.

Milford

Milford is a calm, lovely town that sits on the banks of the Mispillion River, the centerpiece of the famous Milford Riverwalk "Freedom" Festival. The festival, which takes place every September, is the town’s largest outdoor event. As you stroll through the riverwalk, the setting will remind you of European riverfronts, many of which are known for their cafes and open-air seating. Notable touch points here include the Milford Museum on Walnut Street, a small but well-curated space filled with an unbelievable amount of Milford and Delaware history. There is the Riverfront Theater as well, where one can catch a Broadway-level show while mingling with residents or fellow visitors. Another must-see is the Mispillion Art League, a lovely gallery with rotating exhibits and a nice gift shop. It offers classes for artists of all skill levels.

Dover

Wilmington may be Delaware’s largest city; however, Dover — home to less than 40,000 residents — is its capital. Dover offers a blend of historic architecture (especially on Loockerman Street) and small-town charm as one would find in many European cities like Bruges but without the canals. Loockerman Street, Dover’s lifeline, features cultural landmarks that mirror its rich heritage and history. No wonder it has been ranked among the most charming Main Streets in America. As you amble through the Dover Green Historic District, several interesting landmarks will arrest your attention. These include the John Bell House Interpretive Center, which provides fascinating tidbits about Dover’s history; the Old State House, which was built in the year the Bill of Rights was ratified; and the Golden Fleece Tavern, where in December 1787, the Constitution of the United States was unanimously approved, making Delaware the first state to ratify the U.S. Constitution.

Wyoming

With its tree-lined streets and pastoral backdrop, Wyoming can confuse anyone for a beautiful small town in Italy or Belgium that is a bit off the beaten path. Visitors enjoy its beautiful rural scenery — a look reminiscent of Mons, Belgium, or Todi, Italy. Wyoming's Main Street, while not like the cobblestoned streets of Paris or Rome, still evokes the charmingly relaxed feel of a quaint European village. Tre Sorelle Dolce Ice Cream & Italian Ice, which serves more flavors than any ice cream parlor around, is often most visitors’ first port of call. A few steps away is the Wyoming Tavern, an interesting neighborhood pub whose history goes back to the 1890s. To spend a slow, tranquil hour, head to Wyoming Park, an oasis of outdoor fun and relaxation.

The Takeaway

There is a way to visit Reykjavík, London, Paris — or even the small villages in the U.K. and Ireland — without a passport and without having to cross the Atlantic. Without spending a fortune, you can admire historic architecture, explore interesting cultural enclaves, and enjoy great food right here in the United States. Delaware, for instance, boasts a captivating collection of beautiful towns and cities, some of which rival Europe’s best. Whether you choose Lewes or Dover, brace yourself for an eye-popping revelation.