Cape Henlopen State Park

Delaware's most charming towns

When it comes to towns bursting with charm, Delaware has plenty to choose from.
From the history-lined, cobblestone streets of New Castle to the sophisticated fine dining and fashion-forward boutiques of Lewes, each offers a unique, authentic and unforgettable experience that will wow first-time visitors and welcome those coming back for a return visit.

Bellefonte: Revel in the arts
Relax and recharge as you spend a quiet afternoon in Bellefonte meandering through the town’s antique shops and Bellefonte Arts, where you’ll find works by local artists and craftspeople. Once you work up an appetite, head to Bellefonte Café for live music and a menu of delicious dishes, including vegan offerings. The food trucks and the artists converge during the annual Bellefonte Arts Festival when you can hop from shop to shop.

New Castle: Transport yourself back in time
The cobblestone streets and quaint allure of this historic town will take you back to a simpler time when horse-drawn carriages were the preferred mode of transportation. Come see colonial history on display at First State National Historical Park, which includes Delaware’s first capitol building. A perfect time to visit is Separation Day in June, which celebrates the day when what is now Delaware split from England and Pennsylvania.

Downtown MilfordSmyrna: Savor the beer, wine and spirits
You’ll find inventive craft beverages at Blue Earl Brewing, Brickworks Brewing & Eats and Painted Stave Distilling. Their offerings will put you in the mood for a delicious pulled pork sandwich or a rack of fall-off-the-bone ribs at Maverick Texas BBQ.

Leipsic: Sample the seafood
Watching the boats come in along Leipsic’s waterfront is a great way to relax. The whole town turns out for the Leipsic Oyster Festival in October where the oysters come fried or raw and are always delicious. Sambo’s Tavern is the seasonal spot locals go for crabs fresh from the water and inspiring sunsets from April to October.

Milford: Dance to the music
You’ll be dancing in the streets come September when this former shipbuilding town along the Mispillion River plays host to the popular all-female Ladybug Music Festival. Come back each month for the 3rd Thursday block party, which brings fun and festivities to downtown. Each month features a different theme, like “Stroll through the Arts” or “Light up the River.”

Lewes: Shop and dine in style
This seaside town offers something for everyone -- pristine beaches, art galleries, eclectic boutiques with the latest fashions and a lively restaurant scene. Experience the inspired menu at Striper Bites Bistro. For lovers of 1950s-era nostalgia, book a room at the retro Dogfish Inn, a loving tribute to the beachfront motels of yesteryear. The Cape Water Taxi is a great way to explore the area’s inland waterways.

South Bethany: Get out on the water
With its location between the Atlantic Ocean and Little Assawoman Bay, laid-back South Bethany offers activities for the entire family from swimming in the ocean to kayaking and fishing in the bay. Rent a beach house and bring the family, or gather up your friends for an active vacation by the water.