The aerial view of the beach, fishing port and waterfront residential homes along the canal in Lewes, Delaware. Image credit Khairil Azhar Junos via Shutterstock

9 Towns in Delaware With the Best Downtown Areas in 2024

Despite being among the smallest and least populated states in America, Delaware's rich historical heritage, as the first state to join the union, makes it an exciting stop for travelers on an East Coast itinerary. Its well-preserved sites and old-world architecture present a glimpse into the country's formative years. Exploring the small towns, where the true heart and soul of the First State lies, is an exciting journey of discovery with much to see and do. Some of these delightful destinations host beautiful downtown districts, vibrant with commerce and local culture.

Whether walking down Main Streets, admiring rare old-world architecture, shopping for unique crafts in locally-owned souvenir stores, or simply soaking in authentic small-town charm, these towns in Delaware stand out for their charismatic downtown areas in 2024.

Milford

View at the beginning of the walk on the Milford, Delaware River Park walkway.
Milford, Delaware River Park walkway. image credit Don Garrard via Shutterstock

This quaint community of about 13,000 traces its roots back to 1680, when it was first settled. Milford boasts a bustling downtown region exuding rustic charm, as evidenced by the cluster of historic structures across the neighborhood, housing museums, galleries, restaurants, and other family-run businesses. Strolling along its walkable streets gives you a vivid perspective of this rich history at the Milford Museum, which chronicles significant events throughout the years using artifacts, archives, and sites. Besides the history, you will find a seasoned art and culture scene with multiple galleries and heritage centers.

The Riverfront Theater in Milford captivates with award-winning live performances, while the Mispillion Art League exhibits different types of rotating artworks in its gallery. Downtown comes alive during the Riverwalk Farmers Market, as local farmers bring their freshest produce to sell at Delaware's longest-running farmers market.

Milton

Downtown Milton, Delaware, in the summer.
Downtown Milton, Delaware, in the summer. Image credit Khairil Azhar Junos via Shutterstock

Another precious gem along the Broadkill River, Milton impresses with its rich history and quaint downtown area, which boasts pockets of idyllic nature sports. Guests can start their historical experience at the Milton Historical Society, which hosts a vast collection of artifacts, archives, and documents chronicling the town's rich past. While exploring the district, visitors will fancy catching an enthralling stage performance inside the Milton Theater, which hosts plays, musicals, and concerts by local, national, and international acts.

Those who appreciate the value of souvenirs and antiques can stop by The Mercantile at Milton, which houses over 50 vendors, including antique dealers, jewelry makers, and crafters. Those who need to take a break from the exploration and catch fresh air will find a cozy atmosphere at Milton Memorial Park ideal for relaxation.

Middletown

Blue pick-up truck on the street in front of the Everett Theatre in Middletown, Delaware.
Everett Theatre in Middletown, Delaware. Image credit Alexanderphoto7 via Shutterstock

By Delaware standards, Middletown's downtown exceeds expectations with its wide variety of experiences. The region experiences a spark during the Dutch Country Farmers Market, when tourists can sample delicious local foods, home-baked items, and fresh produce. Guests also love to visit The Everett Theater to watch the latest movies and enjoy stage performances in a rustic venue opened in the 19th century. Middletown is a great destination to visit with family, a credit to its family-friendly attractions.

From Novus Escape Room to Mid County Lanes and Entertainment, there is something fun for all ages. Activities include bumper cars, laser tag, bowling, and arcade games. Finally, historically inclined tourists will be at home browsing exhibits at the Middletown Historical Society.

Georgetown

The Circle in Georgetown, Delaware - Town Hall, Sussex County Courthouse, historic buildings.
The Circle in Georgetown, Delaware, Town Hall, Sussex County Courthouse, historic buildings. Image credit duckeesue via Shutterstock

Rich history, bustling arts, and railway heritage paint a portrait of Georgetown's colorful past, seen through its downtown attractions. This pedestrian-friendly borough of Sussex County has several exciting museums to preserve its storied legacy, including the Marvel Carriage Museum. Displayed inside is a fabulous collection of antique carriages, model trains, telephones, cars, and other items from the past periods. In addition, the Georgetown Train Station chronicles local railway history in a former commuter station constructed in the 1860s.

Georgetown houses multiple antique outlets, such as the famous Georgetown Antiques Market. It is an excellent venue for collectors to speculate on a vintage souvenir. Take advantage of the opportunity to enjoy an entertaining live show at Possum Point Players, known for staging culture-rich plays, musicals, and concerts.

Lewes

Purple house along Savannah Road in Lewes, Delaware.
Purple house along Savannah Road in Lewes, Delaware.

This charming coastal community along the Delaware Bay is home to one of the oldest towns in Delaware. Lewes was founded by Dutch immigrants who settled in the area in 1631, whose rich influences remain in its lovely historic districts. The town hosts the Zwaanendael Museum, which preserves the legacy of Delaware's maiden European colony. Also, The Lewes Maritime Museum focuses on the town's nautical heritage through curious pieces of maritime artifacts and memorabilia. Visitors can interact with townsfolk in a family-friendly atmosphere at the Historic Lewes Farmers Market.

Lewes' coastal location offers a way to discover the town from the water. Thanks to Cape Water Tours and Taxi, tourists enjoy a relaxed sightseeing tour with commentary about the noteworthy points of interest and their place in the town's community.

Bethany Beach

Visitors enjoying the warm summer day on on the street in Bethany Beach, Delaware.
Visitors enjoying the warm summer day on on the street in Bethany Beach, Delaware. Image credit Khairil Azhar Junos via Shutterstock

This tiny coastal community is famous for its beautiful beaches and relaxed scenery, making it a popular tourist spot. Bethany Beach’s downtown area is constantly flocked with visitors buying local crafts, trying local treats, watching street performers, and photographing top landmarks. The atmosphere is electric, especially along the Bethany Beach Boardwalk. This lovely promenade overlooks the Atlantic Ocean and is lined with multiple local businesses that attract tourists in their numbers. Seafood is a big part of local culinary culture; newcomers can experience this at Off The Hook.

Visiting families will enjoy kid-friendly entertainment at Shore Fun Family Fun Center. It offers a broad selection of games and puzzles that promise to excite all ages. Meanwhile, you can take a deserved break from the exploration to relax and enjoy the fresh air at the Bethany Beach Nature Center.

New Castle

The historic New Castle Green building in New Castle, Delaware.
The historic New Castle Green building in New Castle, Delaware. Image credit George Wirt via Shutterstock

Steeped in history and jam-packed with historical markers, New Castle's quiet downtown transports visitors to yesteryears with its fine display of old-world architecture. Exploring the region reveals distinct red-brick structures hinting at the town's long heritage, including the New Castle Court House Museum. Designated as a National Historic Landmark, it is among the country's oldest courthouses. Amstel House is another noteworthy landmark in the historic downtown, an authentic colonial mansion from the 18th century built for Dr. John Finnery.

History aside, MozArt Gallery showcases New Castle's cultural side by displaying fine works by Dennis Young, a celebrated local artist. Finally, harness the opportunity to socialize with local farmers and explore a vast exhibit of produce and craft goods at the busy New Castle Farmers Market.

Laurel

Three Volkswagen VW Beetles line up on display along the street at Laurel, Delaware's annual car show event.
Laurel, Delaware's annual car show event. Image credit Dee Dalasio via Shutterstock

Historic charm meets natural beauty in this modest village of Sussex County. Home to around 4,000 residents, Laurel houses an impressive selection of historical treasures across its walkable downtown. This invites laid-back exploration on foot to discover treasures like the Old Christ Church, which dates back to the 1770s. Exploring downtown exposes you to a rich shopping and social experience at the Laurel Junction Flea Market. Buyers and sellers converge at this 25-acre market for a family-friendly trade day, with diverse merchandise, crafts, and souvenir items on the menu.

There are multiple restaurants throughout the district to address all your dining needs. When you work up an appetite from walking and exploring, consider popping into Abbott's on Broad Creek to enjoy delicious American fare prepared from locally sourced ingredients.

Odessa

The view of the historic buildings on Main Street, Odessa, Delaware.
The view of the historic buildings on Main Street, Odessa, Delaware. Image credit Khairil Azhar Junos via Shutterstock

Odessa's charm lies in its historical heritage, which dates back to the town's founding in the 17th century. A large section of the town is designated a National Historic District and stands out for its impressively preserved colonial landscape. The Historic Odessa Foundation best embodies the town's rustic vibe, hosting a series of 18th and 19th-century houses across a 70-acre territory. The Corbit-Sharp House stands out with Georgian-style and brick architecture. It was constructed in the early 1770s and listed as a National Historic Landmark in 1967.

When not immersed in Odessa's colorful past, you can sample its eclectic wine and dine scene. It has several eateries and watering holes worth checking out, such as Cantwell's Tavern. Housed in a restored 9th-century building, the pub impresses with a friendly atmosphere and rustic charm.

Coolest Towns In Delaware For A Summer Vacation In 2024With sandy beaches, lush forests, and many things to do and see, it’s a great place to unwind this summer.

Delaware's rich history comes alive when you venture into small-town exploration. The highlighted destinations showcase some of the best downtown areas to visit in 2024. Whether strolling historic main drags lined with federal-style buildings, browsing shops amid quaint town squares, or soaking in local charm along bustling coastal promenades, each destination unveils a slice of heritage. Those pursuing a well-rounded East Coast road trip to discover patriotic landmarks and scenic vistas would be remiss not to experience the prized downtown districts in these beautiful towns in Delaware.

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Aunindita Bhatia July 4 2024 in Places

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