Delaware, the nation’s First State, is famed for its beautiful coastline and colonial heritage—but it’s also filled with charming small towns that most travelers breeze right past. From historic marvels to relaxing beach retreats and riverside gems, here are 10 delightful Delaware small towns you’ll want to add to your travel list.
1. Lewes
A true coastal classic, Lewes is one of Delaware’s oldest settlements—a gorgeous blend of maritime history, quaint shops, and shaded bike trails. Wander its brick sidewalks, visit the Lightship Overfalls, or relax at Cape Henlopen State Park. Don’t miss the Saturday farmers market or a canal cruise to Cape May.
2. New Castle
Step into living history in this colonial riverside town. With cobblestone streets, Georgian mansions, and the legendary Read House & Gardens, New Castle feels like an open-air museum. Take a tour of Dutch House or Amstel House, and stroll along the Delaware River for a taste of bygone days.
3. Odessa
Nestled along the Appoquinimink River, Odessa is one of Delaware’s best-preserved colonial towns. The Historic Odessa Foundation leads tours through 18th-century buildings, while local taverns and nearby wildlife areas make for relaxing afternoons. Each fall, the Odessa Brewfest is a highlight.
4. Milton
Known for its Victorian homes and the Dogfish Head Brewery, Milton features a welcoming downtown and thriving arts scene. Meander through the Milton Historical Society or enjoy birdwatching at Prime Hook National Wildlife Refuge on the edge of town.
5. Bethel
A former shipbuilding center with a population under 200, Bethel’s narrow streets wind through historic homes and peaceful riverside views. Its small population means tranquility, and proximity to the Nanticoke Wildlife Area makes Bethel a nature lover’s dream.
6. Bethany Beach
This cozy seaside town has a boardwalk, gentle surf, and a welcoming, family-friendly atmosphere. It’s famous for its laid-back vibe and annual events like the Bethany Beach Boardwalk Arts Festival—perfect for a restful Delaware getaway.
7. Selbyville
Just north of the Maryland border, Selbyville is full of southern charm, local diners, and a historic main street. It’s a great jumping-off point for exploring Fenwick Island State Park and the region’s quiet beaches.
8. Smyrna
Hugging Duck Creek, Smyrna blends history with outdoor adventure. Home to the Smyrna Museum and close to Bombay Hook National Wildlife Refuge, it draws birdwatchers, kayakers, and anyone seeking a taste of small-town Delaware.
9. Delaware City
Gateway to Fort Delaware State Park, this little riverside town brims with history and hospitality. Visit the restored 19th-century buildings, walk the canal trail, and catch the ferry to Pea Patch Island to see Civil War-era fortifications.
10. Arden
Founded as a utopian artists’ colony, Arden is now a hidden hub for creatives. Shady lanes wind past century-old cottages, and community spirit reigns at outdoor concerts, Shakespearean plays, and folk festivals—truly one of Delaware’s most unique small towns.
Discover Delaware’s Best Kept Secrets
These towns stay under most travelers’ radar but reward the curious with history, personality, and a slower pace. Whether it’s strolling cobblestone lanes in New Castle, savoring seafood in Milton, or chasing sunsets on Bethany Beach, Delaware’s small towns prove that sometimes the smallest places leave the biggest impressions.
Sources
[1] https://www.pods.com/blog/best-small-towns-delaware
[2] https://realconnect.io/7-charming-small-towns-in-delaware-beyond-the-city-borders/
[3] https://www.purewow.com/travel/charming-small-towns-in-delaware
[4] https://wjbr.com/2025/02/10/delaware-small-town-charming/
[5] https://www.worldatlas.com/cities/8-delaware-small-towns-with-unmatched-friendliness.html
