Delaware’s small towns hide surprising secrets that most travelers miss. This second-smallest U.S. state has an interesting quirk – it has three counties at low tide but only two when the water rises.

These charming locations are a great way to get rich experiences that go far beyond their modest size. Historic New Castle charms visitors with its cobblestone streets, while Odessa, originally named Cantwell’s Bridge in the 18th century, stands as a testament to time. Delaware’s best small towns draw people who want genuine experiences. Bethel has become a favorite spot for couples and families seeking peaceful retreats. Lewes, established in 1631 at the meeting point of Delaware Bay and Cape Henlopen, proudly displays the state’s colonial heritage. Delaware’s coastline features six distinct beach towns, each with its own special character and appeal.

These destinations become more popular each year. Delaware attracted over 7,000 new residents in 2021, with adults between 55 and 74 making up nearly 4,800 of these newcomers. The state’s best towns provide exceptional experiences that match their more famous neighboring destinations. Visitors can explore historic sites, watch battle reenactments, or enjoy fresh local seafood.

Clayton

Clayton, small towns in Delaware

Image Source: Explore Georgia

Nestled between Middletown and Dover, Clayton charms visitors with its small-town feel and rich heritage. This hidden gem in Kent County is home to approximately 4,000 residents and gives travelers a true taste of Delaware.

Clayton historical significance

The town started as “Smyrna Station” in 1855 and served as a key railroad stop through Delaware. In 1860, it got its name from John M. Clayton, a former U.S. Secretary of State who strongly supported railroads. The town first became incorporated in 1887 and went through several changes in governance before getting its current charter in 1988. You can still see the town’s history in landmarks like the Clayton Railroad Station, Byrd’s AME Church, and Enoch Jones House—all on the National Register of Historic Places.

Top attractions in Clayton

The Delaware Agricultural Museum and Village draws history buffs with its amazing collection of farming artifacts, some over 100 years old. You’ll find preserved historic buildings outside, including an old schoolhouse and vintage barns. The John Dickinson House tells a complex story of a founding father who fought for American independence while owning slaves—a powerful historical lesson. Nature enthusiasts love to explore the nearby Blackiston Wildlife Area with its untouched landscapes.

Outdoor activities in Clayton

The town makes a great starting point for nature adventures. Bombay Hook National Wildlife Refuge sits nearby, stretching about eight miles along Delaware Bay and covering nearly 16,000 acres. Blackbird State Forest and Blackiston Wildlife areas north and west of town are perfect spots for camping, horseback riding, and hunting. Local families spend time at Smyrna Municipal Park and Kent County Big Oak County Park.

Dining & shopping in Clayton

Jack’s on Main cooks everything from scratch using quality local ingredients. Sweet treats await at Kee’s Cookies & Cupcakes, where their caramel almond cupcakes are a local favorite. Stell’s Pizza And Grill serves up relaxed comfort food.

Events & festivals in Clayton

The town comes alive with community events year-round. Clayton teams up with Smyrna for July 4th celebrations, with parades alternating between both towns. Spring and fall bring popular town-wide yard sales. The Clayton Volunteer Fire Company proudly joins the Delaware Volunteer Firemen’s Association parade each September.

Why visit Clayton

Clayton’s location puts you in a sweet spot for regional exploration. Wilmington and Brandywine Valley attractions are less than an hour away, and Delaware beaches are just over an hour’s drive. Baltimore and Philadelphia are within 90 minutes, making day trips easy. The town gives you an affordable, relaxed Delaware experience away from crowded tourist spots.

Delaware puns.

Odessa

Odessa, with fewer than 400 residents, remains one of Delaware’s best-preserved colonial townscapes that takes you back through centuries of American history. This tiny gem, first known as Cantwell’s Bridge, exemplifies a classic historic Delaware small town.

Odessa historical significance

Dutch settlers came to the Appoquinimink area in the 1660s, drawn by its prime location along the river. Richard Cantwell got permission to build a toll bridge over Appoquinimink Creek in 1731, and the settlement took his name. The town prospered as a grain port until 1855. That year, local officials renamed it “Odessa” after the Ukrainian grain port on the Black Sea, worried about how railroads might affect shipping. The name change couldn’t save the town’s grain boats from becoming obsolete as railroad networks spread nationwide. The town’s industries included a tannery (1767-1850s), blacksmith shop (1817), and places that made fertilizers and canned fruits.

Top attractions in Odessa

The Historic Houses of Odessa are the town’s main draw. Five distinctive properties showcase rooms and furniture made by skilled 18th and 19th-century craftsmen. The Corbit-Sharp House, built in 1774, stands out as both a National Historic Landmark and a Network to Freedom site on the Harriet Tubman Underground Railroad Byway. Visitors can see the upstairs room where a runaway slave named Sam found shelter in 1845.

Outdoor activities in Odessa

Two welcoming parks await visitors. Odessa Memorial Park has a playground, quarter-mile walking/biking path, basketball court, and sports fields used by local leagues. Old Academy Park sits behind the Town Office and provides a peaceful spot with play equipment, picnic tables, and a pickleball/tennis court. Both parks shut down at dusk and need permits for group gatherings.

Dining & shopping in Odessa

Cantwell’s Tavern leads the local dining scene with classic American dishes served in an 18th-century setting. After being closed for years, it’s now one of New Castle County’s top restaurants where guests can enjoy modern meals surrounded by history.

Events & festivals in Odessa

Since the 1960s, Christmas in Odessa has let visitors tour beautifully decorated private homes and historic buildings. Local high school seniors benefit from the proceeds through college scholarships. The Historic Odessa Brewfest also draws crowds, with all money raised helping the Historic Odessa Foundation’s preservation work.

Why visit Odessa

This National Registry District contains a National Historic Landmark and two National Park Service Network to Freedom sites, making it a must-see for history buffs. Tree-lined streets and brick sidewalks create scenes that seem frozen in time. The town’s location near Wilmington and Dover makes it perfect for exploring more of Delaware’s charming towns and attractions.

Things to do in Odessa Ukraine.

Bowers Beach

Bowers Beach, small towns in Delaware

Image Source: Bowers Beach

Bowers Beach sits at the meeting point of St. Jones and Murderkill Rivers with the Delaware Bay. This charming waterfront community gives visitors a peaceful coastal experience that celebrates Delaware’s maritime heritage. The town remains one of Delaware’s hidden gems with deep historical roots.

Bowers Beach historical significance

The area started as Whitwell’s Delight in the 1600s when Francis Whitwell settled here under a warrant dated 1675. The property went through several owners and became Dover Peere in 1686. John Bowers bought it in 1734, giving the town its present name. The town got its official incorporation on March 9, 1907. Both industry and tourism helped Bowers Beach thrive as a maritime community since the 18th century. Ships like the steamboat Frederica would stop here to load cargo and bring tourists from Philadelphia, with oysters being a key export.

Top attractions in Bowers Beach

The Bowers Beach Maritime Museum stands out as the town’s cultural heart. You can trace the rich maritime history of the area here. The museum sits on Main Street and lets visitors explore the town’s deep connection to the Delaware Bay. Barratt’s Chapel and Museum lies just 4.1 miles away from Bowers Beach.

Outdoor activities in Bowers Beach

People come to Bowers Beach to kayak, fish, and watch birds along the Delaware Bay. The gentle waters of the bay and nearby rivers make swimming and boating perfect here. Three parks dot the town: Church Street park has basketball courts and a playground; Main Street park features Bocce courts; and Watermen’s Park offers shaded spots that work great for picnics.

Dining & shopping in Bowers Beach

JP’s on the Wharf serves fresh catches where the Murderkill River meets the Delaware Bay. Their homemade crab cakes come straight from the bay’s waters. The Bayview Tavern gives visitors a relaxed spot to enjoy draft beers and play pool.

Events & festivals in Bowers Beach

The annual Bowers Beach Buccaneer Bash brings the town alive each May. Pirates from the 18th century come back to life through demonstrations, while live music plays and visitors hunt for treasure across town. This celebration builds on old traditions like “Big Thursday,” which started with an 1835 law about oyster harvesting seasons.

Why visit Bowers Beach

This Delaware treasure lets you experience coastal life without big crowds. The peaceful setting, wildlife, and small-town charm make visitors feel at home. Bowers Beach gives you a true small-town experience with great fishing spots, quiet beaches, and a chance to connect with Delaware’s maritime history.

Bethel

Bethel, small towns in Delaware

Image Source: Delaware Public Archives – Delaware.gov

Bethel, a tiny historic town of just 199 residents, stands proudly on the National Historic Register. This well-preserved shipbuilding village along Broad Creek lets visitors see Delaware’s seafaring past up close.

Bethel historical significance

The settlement started as Lewis’ Wharf when Kendal Major Lewis built a dock in 1795, and later became Lewisville. The town changed its name to Bethel in 1880, meaning “sailor’s retreat” in biblical terms, to avoid mix-ups with Lewes, Delaware. The Moore family played a vital role in making Bethel a shipbuilding hub after Bayard Moore bought land from Lewis in 1842. The boat-building industry grew after the Civil War, and the town built Sussex County’s first marine railway in 1869. Bethel became famous by developing the “Sailing Ram” in the 1880s—a special vessel that could navigate the Chesapeake Bay’s shallow waters.

Top attractions in Bethel

The Bethel Heritage Museum keeps the town’s maritime legacy alive with displays of handcrafted model ships, original shipbuilding tools, and artifacts. Main Street showcases beautiful Federal and Victorian homes that ship carpenters built for sea captains. Visitors can see the old marine railway and town wharf remains at Broad Creek’s edge during low tide. The historic Bethel Store, built in 1900, stands as evidence of the town’s lasting character.

Outdoor activities in Bethel

Trap Pond State Park sits just a short drive away, showing off the country’s northernmost natural stand of baldcypress trees. Broad Creek gives people a chance to kayak and learn about the waterway that helped Bethel thrive. The town’s peaceful streets, some still paved with traditional oyster shells, make perfect spots for quiet walks.

Dining & shopping in Bethel

The historic Bethel Market, which Oscar Bell built in 1900 and the Shaver family ran for 35 years, brings the community together. It welcomes visitors six days weekly from 6am to 6pm, promising “local chat and good food”. Most people head to nearby Laurel, Seaford, or Bridgeville for fresh seafood and comfort food.

Events & festivals in Bethel

Local records show that Bethel celebrates its heritage with the Strawberry Festival in May and the Harvest Festival in October. Maritime Heritage Day happens each June, showcasing the town’s shipbuilding history through traditional method demonstrations.

Why visit Bethel

Bethel stands out among Delaware’s historic towns. The town’s listing as Sussex County’s only entry on the National Register of Historical Places gives visitors a chance to step back into a 19th-century shipbuilding village. The “Victory Chimes,” Bethel’s last Sailing Ram built in 1900, still sails today under a new name, connecting history buffs to the town’s rich past.

Romantic getaways in New England.

Delaware City

Delaware City, small towns in Delaware

Image Source: Delaware.gov

Delaware City sits at the eastern end of the Chesapeake and Delaware Canal. This historic canal town’s story weaves deeply into the waterway’s history. The charming community with 1,885 residents as of 2020 blends maritime heritage with small-town charm.

Delaware City historical significance

The 1820s saw Delaware City emerge as a boomtown during the Chesapeake and Delaware Canal construction. The canal’s completion in 1829 created a shorter route between Philadelphia and Baltimore. The town’s founders had grand dreams of massive growth that never materialized. Still, the community thrived as a bustling small town. Delaware City first became “The Commissioners of the Town of Delaware City” in 1851. The name changed to “The Mayor and Council of Delaware City” in 1907.

Top attractions in Delaware City

The Delaware City Historic District showcases more than 250 historic properties on the National Register of Historic Places. Fort Delaware stands on Pea Patch Island and draws many visitors who reach it through the Forts Ferry Crossing from Battery Park. This impressive fortress features a moat and thick walls ranging from 7 to 30 feet. The fort served as a Confederate prison during the Civil War.

Outdoor activities in Delaware City

The Chesapeake and Delaware Canal Trail stretches 12.7 miles with paved paths connecting to other trails. The Delaware River beckons water enthusiasts with options for boating, fishing, kayaking, and jet skiing. Battery Park lets visitors relax on benches while reading historical placards about the area’s rich history.

Dining & shopping in Delaware City

Crabby Dick’s makes its home on the first floor of the historic Delaware City Hotel. Diners enjoy the large outdoor deck with Delaware River views. Next door, the Ice Cream Parlor serves Crabby Dick’s Creamery ice cream and desserts. Local favorite Kathy’s Crab House has built its reputation on the area’s best homemade crab cakes.

Events & festivals in Delaware City

Delaware City Day brings families together every first Saturday of October since 1980. The celebration lights up Battery Park with activities and fireworks at dusk. This alcohol-free waterfront gathering celebrates the town’s historic architecture and small-town spirit.

Why visit Delaware City

Delaware City gives visitors a genuine slice of Delaware history with its beautifully preserved 19th-century buildings. The town’s location makes it easy to explore Fort Delaware and other attractions. Unlike tourist-heavy historical sites, this peaceful riverside town lets you connect with America’s past authentically.

Kitts Hummock

Kitts Hummock, small towns in Delaware

Image Source: Delaware Public Archives – Delaware.gov

Kitts Hummock, a peaceful coastal community along Delaware Bay, stands as an official sanctuary for horseshoe crabs – Delaware’s state marine animal. This quiet hamlet in Kent County welcomes visitors looking to escape bustling tourist spots.

Kitts Hummock historical significance

The community’s name has an interesting origin story. It evolved from “Kidds Hammock,” sparked by tales of 17th-century pirate Captain Kidd’s buried treasure. “Hammock” described a cluster of hardwood trees, not the hanging bed we know today. The land received its official patent in 1738 when Jehu Curtis named it “Kitt’s Hammock”. The area grew livelier when the Pleasanton family built a tavern in the early 1800s. A hotel followed in 1846, bringing more visitors to the area.

Top attractions in Kitts Hummock

Kitts Hummock Beach, the community’s crown jewel, serves as an official horseshoe crab sanctuary. The St. Jones Reserve Visitor Center draws nature lovers with its interpretive exhibits, fish tanks, and resilient infrastructure powered by solar panels.

Outdoor activities in Kitts Hummock

Nature lovers can explore the two-mile trail at St. Jones Reserve that connects to Ted Harvey Wildlife Area through a quarter-mile boardwalk stretching over salt marsh. The spectacular horseshoe crab spawning happens from mid-May through mid-June.

Dining & shopping in Kitts Hummock

Hungry visitors can choose between The Bayview Tavern and Charlesworth Hotel & Restaurant. JP’s On The Wharf and Po’ Boys Creole Restaurant round out the local dining scene.

Events & festivals in Kitts Hummock

Traditional craft workshops, including bayberry candle making, celebrate local heritage.

Why visit Kitts Hummock

This coastal treasure lets visitors enjoy exceptional beachcombing while watching over a vital horseshoe crab sanctuary. The sight of migrating birds feeding on horseshoe crab eggs shows nature’s remarkable interconnections.

Small towns in California.

Millsboro

Millsboro, small towns in Delaware

Image Source: Delaware Public Archives – Delaware.gov

Millsboro sits near the Indian River and fascinates visitors with its blend of indigenous heritage and small-town appeal. This Delaware gem lets history enthusiasts and outdoor adventurers find plenty of exciting activities.

Millsboro historical significance

The town’s story began when Elisha Dickerson built a dam on the Indian River in 1792. People called it “Rock Hole” back then. Millsboro got its official incorporation in 1893. The town holds a unique weather record as one of just three U.S. cities that recorded its state’s extreme temperatures.

Top attractions in Millsboro

Delaware’s only Native American museum, the Nanticoke Indian Museum, showcases indigenous culture through traditional crafts and artifacts. Coastal Wilds lets visitors get close to unique animals like otters and kangaroos. Nature lovers can enjoy local flora at the peaceful Delaware Botanic Gardens.

Outdoor activities in Millsboro

Visitors can enjoy riverside relaxation and fishing at Cupola Park. Mulligan’s Pointe brings the community together with golf and live entertainment. Dog owners love the Millsboro Dog Park, which remains one of the area’s only free public spaces for pets.

Dining & shopping in Millsboro

Blue Water Grill serves delicious seafood with their specialty garlic, asiago, and sriracha wings. Authentic Mexican flavors await at La Tonalteca’s outdoor patio. Paradise Pub serves comfort food and their famous creamy crab bisque.

Events & festivals in Millsboro

September brings the annual Nanticoke Indian Powwow with traditional dancing, drumming, and crafts. Cupola Park comes alive with seasonal events from spring flower festivals to summer concerts.

Why visit Millsboro

Millsboro blends natural beauty, rich history, and small-town charm perfectly. Beach lovers appreciate its location just 20 miles from Rehoboth and Bethany, making it ideal for both relaxation and adventure.

Arden

Arden, Delaware

Image Source: Visit Delaware

Arden, a radical Georgist single-tax community started in 1900, stands as Delaware’s most unique artistic enclave. Sculptor Frank Stephens and architect William Price created this utopian experiment on 160 acres, with half the land preserved as open space.

Arden historical significance

Henry George’s single-tax economics and William Morris’s arts and crafts philosophy shaped Arden’s creation as a social reform project, and these principles still guide the community. The village puts all residential land in a trust, and leaseholders pay one property tax that elected assessors determine. The village earned its place on the National Register of Historic Places in 1973.

Top attractions in Arden

Arden Gild Hall, a community center since 1909, started as an 1850s barn and now serves as the village’s social hub. The Arden Craft Shop Museum showcases local history and arts. Curious visitors will love the Oddporium with its quirky collection of medical tools, metaphysical supplies, and other peculiarities.

Outdoor activities in Arden

Visitors can walk the seven-circuit path at the Labyrinth of the Ardens. The community pool behind Gild Hall welcomes both residents and visitors.

Dining & shopping in Arden

Nick’s Pizza and Cafe SiTALY serve local diners. Double Spiral Chocolate, Delaware’s first handcrafted bean-to-bar chocolate maker, creates artisanal treats.

Events & festivals in Arden

The Arden Fair has drawn crowds since 1908 on Labor Day weekend with over 100 craft vendors, antiques, books, live music, and activities for children. The Shakespeare Gild puts on outdoor shows at Frank Stephens Memorial Theater.

Why visit Arden

This fairytale-like village lets travelers experience a thriving arts community with historic Tudor-style cottages. You can reach Arden in just 30 minutes from Philadelphia International Airport, making it a perfect creative escape.

Small towns in Alaska.

Smyrna

Smyrna, small towns in Delaware

Image Source: Delaware Today

Smyrna welcomes visitors with an array of history and culture from its prime location between Dover and Wilmington. This charming town, once known as Duck Creek Cross Roads, ranks among Delaware’s best small towns for anyone who loves history.

Smyrna historical significance

The town’s story began along Duck Creek, and Smyrna got its name in 1806. Two stories tell how the name came to be—one links it to the Biblical port in present-day Turkey, while another credits Methodist preacher Frances Asbury’s moving sermon from Revelation 2. The town flourished as a shipping hub before its name change, sending grain, lumber, and produce northward. Shipbuilding grew into a major business in the 1800s as the shipping trade expanded.

Top attractions in Smyrna

The Smyrna Museum Complex showcases two historic buildings from the 1700s—The Barracks and The Plank House. The Plank House stands out as one of the best examples of early 18th-century architecture. The town boasts over 490 buildings that qualify for the National Register of Historic Places. The Opera House serves as both theater and gallery, and has hosted remarkable figures like Frederick Douglass.

Outdoor activities in Smyrna

Nature lovers head over to Bombay Hook National Wildlife Refuge, a 16,000-acre sanctuary with fields, forests, and salt marshes. Woodland Beach lets visitors enjoy fishing and boating, though its original boardwalk and amusements no longer exist. Blackbird Forest welcomes hunters, hikers, and campers who want to connect with nature.

Dining & shopping in Smyrna

The town offers entertainment options that suit every taste, from cultural nights to wildlife adventures. Local shops and restaurants create a warm atmosphere for visitors learning about this historic Delaware town.

Events & festivals in Smyrna

The community comes together monthly to enjoy performances at local venues. Smyrna keeps its historic charm while providing modern conveniences through careful preservation.

Why visit Smyrna

Smyrna’s appeal goes beyond its rich history. The town serves as a perfect hub to explore Delaware. Its central spot gives easy access to state attractions and nearby cities, making it one of Delaware’s best towns to visit for travelers who want authentic small-town charm in a strategic location.

Bridgeville

Bridgeville, small towns in Delaware

Image Source: Town of Bridgeville – Delaware.gov

Bridgeville, 293 years old and formerly “June Strawberry Capital of the Nation,” stands proudly among Delaware’s historic towns. Its agricultural heritage shapes the town’s character even today.

Bridgeville historical significance

Native Americans first inhabited the area before English settlers established “Bridge Branch” in 1730. The name changed to Bridgeville through Delaware General Assembly’s official decree in 1810. This charming town holds the distinction of being western Sussex County’s oldest surviving community and has produced five Delaware governors. Agricultural processing drove the local economy, from strawberry farming to the prominent RAPA Scrapple Company, which started operations in 1926.

Top attractions in Bridgeville

Antique Alley draws visitors to its massive 20,000-square-foot shopping space featuring over 65 vendors and 125 booths. Local heritage lives on at the Bridgeville Historical Society Museum, housed in a restored 1911 firehouse. Golf enthusiasts enjoy the Heritage Shores Golf Course with its challenging water features on most holes.

Outdoor activities in Bridgeville

Passwaters Park serves as a community gathering spot, while nearby hiking trails and outdoor recreation spots welcome nature lovers.

Dining & shopping in Bridgeville

T.S. Smith & Sons fruit market serves local produce enthusiasts. Downtown Alley extends Antique Alley’s charm with unique gifts and home décor options.

Events & festivals in Bridgeville

October brings the renowned Apple Scrapple Festival, drawing up to 35,000 visitors who sample RAPA’s signature scrapple. Seasonal yard sales, movie nights, and holiday celebrations round out the town’s event calendar.

Why visit Bridgeville

Small-town Delaware charm comes alive in Bridgeville’s historic downtown and agricultural landscape. Beach and city destinations sit just a short drive away.

Small towns to visit in Connecticut.

Wyoming

Wyoming, Delaware

Image Source: Delaware Public Archives – Delaware.gov

Wyoming sits between Dover and Camden, a historic railroad town that Pennsylvania migrants shaped in the 19th century. This small Delaware community has 1,680 residents and gives visitors a genuine taste of the First State’s rural heritage.

Wyoming historical significance

The community started after the Delaware Railroad bypassed Camden in 1856. Reverend John J. Pierce came from Pennsylvania’s Wyoming Valley in 1865 and created housing plots. His fellow Wyoming Valley neighbors picked up on this opportunity, which led to the town’s name change to Wyoming in 1866. Wyoming became an official town in 1869.

Top attractions in Wyoming

Fifer’s Farm Store & Kitchen stands as Wyoming’s main attraction, carrying on a farming tradition since 1919. Golf enthusiasts can enjoy the Wild Quail Golf and Country Club.

Outdoor activities in Wyoming

Nature enthusiasts can find the Bombay Hook National Wildlife Refuge just 15 minutes away, with its rich wetlands. The Delaware Seashore State Park sits about 30 minutes from town and welcomes visitors to its Atlantic coast beaches.

Dining & shopping in Wyoming

Fifer’s original farm location serves lunch and ice cream that visitors love. Restaurant 55 and Cheddar’s Scratch Kitchen have earned their spots as local favorites according to reviews.

Events & festivals in Wyoming

The annual Wyoming Peach Festival brings August alive with pageants and homemade peach ice cream. The town lights up each December with a Holiday Lights Contest and joins the Camden Wyoming Christmas Parade celebrations.

Why visit Wyoming

Wyoming stands proud as one of Delaware’s historic railroad towns and offers a genuine small-town experience. The town’s location between Dover and coastal attractions makes it a perfect spot to learn about central Delaware’s rural charm.

Small towns to visit in Wyoming.

Selbyville

Selbyville, small villages in Delaware

Image Source: Delaware Beaches Visitors Guide

Selbyville sits just eight miles from Delaware’s beaches, making it a perfect gateway to coastal adventures with its own small-town charm. The community started as Sandy Branch in 1778 and grew strong roots through its agricultural heritage.

Selbyville historical significance

Sampson Selby’s store gave the town its name when he marked packages “Selby-Ville” in 1842. The railroad turned Selbyville into a major strawberry shipping center. The town supplied strawberries to the entire East Coast by 1918. Today, Mountaire Farms leads the town’s economy through poultry processing.

Top attractions in Selbyville

The Selbyville Police Department Museum tells fascinating stories of law enforcement with artifacts over 100 years old. Just nearby, the Discoversea Shipwreck Museum on Fenwick Island showcases maritime treasures from salvaged gold coins to ancient weapons.

Outdoor activities in Selbyville

Nature lovers can find amazing wildlife at Assawoman Wildlife Area with its marshes that attract various bird species. Delaware Seashore State Park’s pristine beaches make it a perfect spot for surf fishing.

Dining & shopping in Selbyville

Mio Fratello and Captain Mac’s Fish House rank among local favorites. Shoppers often head to Tanger Outlets in Rehoboth Beach to take advantage of Delaware’s no sales tax policy.

Events & festivals in Selbyville

The Old Timers’ Day Classic Car Show brings more than 100 vintage vehicles and family fun on June 14, 2025. The Arts & Jazz Festival follows in September with talented east coast artists and musicians.

Why visit Selbyville

This historic Delaware town gives you the best of both worlds. You’ll find peaceful relaxation minutes away from the excitement of Fenwick Island and Ocean City.

Comparison Table

TownPopulationHistorical SignificanceMain AttractionsNotable EventsKey IndustriesUnique Feature
Clayton~4,000167 years old, started as Smyrna Station before 1860 renamingDelaware Agricultural Museum, John Dickinson HouseJuly 4th celebrations, Town-wide yard salesRailroad hub historicallyCentral location for regional exploration
Odessa<400363 years old as Cantwell’s Bridge until 1855 renamingHistoric Houses of Odessa, Corbit-Sharp HouseChristmas in Odessa, Historic Odessa BrewfestFormer grain portNational Registry District with Underground Railroad sites
Bowers Beach–348 years old settlement, became town in 1907Bowers Beach Maritime MuseumBuccaneer BashMaritime, fishing, tourismWhere St. Jones and Murderkill Rivers meet Delaware Bay
Bethel199228 years old, changed name from Lewisville in 1880Bethel Heritage Museum, historic shipbuilding sitesMaritime Heritage DayShipbuilding (historical)All but one of these buildings are on National Historic Register
Delaware City1,885203 years old, became official town in 1851Fort Delaware, Historic DistrictDelaware City DayCanal town, tourismEastern terminus of C&D Canal
Kitts Hummock–Named after Captain Kidd connectionKitts Hummock Beach, St. Jones ReserveSeasonal workshopsTourism, conservationOfficial horseshoe crab sanctuary
Millsboro–231 years old, became town in 1893Nanticoke Indian Museum, Coastal WildsNanticoke Indian PowwowTourism, recreationOnly Native American museum in Delaware
Arden–123 years oldArden Gild Hall, Craft Shop MuseumArden Fair (since 1908)Arts and craftsUnique single-tax community
Smyrna–Started as Duck Creek until 1806 renamingSmyrna Museum Complex, Opera HouseMonthly community eventsHistorical shipping center490+ historic buildings
Bridgeville–293 years old, got new name in 1810Antique Alley, Historical Society MuseumApple Scrapple FestivalAgriculture, RAPA ScrappleFormer “Strawberry Capital of the Nation”
Wyoming1,680167 years old, became official in 1869Fifer’s Farm Store, Wild Quail Golf ClubWyoming Peach FestivalAgriculture, railroadHistoric railroad town
Selbyville–245 years old, named in 1842Police Department MuseumOld Timers’ Day Car ShowPoultry processingGateway to Delaware beaches

Enjoy Small Towns in Delaware

Delaware’s small towns give travelers unmatched experiences away from popular tourist spots. These twelve charming communities tell America’s story through their maritime heritage, shipbuilding roots, farming traditions, and architectural beauty. Each town shows its own personality – Bethel stands proud with its shipbuilding past, Arden runs as a utopian single-tax community, and Kitts Hummock protects horseshoe crabs.

Nature lovers will find many outdoor activities in these towns. Trails lead through Bombay Hook National Wildlife Refuge near Smyrna, and Bethel’s Broad Creek welcomes kayakers. History fans can check out Fort Delaware in Delaware City or walk through Odessa’s well-preserved colonial streets.

The local food scene holds surprising treats at places like JP’s on the Wharf in Bowers Beach and Cantwell’s Tavern in Odessa. You can also hunt for antiques in Bridgeville or try handcrafted chocolates in Arden.

Local festivals make these visits even more special. The Apple Scrapple Festival in Bridgeville, Buccaneer Bash in Bowers Beach, and Nanticoke Indian Powwow in Millsboro show real local culture and traditions.

These small towns give you a break from busy tourist spots. Quiet streets, welcoming locals, and preserved history create a relaxing space to connect with Delaware’s roots.

You can enjoy coastal life along Delaware Bay, paddle inland waterways, or admire architectural gems in these twelve towns that deserve your attention. Their locations make them great starting points to explore bigger attractions, as they’re just a short drive from Wilmington, Dover, or Delaware’s popular beaches.

The best travel experiences often come in small packages, and Delaware proves this right. These charming small towns with their unique character wait for travelers ready to step off the beaten path.

FAQs

Q1. Which small town in Delaware is known for its well-preserved colonial architecture? Odessa stands out for its remarkably intact colonial townscape, featuring the Historic Houses of Odessa and the Corbit-Sharp House, a National Historic Landmark.

Q2. What unique attraction can visitors find in Kitts Hummock? Kitts Hummock Beach is an official sanctuary for horseshoe crabs, Delaware’s state marine animal. Visitors can witness horseshoe crab spawning from mid-May through mid-June.

Q3. Which Delaware town offers a glimpse into Native American culture? Millsboro is home to the Nanticoke Indian Museum, the only Native American museum in Delaware. It showcases indigenous culture through traditional crafts and artifacts.

Q4. What makes Arden a distinctive community in Delaware? Arden was founded in 1900 as a radical Georgist single-tax community. It remains governed by these principles today, with all residential land existing within a trust and leaseholders paying one property tax determined by elected assessors.

Q5. Which small town in Delaware is famous for its agricultural festival? Bridgeville hosts the annual Apple Scrapple Festival in October, attracting up to 35,000 visitors. The event celebrates the town’s agricultural heritage, featuring activities like scrapple sampling from the local RAPA Scrapple Company.