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10 of the Most Welcoming Towns in Delaware

by Staff

In the Mid-Atlantic US, Delaware is a great state to visit when it comes to welcoming ecosystems full of hospitable charm. Tucked within temperate forests and grasslands and bordered by the Delaware Bay and Atlantic Ocean, the communities spread throughout the second-smallest state offer an invitational elegance, as well as cultural vibrance. With plenty of small towns to check out for tourism, it is no surprise that more than eight million outsiders visit the state annually to find new landmarks to explore. These welcoming towns in the “Small Wonder” state are guaranteed to bring happiness to travelers on their next adventure, no matter how familiar one is with traveling across the country.

Rehoboth Beach

Boardwalk at Rehoboth Beach in Delaware. Image credit Ritu Manoj Jethani via Shutterstock.com

A welcoming town on the Atlantic Coast with 1,231 inhabitants, Rehoboth Beach is home to a friendly community that cares about travelers and makes people feel right at home near the ocean. Locales like Funland are perfect for family-friendly amusement if tourists prefer group expeditions on the boardwalk. At the same time, its internal attractions let visitors explore boutique shops and ocean breezes while being greeted by the locals. For anyone looking to explore local produce and handmade goods, the Beach Farmers Market is well-known and situated right in the heart of town with foreign vendors and artisans who love to talk with bystanders.

Quaint shopping experiences can also be found at Penny Lane, a European-inspired plaza of shops catering to all types of vacationers. Those seeking solace in literature may want to stop by Browseabout Books. This 1970s bookstore sells some of the most intriguing hardcover products and has an ambient atmosphere, making it one of the country’s top independent bookstores.

Frederica

John Dill store in the Frederica Historic District, listed on the NRHP on November 9, 1977. The district includes Market, Front, and David Sts. in Frederica, Kent County, Delaware
John Dill store in the Frederica Historic District, Delaware.

Frederica, also known as “Frogtown” to the locals because of its wetlands and large amphibian density, is a quaint small town with 1,091 residents and is quite welcoming. One of its highlight locales, Barratt’s Chapel & Museum, is a significant historical landmark appealing to tourists with its Methodist history and friendly tour guides who love to talk about the Delmarva Peninsula. The Bowers Beach Maritime Museum is also an option for history lovers, with its thematic pirate exhibits and oyster-harvesting events meant to draw in newcomers to town.

Travelers with ice cream cravings may enjoy Barnacles Ice Cream, a family-owned parlor that appeals to everyone with its frozen delights and superior customer service. Visitors may also like to explore North Bowers Beach in depth through Captain’s Lady Charters, which provides exotic sightseeing spots across Delaware Bay and has a professional crew that loves to converse with guests curious about the town’s fishing history. As for drivers on the road, the Bayshore Byway is an ideal route worth taking for tourism spectacles, with its teeming wildlife and low-impact access to coastal communities that generally wave at vehicular travelers driving by.

Odessa

The historic Odessa Bank on Main Street, Odessa, Delaware.
The historic Odessa Bank on Main Street, Odessa, Delaware. Image credit Khairil Azhar Junos via Shutterstock.com

An 18th-century small town with just 355 residents, Odessa is a social mainstay in Delaware that outsiders often favor because of its vibrant Colonial heritage and historical landmarks. While visiting tree-lined American Main Street, visitors will love to be embraced by locals while shopping at various stores designed as historic homes and furnished estates. Upscale dining with friendly farm table offerings is provided at Cantwell’s Tavern, where tourists can taste award-winning seafood and homemade pretzels served by courteous waiters.

During events like “Christmas in Odessa,” tourists can experience holiday celebrations and open-house public gatherings that are meant to encourage newcomers to walk right in and feel festive. Far from the crowds is the Corbit-Sharp House, a PhiladelphiaGeorgian mansion that favors history and preservation with its household antiques and welcoming tours about the Underground Railroad.

Delaware City

Exterior of The Old Canal Shops at 129 Clinton St, Delaware City.
Exterior of The Old Canal Shops at 129 Clinton St, Delaware City. Image credit John Arehart via Shutterstock

Across the 14-mile-long Chesapeake and Delaware Canal is Delaware City, a historic waterfront town with 1,883 residents. A vibrant destination, the town is famous for Civil War knowledge that goes back to the mid and late 1800s through its Fort Delaware sights, where visitors are guided by costumed interpreters who like to showcase how life was back then with lovely ferry rides. Friendly cyclists are expected at the River Towns Ride & Festival, a one-day event that brings out waterfront communities for Route 9 adventures and includes cultural activities like scarecrow creations and fall decorating for young adults and children.

For dining and vibrance among cuisine, Crabby Dick’s has a welcoming indoor and outdoor seating arrangement to appeal to newcomers that want to see open waters by the harbor while indulging in the state’s best crabcakes. For a more laidback vibe, Cozy Quarters Farm is family-operated and has cordial horseriding lessons for guests of all ages.

Millsboro

Aerial view of Waterfront homes near Millsboro, Delaware.
Waterfront homes near Millsboro, Delaware.

This small town with 7,642 inhabitants is full of warmth and hospitality. Within neighborhoods of Wharton’s Bluff, newcomers will always feel embraced by residents who care about their community, while fresh seafood markets are not far from view for anyone with an appetite for fish. For non-seafood lovers, Millsboro Pizza Palace may be more in tune with its famed pizza and pasta dishes that appeal to just about anyone with a penchant for marinara. Another cultural locale that is always vibrant, Millsboro Lanes is a bowling getaway spot for casual and social atmospheres mixed with welcoming parties for travelers who are looking to mingle with the locals.

A focal point for tourism in the town is the Nanticoke Indian Center. This tribal-oriented locale nurtures community by presenting visitors with customary dinner banquets and monthly hangout sessions designed to bring curious travelers together.

Dewey Beach

Colorful shop in downtown street in Dewey Beach, Delaware
Downtown shop in Dewey Beach, Delaware. Image credit Khairil Azhar Junos via Shutterstock

A best-kept secret for locals in the state, Dewey Beach is home to only 397 locals, but it maintains its presence for tourism by being a fun-filled destination for culinary vibrance and social thrills. At Woody’s, a locale full of craft cocktails and festive tavern events, visitors often dance and celebrate while enjoying succulent crabcakes. It is expected to find guests also taking in the welcoming themes of The Starboard, an urbanized locale with tantalizing biscuit and gravy meals and energetic karaoke nights.

Fifer’s Farm Kitchen, near beachside locales, is a quality hotspot for friendly customer service, signature sandwiches, and homegrown salad recipes. For anyone desiring natural comforts and splendors, the Lighthouse Restaurant is a revitalized locale with coastal-inspired dishes and sunset viewpoints worth every moment captured on camera.

Fenwick Island

The Fenwick Island Lighthouse in Fenwick Island, Delaware.
The Fenwick Island Lighthouse in Fenwick Island, Delaware. Image credit George Sheldon via Shutterstock.com

A coastal resort town with family-friendly activities, Fenwick Island, is filled with 378 locals who recognize its reputation as a welcoming destination for vibrance and tourism. At DiscoverSea Shipwreck Museum, visitors in town will feel embraced by maritime heritage and tour guides sharing details on ship wreckages and Mid-Atlantic artifacts. Chocolate assortments are best observed and tasted at Candy Kitchen, a sophisticated 1930s locale with mouthwatering salt water taffy, creamy fudge, and hand-dipped novelties.

Carolina Street is a marvelous locale home to comfortable furniture and custom artwork, all sold by well-mannered staff in a tranquil environment that makes shoppers feel like they belong here. For a genuinely polite and cozy sensation, Hightide Coffee & Bowls nourishes tourism with its welcoming spaces designed to have tourists and locals sit across each other and share stories.

Milford

Looking down Walnut Street in Milford, Delaware.
Walnut Street in Milford, Delaware.

A small town with 14,471 residents, Milford is another community-driven destination with wholesome, people-oriented locales and festivals. For instance, tourists may be enchanted by the Bug & Bud Festival for its celebratory significance of the ladybug, a symbolic part of the town. There is also the Mispillion Riverwalk, which is notable for promoting a cultural experience unlike any other in the state by inviting travelers and locals to tour a whole mile of the river bridge to experience nature up close.

The Holiday Stroll in historic downtown Milford is another way of keeping close to tradition in this town by having guests meet with fellow residents on Walnut Street and sing Christmas carols together. For artistic talent, Gallery 37 is a hotspot featuring recycled work on display. At the same time, Riverfront Theater is a locale full of entertainment and young adult performances. Hunger can be satisfied at Aunt Mary’s Soulfood Kitchen, a welcoming restaurant with quality service and southern hospitality combined with family tradition.

Hockessin

Redbud tree in full bloom at Mt. Cuba Center, Hockessin, Delaware.
Redbud tree in full bloom at Mt. Cuba Center, Hockessin, Delaware.

A charming small town in northern Delaware with 13,464 inhabitants, Hockessin is a welcoming destination with plenty of things to see and do. At the Marshall Steam Museum, it is common for tourists to be greeted by tour guides while browsing collections of antique automobiles, and the same amount of friendliness can be expected nearby at Mt. Cuba Center, a botanic garden with native plants and lush habitats. For anyone seeking regional comfort cuisine, Two Stones Pub generates lots of foot traffic for travelers in the area with its enthusiastic staff and superior craft beer.

Those looking for nature in this town may also be happy to explore Ashland Nature Center, which hosts 130 acres of woodlands, meadows, and Red Clay Creek nature trails, as well as educational programs taught by company-loving individuals. For even more friendly exposure, tourists can check out Lettie’s Kitchen. This surreal and welcoming locale is run by an amiable family who loves homemade soups, innovative salads, and heartwarming conversations.

Seaford

Historic sign for the Woodland Ferry, which connects Laurel to Seaford Delaware.
Historic sign for the Woodland Ferry, which connects Laurel to Seaford Delaware. Image credit Dee Dalasio via Shutterstock

A small town located along the Nanticoke River with 8,811 residents, Seaford is a must-visit for outdoor amusement and historic charm. The Seaford Historical Society, with its Victorian Italianate architecture, is a beautiful landmark full of mid-1800s antiques that are housed within the Governor Ross Mansion, with cozy vibes and cottage tours provided by friendly locals.

Over at the Seaford Museum, it is easy to spot tourists learning a lot from educators who recognize Native American contributions. Anyone looking for unique entertainment pleasure may enjoy the Nanticoke Riverfest, an annual event that includes family-friendly competitive sports, nifty beverages, and lively boat parades. Tourists wanting a quick bite to eat may appreciate the hospitality of Davellis Bagel Cafe, a lavish eatery that makes the freshest bagels, loaded sandwiches, and other extraordinary creations.

Every welcoming small town in Delaware is worthwhile for travelers when in The Diamond State. With enough activities and events to participate in to feel like a part of the state, visitors will never have to worry about fitting in. Remembering these small towns will go a long way when planning one’s following itinerary across the country.

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