9 Of The Most Adorable Small Towns In Delaware
Delaware often gets overshadowed when it comes to cute towns in the United States. Snuggled against the Delaware Bay and Atlantic Ocean, the state is brimming with unlimited coastal views and tucked-away treasures. Wander the cobblestone streets of New Castle and take a moment to slow down in this spectacular colonial-style town. Along the coast, Rehoboth Beach and Bethany Beach are perfect Delaware towns for soaking up some sun and strolling on the adorable boardwalks. Venturing a bit further inland to Milton and Georgetown, relish in a typical small-town feel with well-preserved historical buildings that add to the timeless coziness of Delaware. The state’s collection of enchanting towns each adds a nice touch to the overall undeniably adorable vibe.
Milton
Milton beautifully embodies the quintessential American small town. Right along the Broadkill River, Milton boasts sky-high Victorian homes, a walkable downtown area, and numerous green spaces, creating a relaxed and inviting atmosphere. Start the day off right with a health-focused breakfast at Zava Cafe. Fill up on nutrients with a variety of nourishing options such as a Southwest Tofu Scramble, Rainbow Farm Fruit Bowl, or Paradise Mango Toast. Just a quick 15-minute drive away, Prime Hook National Wildlife Refuge makes an incredible exercise session after a delectable breakfast. Ideal for hiking and wildlife watching, the trails take you through diverse landscapes, including pine forests, wetlands, and a freshwater marsh.
Take some time to explore the magic of downtown Milton. King’s Homemade Ice Cream, a family-owned gem since 1972, offers a nostalgic treat that’s as delicious as it is timeless. Indulge in classic flavors like Butter Pecan, Black Cherry, Orange Sherbet, Key Lime, and Cookie Dough. Rekindle childhood with a scoop in a waffle cone, or sip on a soda float or milkshake. The beloved ice cream shop is just as delightful on the outside as it is inside. If you would like to stay awhile in this enchanting Delaware town, book a few nights at the historic Governor's Bed and Breakfast. The entire residence is steeped in vintage elegance and surrounded by greenery and colorful flowers. Rest up in the striking home built in 1775 by John Hazzard, former governor of Delaware.
New Castle
New Castle is a cozy Delaware town that looks like it belongs in a Hallmark movie. The Colonial town features cobblestone streets and a romantic ambiance, perfect for a welcoming getaway. Chat with the vendors and pick up an array of goodies from the New Castle Farmer’s Market. Part culinary market and part flea market, purchase a previously loved item or try the meat or baked goods. Nothing beats a home-cooked meal with fresh, locally sourced Delaware foods. Just a 10-minute drive from the market, book a stay at the Terry House Boutique Hotel. Wake up in the adorable 1860s home and feast on a scrumptious and complimentary breakfast in the historic residence.
Embrace a slow-paced life in New Castle by wandering around Battery Park. Bring a camera along to photograph the endless views of the ships cruising through the glimmering waters of the Delaware River. Accessible and child-friendly, the paved pathway is a spectacular way to kick-start the day.
After soaking up some sunshine and exercise, head to The Mercury Cafe and Teahouse to refuel. Made fresh to order, replenish with a Harmony Bowl, Tomato Mozzarella Caprese, Bru-Burger, or Spicy 4 Cheese Mac and Cheese. Health-conscious and full of flavor, the menu features all-vegetarian dishes, with options to make them gluten-free or vegan upon request.
Bethany Beach
Immerse in all the coastal vibes in picture-perfect Bethany Beach, a southern Delaware masterpiece located right by the Atlantic Ocean. The area surrounding the Bethany Beach Boardwalk is flourishing with sweet little shops and stops. As one of the state’s most famous candy stores, get lost in a massive pile of confectionery at the Candy Kitchen. Ideal for kids and kids at heart, the classic recipes used to make their famous saltwater taffy, creamy fudge, and hand-dipped chocolates are worth raving about. After, find a new favorite read at Bethany Beach Books, an independent local treasure right by the boardwalk. Whether you prefer a coffee table showpiece, fiction, non-fiction, children’s, or even books about the surrounding area, the homey store has it all.
It is not an authentic trip to the coast without a plate of fresh seafood. True to its name, cap off the evening with dinner at Ocean 99, an oceanfront restaurant with incredible reviews. Dig into a serving of oysters, seafood carbonara, seafood stew, crab cakes, or clams. The exquisite yet comforting setting easily makes it a top-notch day in Bethany Beach.
Odessa
Odessa is a timeless Delaware town, where brick Colonial homes line the streets and the scenery resembles a classic Christmas tale come to life. Visit in December for the annual Christmas in Odessa and see dreams become a reality. Step back in time and take a self-guided walking tour as the town comes alive with holiday magic. Be in awe at the homes draped in twinkling lights and Christmas decorations. The lively winter event also includes opportunities to meet Santa, a gingerbread house decorating contest, tea and cookies, a tree lighting ceremony, and festive concerts. Continue taking a journey into a storybook world at the Corbit-Sharp House, where the historic residence transforms into living scenes from beloved novels. Previously, the home took on the theme of The Secret Garden, and visitors could wander through the enchanting space, flourishing with grace, remarkable antiques, and lush greenery throughout.
A town as idyllic as Odessa naturally has many whimsical establishments. Dine at the iconic Cantwell’s Tavern, standing tall and proud since 1822. With a menu catering to all tastes, the restaurant is a balanced fusion of American fare and exquisite eats. Try an Oyster Shooter, Apple Cheddar Board, Beef Wellington Egg Roll, Farmhouse Burger, Grilled Salmon, or Margherita Pizza. Stay awhile in the living movie by booking a few nights at the endearing Miller-Dunham House Bed & Breakfast. Conveniently in the historic district, feel time slow down in the comforting guestrooms. Start the day with a homemade breakfast made with love and explore the surrounding wonders of Odessa.
Millsboro
Seek tranquility and a sense of quiet in Millsboro, a cute Delaware town with a rural vibe. Visitors extending their stay in town can get a feel for country life at Winswept Stables. Become an expert rider with the horseback riding lessons or take it one step further with the summer riding camp. For more farm adventures in Millsboro, head to Brittingham Farms, a family-owned gem since the 1930s. Wander through the fragrant lavender field, learn the fascinating farm history, take a peek inside the greenhouse, or take a guided tour of the copper lavender distillery. Make it a special occasion by booking the private dining experience. Dig into chef-prepared fresh farm-to-table cuisine while basking in the unbeatable atmosphere at Brittingham Farms.
Choose Millsboro for all the thrilling vibes of the fall season. Start this magical time of year with endless thrills at the annual Family Promise Fall Festival. Starting at noon and running throughout the day, grab a few friends to appreciate the cozy sounds of blues music. Fuel up with cocktails at the bar and food trucks for an incredible day of laughs, entertainment, and joy.
Rehoboth Beach
As a state along the Atlantic Coast, it is natural that Delaware has an abundance of stunning beach towns. Rehoboth Beach nicely fits that typical, comforting oceanfront town. The Rehoboth Beach Boardwalk offers that classic beach town atmosphere with delightful shops, eateries, and thrilling activities. With over 100 flavors of ice cream that are homemade and hand-dipped, The Ice Cream Store is the place to be. Feel like a kid again with a waffle cone piled high with an assortment of sweet, creamy goodness. Continue feeling nostalgic at Gus and Gus Place, an adored local spot. Choose from booth seating or simply walk up to the window to place your order. After all, nothing pairs better with a beach day than comforting foods: fried chicken, warm fries, burgers, and onion rings.
Along with gorgeous beaches, Delaware does not fall short when it comes to endearing places to shop locally. Even if not purchasing anything, strolling through Penny Lane Mall is a must-see. This captivating stretch of path is lit up with charming little businesses waiting to welcome visitors. Take home a souvenir to remember the serene area of Rehoboth Beach.
Georgetown
Georgetown, Delaware, is a peaceful town known for its rich history, strong sense of community, and miles of scenic landscapes. Mingle with the townspeople at the Brews, Boos, and Broomsticks, held at the end of October. Let the kids fill up their bags at the trunk or treat, bring a pumpkin to be judged at the pumpkin carving contest, hop on the hayride, and purchase something ravishing from the fall vendor market. At other times of the year, Red Barn Country Store & Farm encapsulates that family-friendly atmosphere and tight-knit circle. Wave hello to the animals and make a new furry friend. Cows, pigs, goats, and bunnies are more than happy to see new faces.
Blending a bygone era and timeless grace, the Marvel Carriage Museum houses history in endearing, restored buildings. Just a short five-minute drive from the Marvel Carriage Museum, stop at the Harvest Diner for a meal that feels like home. Open daily from 6 a.m. to 10 p.m., the restaurant is a fantastic choice at any hour. TripAdvisor guests rave about the hearty chicken soup and the satisfyingly thick stack of pancakes.
Smyrna
Situated nearly halfway between the Maryland border and the shores of Delaware Bay, Smyrna is a storybook come to life. The town embraces visitors with a heartfelt connection to history, boasting an impressive collection of well-preserved architectural masterpieces. Be the star in a personal fairytale at the Elizabeth Esther Cafe, serving homemade meals in the luxurious, yet homey 1868 Cobalt Manor. Warm up with a Tomato Basil Stuffed Avocado, Crab Cake Sandwich, French Onion Soup, or Fajita Chicken Bowl. With vegetarian, vegan, and gluten-free options, Elizabeth Esther Cafe is a top choice even for those with dietary restrictions.
With its massive collection of old buildings, Smyrna is adorable at every angle, with many attractions that add to the town’s charm. Catch a performance at the Smyrna Opera House, which is an iconic venue in the town. Built in 1870 and lovingly restored in 2003, the welcoming and inviting ambiance is a step back in time. Featuring many genres throughout the year to captivate all audience members, the Holiday Spectacular is not to be missed. Sink into the seats and be in awe at performers singing and dancing to Christmas classics. Belmont Hall is another photo-worthy Smyrna landmark, which is a stunning 1773 Georgian mansion. Currently, Belmont Hall operates as a venue for weddings, baby showers, and other special events. Surrounded by lush vegetation, blossoming flowers, and even a cute pavilion, the grounds are postcard-worthy and breathtaking.
Lewes
Where the Delaware Bay meets the shore, Lewes entices visitors with its walkable waterfront, endless vistas, and a spirited downtown brimming with character. Nothing beats the aroma of freshly brewed coffee, and Notting Hill Coffee Roastery is happy to tickle noses and offer a burst of caffeinated energy. The coffee shop gives serious rom-com vibes and is one of the best spots to relax and try some of Lewes’s specialties. From smooth Costa Rican Decaf to the festive Birthday Blend, or even a full pound of freshly roasted coffee, there is something to suit every taste. Grab a bag of whole beans or ground to-go, or settle in at the cafe for light bites and fresh pastries. Just a few minutes walking distance from Notting Hill Coffee Roastery, Zwaanendael Museum is equal parts whimsical and quirky. The Dutch-inspired exterior is a beauty in itself, with ornate white trim and decorative design that stands out in the town.
After a fun-filled day in Lewes, it is time to cap off the day with some sweet, cold ice cream at Hopkins Farm Creamery. Each scoop is made within less than 48 hours, so it’s some of the freshest around. Served right on the farm, try the Apple Pie, Chocolate Chip, Moo Cookies, Pineapple Orange, Rum Raisin, or Strawberry. Load up a bowl or cone with all the flavors and wander the grounds of this lovable dairy farm. Bring the whole family along and watch the kids go wild for the ice cream and have a blast exploring the on-site wooden playground, featuring a wooden tractor and a castle.
Explore Delaware's Beauty
With welcoming locals, cobblestone streets framed by alluring historic buildings, community events that unite residents, and a wealth of cozy shops and cafes, Delaware overflows with heartfelt charm. From the picture-perfect coastlines and scenic boardwalk of Bethany Beach to the living Christmas tale town of Odessa, the state has a bounty of timeless features with an intimate feel. Unwind and get comfortable at one of the many quaint bed & breakfasts spread throughout the state and embrace a slower pace of life in Delaware’s rural regions. As the autumn months bring in fiery fall colors, admire the foliage and partake in one of the Fall Festivals, such as the annual Family Promise Fall Festival in Millsboro. Whether it is a family vacation or a couples retreat, Delaware has the perfect little town for the ultimate comfy getaway.
