Delaware is home to plentiful charming small towns, as well as quaint beach communities perfect for moonlit walks along the shore. From popular places like Bethany Beach and Dover to quaint, low-key towns such as Millsboro and Lewes, Delaware has something exciting for everyone. Book a stay at a Delaware vacation rental today. Take a look at the eight most romantic weekend getaway spots in Delaware.
1. Rehoboth Beach
Nothing says romance quite like a walk along the beach as the sun sets, and Rehoboth Beach has miles of white-sand beaches for you and your sweetie to wander. Skip the crowds of the summer months and visit at the end of October for the Sea Witch Festival. This Halloween fest includes live music, parades, vendors, and fun that goes late into the night. Visit Avenue Apothecary and Spa for a couple’s massage and some time together unwinding from the stresses of daily life. In the evening, enjoy a romantic meal together at Eden Restaurant with its white linen tablecloths and upscale American classics with a twist.
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2. Millsboro
Explore the state’s rich Native American history with a visit to Millsboro to enjoy its small-town vibe and colorful history. Before Europeans settled this area in the 1700s, it was home to the Nanticoke tribe, and a visit to the Nanticoke Indian Museum shows you what life was like before the colonists arrived. Smell the roses and tiptoe through the tulips if you plan your trip for the spring, and stop by the Delaware Botanic Gardens at Pepper Creek. There are wonderful local restaurants, and the best one for a romantic dinner is Blue Water Grill with its selection of popular dishes from steaks to seafood.
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3. Lewes
Originally a Dutch settlement, Lewes has the distinction of being the First Town in the First State. As you stroll hand-in-hand through the quaint downtown area, keep an eye out for the Ryves Holt House. Built in 1655, this is the oldest building in the state that still stands today. Discover the town’s history in the Zwaanendael Museum and enjoy the architecture of the building with its Dutch influence. When the weather is nice, spend a day at the Cape Henlopen State Park and take a picnic lunch. A former military installation, this state park has a beach, former military buildings, hiking paths, and a disc golf course.
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4. Smyrna
If you’re looking for a low-key weekend getaway, then the small village of Smyrna fits the bill. After a leisurely breakfast at your vacation rental, stroll around the Duck Creek Village Historic District. The historic buildings and cobblestone roads give you a feel of what life was like for the colonists who once inhabited the area. For an evening out on the town, the Smyrna Opera House has occasional performances, so check the schedule and book tickets. Muss and Turner’s Smyrna provides a casual lunch but jazzes things up at night with upscale Southern comfort food with a twist.
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5. Milton
For history lovers, the town of Milton lays claim to more than 200 historical buildings. Spend an afternoon meandering through Milton’s Historic District, taking photos of your favorite old buildings. The Dogfish Head Brewery is nearby and offers tours, along with a sampling area so you can find a new favorite brew. Pick up a six-pack at the gift shop to enjoy with dinner back at your vacation rental. Martha Marie Fishing Charters can take the two of you out on the Delaware Bay or Broadkill River nearby.
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6. Delaware City
Delaware City sits on the Delaware River and offers a gorgeous historic district and port area. Take the ferry over to Pea Island to see Fort Delaware. This fort served as a prison for captured Confederate troops during the American Civil War. Learn more about what life was like during the 19th century on the tour. One of the most notable buildings in town is the Sterling Building that dates back to the early 1800s. Despite its casual atmosphere, Crabby Dick’s has the freshest seafood in town. Along with crab delivered fresh every day on the menu, this restaurant offers stunning water views.
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7. Bethany Beach
In Bethany Beach, you find a slower pace than in a larger beach town like Rehoboth Beach and fewer crowds but with the same beautiful white sand beach. Pack a picnic lunch and visit the Fenwick Island Light to learn more about the area’s maritime history and the legend of shipwrecks off the coast. In the fall, schedule your trip to include the Bethany Beach Boardwalk Arts Festival to see some amazing pieces in a variety of mediums from regional artists. To make a meal to remember, stop by the Bethany Beach Farmer’s Market to stock up on the freshest fruits, vegetables, baked goods, and other tasty items.
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8. Dover
As Delaware’s capital city, Dover has a lot to offer a couple on a romantic weekend getaway. If you love racing, then plan your trip for race weekend at the Dover International Speedway. When there isn’t a race, take a tour of the facilities to learn more about this attraction and the sport of racing. On a rainy afternoon, enjoy a glimpse into the town’s Colonial government with a visit to the Old Statehouse and the Governor’s House for a tour with a knowledgeable guide.
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