Dover is the capital of Delaware, the second-most populous state in the US, and a center for exciting day trips and weekend getaways. With convenient access points throughout its surrounding areas, there's something for everyone—from quaint beach towns to vibrant cities and scenic parks a short drive away. In this blog, we peek at some of the better day trips from Dover, Delaware: close sites, weekend getaways, and secret gems you wouldn't want to miss.
Distance from Dover: 44.4 miles, 52 minutes
One of Dover's most popular day trips is to Rehoboth Beach, a classic coastal destination offering a mix of sandy shores, charming boardwalks, and delightful shops and eateries. Just an hour away, Rehoboth Beach is the perfect spot for a day of relaxation or adventure. For the beach lover, the day could be spent sunbathing, swimming, or strolling down the world-famous Rehoboth Beach Boardwalk. Unique shopping experiences can be found in local shops and boutiques on the boardwalk, along with the inevitable ice cream stands. There's also a strong arts community, with local artists displayed in galleries and fine dining establishments that would satisfy any taste.
It hosts live shows and festivals in the summer months, remembering to include family-friendly entertainment for children. This makes it a fantastic place to visit for a restful and exciting break. If you want to spend the weekend away from Dover, Rehoboth Beach is ideal because there are many accommodations and tranquil areas.
Distance from Dover: 40.4 miles (44 minutes)
This quaint, historical town, Lewes, is just a short drive from Dover. It offers tourists a fascinating combination of history, culture, and nature. Since Lewes lies at the mouth of Delaware Bay, it is often described as the "first town in the first state." That's because one of the oldest European settlements in the state is located there.
Lewes is one of those towns that, if you ever step into it, will bring back a flashback from somewhere in history. As such, Leeds offers many historic sites. A priority destination is the Zwaanendael Museum, which celebrates the region's Dutch colonial history, and the Lewes Historical Society, which has tremendous exhibitions on the town's maritime history.
Lewes is also a good place for nature lovers. Outside the town, Cape Henlopen State Park features excellent beach views, miles of hiking trails, and great birding, biking, and fishing opportunities. For those interested in history or want to enjoy the region's natural attractions, Lewes is the best day trip or weekend break from Dover.
Distance from Dover: 35.3 miles; 48 minutes
Chestertown, Maryland, is a charming town on the Chester River that can be visited for a day trip if you want a quiet, riverside retreat. It is known for its colonial architecture and thriving arts community. Chestertown hosts the Chestertown Tea Party Festival annually, which celebrates the town's role in pre-Revolutionary War history.
While here, take a short walk down the riverfront or spend some time in the old town's historic district, featuring antique shops, galleries, and restaurants. History lovers should check out the Historical Society of Kent County, which offers information on the colonial past. Chestertown is home to Washington College, with beautiful greenery and lovely campus walks.
If you are outdoors, rent a kayak or take a boat tour of the Chester River for a unique view of this beautiful town. Whether you are visiting for a day trip or a weekend stay, Chestertown offers a peaceful retreat with plenty of charm and history.
Distance from Dover: 72.3 miles (1 hour and 19 minutes)
Assateague Island National Seashore must be one of your destinations if you admire nature or are an outdoor enthusiast. Located off the coast of Maryland and Virginia, the chain of barrier islands is known for wild horses roaming, beautiful beaches, and diverse kinds of wild lives. Within an hour's drive from Dover, Assateague Island is a perfect getaway on a day when you like to hike, observe wildlife, and beach comb.
The island boasts hiking trails that wind through salt marshes, dunes, and forests; its unique ecosystem may be explored. The beach can also be visited during the day, where calm and virgin sands make a perfect spot for relaxation. Wild horses are present throughout the island; they are a signature feature and can regularly be found grazing along the shoreline.
If you are interested in marine life, Assateague Island is an excellent place for kayaking, fishing, and birdwatching. Migratory birds, dolphins, and other aquatic life inhabit the island, giving you an extraordinary chance to discover and learn more about such species. You can also make your weekend getaway unforgettable by camping in one of the campgrounds in Assateague, where you will fall asleep with the ocean's waves.
Distance from Dover: 82.5 miles (1.2 hours)
Head to Philadelphia, Pennsylvania, one of the nation's most historic cities, for a more urban day trip. It's an hour and a half from Dover. You can see the iconic Liberty Bell and Independence Hall and run up the famous "Rocky Steps" of the Philadelphia Museum of Art. A visit to Philadelphia would only be complete with a visit to the Old City district, through which Colonial-era buildings come alive with deep history and the American Revolution period, which features a visit to the Betsy Ross House. And for foodies, there's nothing like Philly cheesesteaks and soft pretzels—just some other regional specialties.
Apart from history, Philadelphia has a great cultural life with excellent museums, theaters, and galleries. You might be in Philadelphia for its history and art or to explore an action-packed city; this might be a great day trip or weekend getaway from Dover.
Dover to Baltimore: 92.5 miles (1.5 hours)
Driving from Dover to Baltimore, Maryland, another fantastic urban destination. The city is rich in history, vibrant in its waterfront, and booming with an arts scene perfect for a weekend escape.
The Inner Harbor is the heart of Baltimore, which offers many attractions, such as the National Aquarium, the Maryland Science Center, and the historic ships docked along the waterfront. Sports fans can watch a game at Oriole Park or M&T Bank Stadium. Baltimore is also home to the Walters Art Museum and the American Visionary Art Museum, among other rich cultural venues.
For a more relaxed day, stroll around Fells Point or Federal Hill neighborhoods, which feature old architecture, boutique shopping, and excellent restaurants. If you find history, art, or a day by the water fascinating, it's a beautiful place for a day or weekend away.
Distance from Dover: 70 miles, 1 hour and 16 minutes
The Brandywine Valley is an area in southeastern Pennsylvania that combines scenic beauty, quaint small towns, and impressive estates. The peaceful region is an excellent, quiet day trip that combines outdoor activities, art, and history. A trip to the Brandywine Valley includes visiting Longwood Gardens, one of the largest and most spectacular botanical gardens in the United States. You can also visit the Brandywine River Museum of Art, which features works by the Wyeth family, including Andrew Wyeth, one of the most celebrated American artists.
Whether visiting Delaware or staying in the first state, the attractions range from nature lovers with various hikes, wineries, and pleasant drives through rolling hills as well as farmland through the historic towns of Chadds Ford and Kennett Square that are so warm, welcoming, and full of shops, restaurants, and cafes.
Dover is ideally located for day trips and weekend getaways. It offers a range of leisure activities where residents can relax on the beach or explore historic towns, deep into nature, and active weekends in cities. From the peaceful shores of Rehoboth Beach to the historical avenues of Philadelphia and the serene charm of Assateague Island, these local destinations offer infinite possibilities for adventure and discovery. So pack your bags, hop in the car, and discover the best day trips from Dover!
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