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Top 7 Best Labor Day Trips Around Delaware

family walking on beach

August 26, 2025

Labor Day weekend is the perfect chance to savor the last days of summer, and when you own a Wilkinson home in Delaware, you don’t have to go far to find something special. Whether you’re looking for sandy beaches, historic charm or peaceful trails, Delaware has plenty of destinations worth exploring. If you’re planning a local getaway this Labor Day, here are seven of the best trips to take in Delaware. 

1. Bethany Beach

Known for its laid-back atmosphere, Bethany Beach is a favorite for families and anyone wanting a slower pace of life. Stroll along the boardwalk, listen to live music at the bandstand or enjoy fresh seafood at local restaurants like Off The Hook. It’s the kind of palace where you can truly relax. 

2. Rehoboth Beach

If you’re looking for a beach town that always has something going on, Rehoboth Beach is full of activity. Spend a night riding the amusement park rides at Funland, grab a cone of delicious frozen custard on the boardwalk or enjoy happy hour at one of the town’s many restaurants and bars. 

3. Lewes & Cape Henlopen State Park

History and nature meet in Lewes. Spend your morning exploring downtown shops and museums, then head to Cape Henlopen State Park for hiking, biking or simply lounging by the water. The park offers scenic trails, wildlife viewing and even free bike rentals. 

4. Historic New Castle

Step back in time in New Castle, where cobblestone streets and colonial architecture bring history to life. Tour the historic courthouse, enjoy the riverfront views and stop in one of the cozy cafes for a bite to eat. It’s a great option if you want a quieter day trip away during the holiday weekend. 

5. Wilmington & the Brandywine Valley

Culture lovers will always enjoy Wilmington and its surrounding areas. Stroll through the Delaware Art Museum, tour the Winterthur Museum, Garden & Library or the Mt. Cuba Center and admire the gardens just across the state line. It’s also a great spot for foodies, with plenty of local restaurants and breweries to explore. 

6. Brandywine Creek State Park

If you’d rather spend Labor Day outdoors, Brandywine Creek State Park is a beautiful place for a hike or picnic. With rolling meadows and wooded trails, it’s a refreshing change of pace from the busier beaches this holiday weekend. 

7. Cape May: Lewes Ferry Adventure

If you’re looking to take a bit longer trip, catch the ferry from Lewes to Cape May, New Jersey. The 85-minute ride is scenic and relaxing, and you may even spot some beautiful marine life along the way. Once in Cape May, you’ll find charming Victorian houses, shops and restaurants to enjoy before heading back. 

Celebrate the Long Weekend Close to Home

From sunny beaches to historic towns and scenic parks, Delaware has something for everyone this Labor Day weekend. No matter which trip you choose, you’ll find the perfect way to unwind, explore and make lasting memories right down the road from your Wilkinson home. If you’d like to learn more about our communities and quick move-in homes in Delaware, give us a call at (302) 275-1567 or fill out our online form today.  

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