4 days in Delaware Itinerary
4 days in Delaware Itinerary
Created using Inspirock Delaware trip planner
Start: New York City
Drive
1
Lewes
— 2 nights
Drive
2
Wilmington
— 1 night
Train
End: New York City
Thu, Oct 29 - Sun, Nov 1
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See full calendar
Lewes
— 2 nights

Lewes is an incorporated city on the Delaware Bay in eastern Sussex County, Delaware. Deepen your sense of the past at sights like Fort Miles Historic Area at Cape Henlopen State Park and Lewes Historical Society. Satisfy your inner culture vulture at Delmarva Discovery Tours and Air Mobility Command Museum. Step out of Lewes with an excursion to John Dickinson Plantation in Dover--about 44 minutes away. Next up on the itinerary: kick back and relax at Cape Henlopen State Park, pause for some serene contemplation at St. Edmond's Catholic Church, and look for all kinds of wild species at James Farm Ecological Preserve.
Plan trip to Lewes with our itinerary maker to find out where to go and what to do.
New York City to Lewes is an approximately 4-hour car ride. You can also do a combination of train and flight; or do a combination of train and bus. Traveling from New York City in October, expect little chillier with lows of 51°F in Lewes. Finish your sightseeing early on the 31st (Sat) to allow enough time to drive to Wilmington.
Plan trip to Lewes with our itinerary maker to find out where to go and what to do.
New York City to Lewes is an approximately 4-hour car ride. You can also do a combination of train and flight; or do a combination of train and bus. Traveling from New York City in October, expect little chillier with lows of 51°F in Lewes. Finish your sightseeing early on the 31st (Sat) to allow enough time to drive to Wilmington.
Things to do in Lewes
Side Trips
Highlights from your trip
Wilmington
— 1 night

Start off your visit on the 1st (Sun): get engrossed in the history at Hagley Museum And Library, then admire the natural beauty at Nemours Estate, then get engrossed in the history at Winterthur Museum, Garden & Library, and finally take in the views from Wooddale Covered Bridge.
Ask Inspirock to suggest an itinerary and make planning a trip to Wilmington fast, fun, and easy.
Traveling by car from Lewes to Wilmington takes 2 hours. Alternatively, you can take a bus. In October in Wilmington, expect temperatures between 69°F during the day and 49°F at night. Wrap up your sightseeing on the 1st (Sun) early enough to take a train back home.
Ask Inspirock to suggest an itinerary and make planning a trip to Wilmington fast, fun, and easy.
Traveling by car from Lewes to Wilmington takes 2 hours. Alternatively, you can take a bus. In October in Wilmington, expect temperatures between 69°F during the day and 49°F at night. Wrap up your sightseeing on the 1st (Sun) early enough to take a train back home.
Things to do in Wilmington
Side Trip
Highlights from your trip
Delaware travel guide
The First State
Nicknamed the "First State" for its role in ratifying the U.S. Constitution, Delaware is only 160 km (100 mi) long and about 80 km (49 mi) wide at its widest point. Despite its small size, the state is a patchwork of complex and diverse communities, with an industrialized north and rural south. More than just a tax-free shopping haven, the state features great sightseeing in its picturesque countryside interspersed with sleepy colonial villages and long sandy beaches. It also offers several organized trail systems that focus on things to do in the outdoors, including history, geocaching, culinary activities, and wine and spirits. Largely because of its size, Delaware remains one of the country's least-explored states.