Five Unexpected Places to Stop on a Drive from Charleston, South Carolina and New York, New York

Are you looking for an exciting road trip that takes you through charming towns and scenic landscapes from Charleston, South Carolina, to New York, New York? This approximately 738-mile journey should take you around 12 hours and 30 minutes of driving, but why rush it when you can take the time to explore some hidden gems along the way? Here are five unexpected places to stop on a drive from Charleston, South Carolina, to New York, New York.

Halfway Point: Stony Creek, VA

Before we dive into the five places, let's talk about the halfway point of this road trip: Stony Creek, VA. This small town in Sussex County is a cozy stop for a rest, snack, or a quick lunch before continuing with the drive. Take a break and enjoy the town's history by visiting the Stony Creek Depot, which is listed on the National Register of Historic Places and now serves as a museum dedicated to the town's railroad past.

Stop 1: Little Washington, NC

Located about three hours north of Charleston, Little Washington is a small waterfront town on the Pamlico River. Founded in 1776, it is the first town in the U.S. to be named after George Washington, who visited it in 1791. Little Washington offers historic architecture, waterfront views, and a vibrant arts community. Visit the Washington Waterfront Docks, where you can stroll around and admire the boats, or take a sunset sail on the Schooner Jeanie B. Don't leave without dining at the Chef and the Farmer restaurant, owned by chef Vivian Howard, who shares Southern cuisine with a modern twist.

Stop 2: Jamestown, VA

Jamestown is a tiny island where the seeds of the United States were sown. It was founded in 1607 and represents the first permanent English settlement in America. Visit the Jamestown Settlement, a living history museum that offers a peek into the early colonial era. Take a walking tour of the original site, enjoy demonstrations of cooking, blacksmithing, and glassblowing, and interact with the costumed interpreters who portray the settlers' daily life. To quench your hunger, try the Chesapeake-style seafood at the Jamestown Pie Company.

Stop 3: New Castle, DE

This charming town founded in 1651 is a historical jewel that deserves a stop on your itinerary. Wander through the cobblestone streets of the historic district, which includes three centuries of architectural styles and buildings. Take a tour of the Read House and Gardens, a unique National Historic Landmark that dates back to 1804 and offers a fascinating glimpse of the past. For your meal, try the fried chicken or mac & cheese at Nora Lee's French Quarter Bistro, a Cajun and Creole restaurant in the heart of the town.

Stop 4: New Paltz, NY

New Paltz is a picturesque college town in the Hudson Valley that attracts nature lovers, history buffs, and foodies alike. Start by exploring the Mohonk Preserve, which is perfect for hiking, mountain biking, and rock climbing in the scenic ridges and valleys of the Shawangunk Mountains. Visit the Historic Huguenot Street, a National Historic Landmark District that preserves the story of the French Huguenots who founded New Paltz in 1678 with seven stone houses and a reconstructed 1717 stone church. For an enjoyable meal, try the vegetarian chili or the avocado toast at the Main Street Bistro.

Stop 5: Cold Spring, NY

This cute village nestled on the eastern bank of the Hudson River is a perfect destination for a relaxing getaway. Take a stroll down the Main Street, lined with 19th-century buildings, antique shops, and art galleries. Take a guided tour of the West Point Foundry Preserve, which is a National Historic Landmark that showcases an ironworks site that played a significant role in the U.S. Industrial Revolution. For a satisfying bite, head to Hudson Hil's Cafe and Market, famous for its farm-to-table cuisine, hearty breakfasts, and freshly baked bread.

When you complete this itinerary, you will have seen five unique towns and sites that offer a diverse range of experiences, from history to nature, and art to cuisine. Don't miss the chance to embark on this unforgettable road trip.

Conclusion

A road trip from Charleston, South Carolina, to New York, New York, may seem overwhelming at first, but by following this itinerary and making these five stops, you will uncover unexpected treasures that will make your journey unforgettable. You will enjoy some of the best food, scenic views, and historic sites along the way. By the time you arrive in New York City, you'll have gained a newfound appreciation for the hidden gems that exist beyond the city limits. Book your trip today and enjoy the adventure!