Five Unexpected Places to Stop on a Drive from Bethesda, Maryland to Town of Southold, New York

Driving from Bethesda, Maryland to Town of Southold, New York can be a scenic and exciting experience that opens up plenty of opportunities to explore unique destinations, historic sites, and exquisite local cuisine. This drive takes approximately six hours (without traffic), and the 321-mile journey offers a perfect blend of adventure and relaxation. Whether you're looking to unwind, explore, or satisfy your hunger cravings, here are five unexpected places that you should consider stopping at during your drive.

Bordentown, NJ – The Halfway Point

Bordentown, NJ, marks the halfway point between Bethesda, Maryland and Town of Southold, New York. This small town features a rich history, breathtaking architecture, and plenty of cultural attractions, making it ideal for a quick stopover. Visitors can take a stroll down Farnsworth Avenue, where the historic buildings date back to the 18th and 19th centuries, stop by the town's many art galleries, or experience a play at the highly acclaimed Open Air Theatre.

While in Bordentown, you can't leave without trying the town's famous pork roll. Head over to Kaitlyn's Diner, a diner-style restaurant that's been around for over 40 years, and order a classic pork roll, egg, and cheese sandwich. This mouthwatering dish is a must-try for any foodie that passes through town.

1. Hickory Bridge Farm – Orrtanna, PA

Hickory Bridge Farm in Orrtanna, PA, is an idyllic countryside destination that's worth a visit. The farm has been around since the 1700s and has been transformed into a charming country inn that offers delicious homemade baked goods, farm-fresh meals, and a chance to relax in a peaceful setting. Hickory Bridge Farm is also home to a museum that showcases the history of the farm and the surrounding area.

While here, indulge in one of Hickory Bridge Farm's famous all-you-can-eat family-style dinners. These scrumptious meals feature local ingredients and recipes passed down through generations.

2. Gettysburg National Military Park – Gettysburg, PA

Gettysburg National Military Park in Gettysburg, PA is a historic landmark that's perfect for history buffs. The park features exhibits, museums, and a guided auto tour that takes visitors through the key battle sites of the American Civil War. Tour guides provide an immersive experience by sharing stories, facts, and figures that make history come to life.

After spending a few hours exploring the park, stop by Mason Dixon Distillery, a local favorite that offers handcrafted spirits and cocktails. Not only are the drinks delicious, but the distillery also hosts live music and events that make for a fun evening.

3. Benmarl Winery – Marlboro, NY

Benmarl Winery in Marlboro, NY, is a boutique winery that produces award-winning wines made with locally grown grapes. The winery offers stunning views of the Hudson River and surrounding mountains, and visitors can enjoy wine tastings, tours, and even picnic on the grounds.

Don't leave without trying Benmarl Winery's Seyval Blanc wine, a refreshing and crisp white wine that has won numerous awards. Pair this wine with their cheese and charcuterie board for a delightful afternoon.

4. Storm King Art Center – New Windsor, NY

Storm King Art Center, located in New Windsor, NY, is an outdoor sculpture museum that showcases larger-than-life sculptures on a 500-acre landscape. The museum features works from over 100 artists that date back to the 1940s, and visitors can either walk, bike, or take a tram tour to explore the exhibits.

After enjoying the art, head over to The Cottage Restaurant, located just 15 minutes away. This cozy restaurant offers a classic American menu that includes burgers, sandwiches, and salads, all made with fresh ingredients.

5. Orient Beach State Park – Orient, NY

Orient Beach State Park, located in Orient, NY, offers a tranquil respite from the hustle and bustle of city life. This park features a 45-acre saltwater marsh, a rare maritime forest with red cedar, and over 3,000 feet of pristine beachfront. Visitors can enjoy hiking, fishing, picnicking, or swimming in the calm waters of the Long Island Sound.

Before leaving Orient, grab a bite at The Orient Country Store, one of the oldest continuously operating general stores in the U.S. This charming store offers baked goods, sandwiches, and coffee that you can enjoy at one of their outdoor picnic tables.

Conclusion

A road trip from Bethesda, Maryland to Town of Southold, New York, may seem like a long drive, but with the above stops, it becomes an adventure. Take a break at one or more of these unexpected places, enjoy the local cuisine, and learn a bit about history and art as you make your way to Town of Southold, New York.