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Beyond the City: Epic Road Trips from New York City to Discover Hidden Gems

Posted on 15 Dec, 2019 at 07:53 am - by Isla Coventry

New York City is undoubtedly a captivating destination, but sometimes the allure of the open road beckons, inviting you to venture beyond the city's borders and explore the hidden gems that lie in the surrounding areas. From charming coastal towns to picturesque landscapes, embarking on a road trip from New York City allows you to uncover the beauty and charm of off-the-beaten-path destinations. In this guide, we will take you on epic road trips, providing you with itineraries that lead to extraordinary experiences and unforgettable memories.

The Hamptons and Montauk: Coastal Charms

Escape the hustle and bustle of the city and head east towards the Hamptons, a collection of charming seaside towns known for their picturesque beaches, elegant mansions, and thriving art scene. Begin your journey by driving through the scenic Long Island Expressway, and make your first stop in Southampton. Explore the village's quaint shops, enjoy a leisurely walk along Cooper's Beach, and indulge in delectable seafood at one of the local restaurants.

Continue your road trip to the vibrant town of East Hampton, where you can peruse art galleries, visit the iconic Pollock-Krasner House and Study Center, and unwind on the beautiful Main Beach. As you drive further east, you'll reach Montauk, a surfer's paradise with pristine beaches, charming lighthouses, and breathtaking cliffs. Take a surf lesson, explore the Montauk Point Lighthouse, and savor fresh seafood while enjoying the stunning sunset views.

The Hudson Valley: Nature's Beauty

If you prefer breathtaking landscapes and a touch of history, a road trip to the Hudson Valley is a perfect choice. Head north from New York City and journey along the Hudson River, where you'll be greeted by rolling hills, verdant vineyards, and charming small towns. Start your adventure in Sleepy Hollow, known for its connection to the legendary tale of Ichabod Crane and the Headless Horseman. Visit the Sleepy Hollow Cemetery, take a walk through the charming village, and immerse yourself in the region's rich history.

Continue your road trip to Rhinebeck, a delightful town filled with historic architecture, boutique shops, and farm-to-table restaurants. Explore the opulent Vanderbilt Mansion in Hyde Park, visit the Franklin D. Roosevelt Presidential Library and Museum, and take a leisurely walk along the stunning Walkway Over the Hudson, the longest elevated pedestrian bridge in the world. If you have time, explore the picturesque towns of Beacon and Cold Spring, which offer breathtaking river views, art galleries, and hiking trails.

The Catskills: Serenity and Adventure

If you crave a blend of outdoor adventure and tranquility, a road trip to the Catskill Mountains is ideal. Just a few hours north of New York City, the Catskills offer a haven of natural beauty, charming villages, and outdoor activities. Begin your journey by driving to Woodstock, a legendary town known for its music festival and vibrant arts scene. Explore the quirky shops, visit the Woodstock Artists Association and Museum, and enjoy the stunning natural surroundings.

Continue your road trip to Phoenicia, a small town nestled in the heart of the Catskills. Embark on a scenic hike to see the majestic Kaaterskill Falls, one of the tallest waterfalls in New York State, or go tubing on the Esopus Creek. For a unique experience, spend a night or two in a cozy cabin surrounded by nature. If you're seeking more adventure, head to Hunter Mountain, where you can go skiing, zip-lining, or hiking, depending on the season.


A road trip from New York City is a gateway to uncovering hidden gems and immersing yourself in the beauty of the surrounding areas. Whether you choose to explore the coastal charms of the Hamptons and Montauk, revel in the natural beauty of the Hudson Valley, or seek adventure in the Catskills, each road trip promises extraordinary experiences and memories that will last a lifetime. So fuel up your car, pack your sense of adventure, and hit the road to discover the wonders that await beyond the city limits.

About Author
  • Isla Coventry

    Isla is known as one of the best female solo travel bloggers today. She has been to Europe, UAE, and America and has penned down her experience in her blogs to inspire other travel enthusiasts.

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