Your Ultimate Road Trip Guide from NYC to Southern Vermont

Words by Cassie Russo 

It’s time to unplug from the Monday-Friday grind, stow your electronics and hop in the car for an adventurous road trip that will transport you from the concrete jungle to the Green Mountains with not-to-miss sightseeing, dining and shopping along the way.

Start your quest for outdoor exploration at New York’s Storm King Art Center in New Windsor. A truly out-of-the-museum experience, 500-acres of rolling hills and valleys are home to more than 100 modern and contemporary art sculptures. Quench your thirst for art and Strongtree Coffee specially brewed for Storm King at the ground’s café and hit the road for your next adventure stop.

Stunning views at the Storm King Art Center

Head north to the historic town of Poughkeepsie, and make a pit stop at the world’s longest elevated pedestrian bridge in the world. The Walkway over the Hudson offers unparalleled river views of one of New York’s most scenic waterways.  By this time you’ll probably be yearning for some grub, so stop by downtown Poughkeepsie’s Roticceria Rossi & Sons for some homemade sandwiches, soups, salads and ravioli.

The Walkway over the Hudson

Onward and upward to the state’s capitol. You’ve been exploring many of the state’s natural wonders so far, but Albany’s the place to learn about the story of the Empire State. Take a free tour of the State Capitol, peruse archeology, art and biology exhibits at the NY State Museum or catch a dance or musical performance at The Egg Center for the Performing Arts. Before making your way over to the Green Mountain State, stop in for some ribs and chili con queso nachos at Dinosaur Bar-B-Que on the water in nearby Troy, NY, whose chefs have been serving up BBQ since 1983.

Albany, NY

You’ll know you’re almost to Vermont when you stop at the Big Moose Deli & Country Store in Hoosick, NY. Pick up some trinkets to remember your trip, homemade jellies and grab a fresh made pulled pork sandwich.

Soon you’ll become immersed in the beauty of Vermont in Manchester. While you’re sure to find today’s fashion at the outlet shops that line the street of this quaint town, highlights can be found at the Northshire Bookstore – stocked with books for every interest, quirky gifts, a coffee shop and author reading events; Cilantro – serving up burritos and tacos all crafted with locally sourced ingredients;  outdoor gear for your Vermont adventure at the Mountain Goat and all the souvenirs you’ll want to remember your trip at Above All Vermont, to name a few.

Fresh made burrito with locally sourced ingredients at Cilantro in Manchester, VT.

End your road trip at Stratton, where you can give your wheels a rest as everything’s right outside your door. Hike the scenic trails where the Long Trail and Appalachian Trail were born;  explore the Village lined with retail shops and restaurants; learn something new with a golf or tennis lesson;  get tips from the experts on kayaking, paddle boarding and biking at First Run Ski Shop or relax and enjoy an outdoor concert under the stars.


Planning has never been easier. Just plug in your desired dates to, find your next mountain home away from home and start packing for your ultimate summer road trip!

Cassie Russo |  Growing up in central Massachusetts, Cassie ventured to the snowy mountains of Vermont almost every weekend until her late teens to enjoy her passion – snowboarding.  After working at a ski shop while studying for a degree in journalism, Cassie knew Vermont was her next destination.  You can now find her living her dream of residing in Vermont, writing and strapping a snowboard to her feet every day. When the snow melts, you can find her on her paddle board, on the tennis courts and searching for the next adventure.

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