
Buses from New York, NY to Chestertown, NY travel the 239mi (384.63km) journey, taking approximately 5h, 50m. Usually, there are 2 buses operating per day. While the average ticket price for this journey is around $135.36, you can find the cheapest bus tickets for as low as $133.67.
Chestertown, NY 12817
They say if you can make it here, you can make it anywhere. Not to brag, but you can make it here easily on a Trailways bus. We can’t promise your name in big lights, though.
If you’re in a New York state of mind, whether you’re feeling Broadway-bound or just want to get low-key lost among the skyscrapers, NYC has what you’re looking for. Between every landmark, from the Empire State Building to Times Square to Central Park, you can dine on every type of cuisine, shop for whatever your heart desires, and find somewhere to stay no matter what your budget. There are live shows for every taste, from comedy to jazz, musicals and more. Or hole up in a book or record shop for a bit and escape the ever-present crowds.
The itineraries are endless – so make it your own. Explore the 5 boroughs with abandon.



Take the scenic route and hop on a bus to Chestertown, NY, where rustic charm meets the serenity of the Adirondacks. Nestled amidst snow-kissed peaks and whispering pines, this quaint town is your ticket to nature-filled adventures and cozy, small-town delights.
Start by embracing the outdoors, hike up Panther Mountain for panoramic views that promise to take your breath away. If water calls your name, spend a lazy afternoon kayaking on the crystal-clear waters of Friends Lake.
Back in town, the local vibe is pure magic. Stroll through Main Street’s eclectic mix of shops, where each corner tells a story, and your taste buds will thank you after sampling homemade goodies at the local bakeries.
Music lovers will be enchanted by the Chestertown Summer Concerts series, where local talent sets the perfect soundtrack to your evening under the stars.
So, what are you waiting for? Pack your bags and book that bus to Chestertown, the town that every traveler wishes they’d discovered sooner.
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