
Buses from Boston, MA to Chestertown, NY travel the 457mi (735.47km) journey, taking approximately 10h, 50m. Usually, there are 2 buses operating per day. While the average ticket price for this journey is around $83.49, you can find the cheapest bus tickets for as low as $80.99.
Chestertown, NY 12817
All aboard for Boston, MA, where history and modern flair coexist with infectious energy. Stepping off your bus to Boston is like walking onto a vibrant stage—every corner brims with stories to tell. For history buffs, the Freedom Trail is your chance to stroll through American history among landmarks like Paul Revere's House and the Old North Church. Sports fans, grab some Fenway Park magic with a Red Sox game — or at least a stadium tour if it’s off-season.
Ready to mix up your itinerary? Dive into your creative side at the Museum of Fine Arts or the Isabella Stewart Gardner Museum, where world-class art collections greet you with style. And food lovers, rejoice! From hearty clam chowder in cozy North End eateries to innovative cuisine in the Seaport District, your taste buds will thank you.
With its blend of old and new, Boston's charming neighborhoods and lively markets promise plenty of exploration. So grab a spot on that bus to Boston, MA, and immerse yourself in the town's unique local vibe.






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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