View Current Travel Advisories
Skip to Main Content
Trailways Home Page

Trailways Bus Tickets
from Chestertown, NY to New York, NY

Choose one way or round trip:
(*) indicates a required field
Start typing the origin city to open location options, and then use the arrow keys to navigate to the origin city you want, then press enter to select that origin city
Start typing the destination city to open location options, and then use the arrow keys to navigate to the destination city you want, then press enter to select that destination city
Type the date in date format 2 digit month slash 2 digit day slash 4 digit year or press tab to use the date picker pop up calendar

Travel made simple with Trailways

Unbeatable Prices

One of the best inventories of bus tickets in one place - with exclusive fares you won't find elsewhere.

Proven Reliability

On-time travel services - trust our reputation for reliable bus transportation.

Comfort and Convenience

Numerous upgraded buses with large leather recliners, free wi-fi, and power outlets for each seat.
Overview

About buses from Chestertown, NY to New York, NY

Buses from Chestertown, NY to New York, NY travel the 238mi (383.02km) journey, taking approximately 5h, 42m. Usually, there are 2 buses operating per day. While the average ticket price for this journey is around $85.03, you can find the cheapest bus tickets for as low as $83.95.

  • Distance
    238mi (383.02km)
  • Average bus duration
  • Average bus ticket price
    $85.03
  • Trips per day
    2
  • Top Carriers
    Adirondack Trailways

Customer Reviews

5 Stars
5 Stars (1 reviews)
J. M.January 16, 2025
Rated 5 out of 5 stars
I've always had a enjoyable trip on Trailway.
Thank you

Bus Station Information for New York, NY

New York (Hudson Yards Trailways)

New
Curbside Stop, use arrow keys or tab to explore more about this bus station

New York, NY 10001

Trailways Curbside Stop
Address
556 W. 33rd St 
New York, NY 10001
Phone Number
(800) 858-8555
More Detailsabout New York (Hudson Yards Trailways) Curbside Stop

New York (George Washington Bridge Station)

Bus Station, use arrow keys or tab to explore more about this bus station

New York, NY 10033

24 Hours
Bus Station
Address
408 Fort Washington Ave 
New York, NY 10033
Phone Number
(800) 858-8555
More Detailsabout New York (George Washington Bridge Station) Bus Station

New York (Port Authority Bus Terminal)

Bus Station, use arrow keys or tab to explore more about this bus station

New York, NY 10018

24 Hours
Trailways Bus Station
Address
625 8th Avenue 
New York, NY 10018
Phone Number
(914) 559-2333/(800) 858-8555
More Detailsabout New York (Port Authority Bus Terminal) Bus Station

New York (Port Authority - Shortline Gate 401)

Bus Station, use arrow keys or tab to explore more about this bus station

New York, NY 10018

24 Hours
Bus Station
Address
625 8th Ave 
New York, NY 10018
Phone Number
(800) 858-8555
More Detailsabout New York (Port Authority - Shortline Gate 401) Bus Station

City InformationforChestertown, NY

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.

City InformationforNew York, NY

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.

Scenic photo of New York, NYScenic photo of New York, NYScenic photo of New York, NY
Scenic photo of New York, NY
Scenic photo of New York, NY
Scenic photo of New York, NY

Frequently Asked Questions about the Bus Ride

Are you taking the bus from Chestertown to New York? With 2 bus(es) departing to New York daily, our trips average 5 hour(s) 42 minute(s) and start as low as $83.95. Check our website for our bus tickets to New York.