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About Chestertown: A Small Community In Upstate NY

Interested in Chestertown Real Estate in Upstate NY? Read more about this unique community in the Adirondacks.

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Chestertown is a community with something for everyone. Easily accessed from Exits 25 and 26 of the Adirondack Northway, this bustling community exhibits a distinct artistic and entrepreneurial spirit. Its many lakes and rivers provide recreation for residents as well as a boost to the local economy. Chestertown NY is found in the North Warren Region of the Adirondacks which also includes the village of Brant Lake, and Pottersville.

Stroll the village streets and enjoy the unique shops and restaurants. There is an old-fashioned theatre in the village, and stables for horseback riding just outside. Community theatre is also alive and well for budding actors and audiences alike.


The village of Chestertown has many thriving small businesses, and the tourist, logging, and healthcare industries provide jobs for many. The Hudson Headwaters Health Network just built a new facility here to serve the residents and surrounding areas. The corporate headquarters of Lincoln Logs home builders is here, as well as the Friends Lake Inn famous worldwide for its wine cellars. Tourism is also a large part of the economy serving the many visitors who come here for the beauty of its lakes, rivers, and Adirondack Mountains.


Recreation is a year-round priority here. Loon Lake, Friends Lake, the Schroon River, Tripp Lake, and several small ponds and streams provide countless opportunities for boating, swimming, fishing, and water sports of all types. The Town of Chester operates and maintains the Dynamite Hill recreation area on Route 8. This popular spot offers a rope tow, lighted night skiing, an ice skating rink and a warming lodge. Community events include the annual Krazy Downhill Derby, and outdoor summer sunset concerts. There are miles of lighted cross-country trails, which double as hiking and bike trails.

Whether your particular passion is water sports, mountain biking, hiking or cross-country skiing, this is a four-season community that offers its residents a long list of sports and recreational activities. Country roads and rural neighborhoods among a backdrop of scenic mountains and lakes make this a desirable destination for both longtime area residents and newcomers alike. Find Chestertown Real Estate.

Interested in getting more information about Chestertown NY? Call the local Chamber of Commerce service at (518) 494-2722 or visit the North Warren Chamber of Commerce website.