Chestertown Vacations, Tourism & Travel Information

Our Take on Chestertown, New York

Welcome to Uptake for Chestertown, New York. This guide is intended to be your starting point for all of the things to do and places to stay in Chestertown, New York. Our recommendations are based on ratings and reviews from across the web. If you are looking for ideas for a family vacation, check out the listing on the left side of the page.

Whatever you do, thanks for making Uptake your first step!

Chestertown, New York Lodging

  1. The Friends Lake InnFriends Lake Rd.
    Chestertown, NY 12817

    "we loved hanging out in their delightful pub and enjoyed the restaurant with excellent menu choices and wine list" more on TripAdvisor

  2. Chalet-In-The-Pines495 Atateka Rd
    Chestertown, NY 12817

    "hosts are wonderful and gracious people" more on Yahoo! Travel

      Chestertown, New York Things To Do

      1. Green Mansions Golf Club207 Darrowsville Rd
        Chestertown, NY 12817

        Overview Green Mansions Golf Club is a 9-hole regulation length golf course in Chestertown, New York. This short layout has 3 sets of teeboxes for a fun, but challenging golfing experience. Online tee times... more on TheGolfCourses.net

      2. Gore MountainNorth Creek
        NY 12853

        Overview Widely known as a ski and snowboarding resort area in the Adirondack region, Gore is also open for other activities such as hiking, mountain biking ... more on TripAdvisor

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