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New Windsor, New York

Looking for the best chillin in New Windsor? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around New Windsor. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near New Windsor

  • New York, New York

    Watch the Sunset from Top of the Rock

    4.0
    There aren't any mountain peaks to summit in New York City, but the view from the top of the Rockefeller Building is the next best thing. You'll have to pay a few bucks ($29 to be exact) and deal with some tourists but you won't regret your decision once you're looking out over one of the most ic...
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  • Greene County, United States

    Hike to Newman's Ledge

    4 mi / 584 ft gain
    Located in the beautiful Catskill Mountains, this is an outdoors-mans(and woman's) dream spot! Although this hike is accessible year round, if you decide to go during the summer you should expect crowds. Luckily, there are so many different trails and activities that it won't even matter. North-S...
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