The Best Chillin in New York

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

Top chillin spots in and near New York

  • Dover Plains, New York

    Hike Dover's Stone Church

    4.5
    Dover Stone Church has been a beautiful and popular destination in the Hudson Valley for some time, and recently the park purchased a new parcel of land and added three trails through the nearby woods. But the gem of the park is, and always will be, the impressive cave with the creek and waterfal...
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  • Trumansburg, New York

    Photograph Taughannock Falls

    4.8
    1.5 mi / 644 ft gain
    This is a quick and easy hike leading to an incredible 214 foot waterfall that is beautiful in all four seasons. Bring the whole family and hangout by the falls for the afternoon, weather permitting. During the winter, the falls transform the surrounding cliffs into a wall of ice and snow, but in...
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  • Watkins Glen, New York

    Hike to Watkins Glen's Waterfalls

    4.6
    4 mi
    Nestled right off the main road in the small village of Watkins Glen in Upstate New York, Watkins Glen State Park is a beautiful area with plenty to see. Although it is a bit touristy and right off of the road, you'll forget how close to society you are when you see these beautiful waterfalls.Wit...
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  • Grahamsville, New York

    Swim at Peekamoose Blue Hole

    3.8
    To get there: From Sundown, NY, head 10 miles on Route 42 until you see a large parking area on the right with a sign for the Peekamoose Mountain area. Follow the signs from the parking area to the creek. Swimming Hole Coordinates: (41.9182, -74.4215) You can cool off from NY's warm weather and d...
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  • Brooklyn, New York

    Photograph the Brooklyn Bridge

    4.8
    Escaping the hustle and bustle of the city doesn't always require actually leaving the city. Hanging out next to the East River and focusing on photographing the Brooklyn Bridge can be just what you need to clear your head and get your fix for some outdoors time. This is a great spot to practice ...
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  • Cold Spring, New York

    Photograph Indian Brook Falls

    2.8
    This is about as short a walk and as little effort as you can put in for a beautiful waterfall. You can barely call it a hike, but I'll list it as such since you do walk through the woods for 5 minutes. The trail is extremely well built, and is pretty easily accessible through the winter.The trai...
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  • 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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  • Carmel, New York

    Hike to the Ninham Mountain Fire Tower

    5.0
    1.5 mi / 400 ft gain
    This is more of a stroll than a hike, which is nice because you can add it to another hike in the same day if you're in the area. From the dirt parking lot take the trail off to the right. Just stay straight and in about 15 minutes you'll see a huge fire tower (hard to miss). Feel free to climb a...
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  • Niagara Falls, New York

    Hike To Niagara Gorge Whirlpools

    3.7
    2 mi
    There are many different hiking trails in the Niagara Falls area, one of the favorites and most challenging being Devils Hole and Whirlpool Trail. Park at the far end of the lot at Whirlpool Park and walk towards the river where you'll see the trailhead going north. After about 5 minutes on this ...
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  • Cazenovia, New York

    Hike to Chittenango Falls

    4.7
    Chittenango is a great place to hang out and take pictures for a couple of hours. It is a very short hike and the trail takes you from the top of the falls on one side, down to the bottom, across the river, and then up to the top on the other side. The whole trail only takes about 45 min and is a...
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  • Trumansburg, New York

    Hike the Gorge Trail to the Base of Taughannock Falls

    4.8
    1.5 mi / 0 ft gain
    The trailhead is located right off NY Route 89 with plenty of parking just across the street from it. Be sure to take your camera and tripod because these 215 ft tall falls are a sight to see! The hike to the base of the falls is a very easy 1.5 miles out and back. In the summer months the trail ...
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  • Brooklyn, New York

    Sunset Picnic at Brooklyn Bridge Park

    4.0
    The Brooklyn Bridge Park spans over a mile of waterfront and is an awesome location for being active or just relaxing outdoors without leaving the city. There is a ton of grassy space to set up a picnic and watch the sunset and many other options for fun - basketball courts, a carousel, roller sk...
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  • Beacon, New York

    Explore Long Dock and Dennings Point Parks

    4.0
    Long Dock and Dennings Point are two of the most popular parks in Beacon, that just so happen to be connected by a train track turned trail. Plenty of parking is available at Long Dock, and its a perfect spot to picnic, launch your kayak into the Hudson, or cast your line hoping to reel in the bi...
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  • Moravia, New York

    Hike Carpenter and Angel Falls

    4.0
    3 mi / 450 ft gain
    Head 12 miles south on Route 41A along Skaneateles Lake from Skaneateles NY. Make a left onto Appletree Point Road  and go a little more than a half mile to where the intersection of Carver Road is. There is a small gravel parking area off to the left with room for about 8 cars. The trailhead beg...
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  • New York, New York

    Run the Hudson River Greenway

    4.3
    18 mi / 212 ft gain
    To get in both some sights and a workout, follow the Hudson River Greenway to views of the Statue of Liberty, the Chelsea Piers, and George Washington Bridge, to name a few. This easy-access run is best done in the early morning or early evening, to avoid pedestrian traffic and too much sun. Keep...
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  • Brooklyn, New York

    Stroll the Brooklyn Bridge Park Piers

    5.0
    1.5 mi
    Starting at the Brooklyn Main Street Park, you are on the right side of the Manhattan Bridge. Here you can check out the new outdoor climbing gym. Keep walking along the water and you'll soon come upon Pebble Beach. Now this beach is not exactly a "let's bring our beach chairs and spend the da...
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