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

  • Niagara Falls, New York

    Niagara Gorge Whirlpools

    3.7
    3.52 mi / 522 ft gain
    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 ...
    Read more
  • 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...
    Read more
  • Patchogue, New York

    Fire Island's Watch Hill

    4.0
    2 mi
    If departing from NYC, catch the early LIRR train from Penn Station (or Atlantic Terminal) towards Patchogue. You may have to transfer at both Jamaica & Babylon, but it's an easy hop across the platform. Trip will take approximately an hour and a half and cost around $15, Off Peak, each way. ...
    Read more
  • 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...
    Read more
  • Ithaca, New York

    Hike the Six Mile Creek Natural Area

    5.0
    4.5 mi / 250 ft gain
    The East Ithaca Recreational Walkway, which traverses the Six Mile Creek Natural Area, can be accessed at the parking areas on Burns Rd. or Coddington Rd. The walkway, which used to be a railroad, runs flat and straight from East to West. From the walkway, other smaller trails can be accessed t...
    Read more
  • Grahamsville, New York

    Peekamoose Blue Hole

    4.6
    NOTE: There is a new permit system in place: Under the new no-cost permit system, visitors to the Blue Hole are required to obtain a permit on weekends and holidays from May 15 through October 15 every year. DEC will issue up to 40 permits per day and each permit allows entry for up to six indivi...
    Read more
  • Trumansburg, New York

    Taughannock Falls Overlook

    4.8
    This is a quick and easy hike leading to an incredible 215 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...
    Read more
  • Keene, New York

    Explore the Cascade Lakes, NY

    4.0
    Just off Route 73, in between Lake Placid and Keene, in the gorgeous Adirondack Mountains sits two of the most beautiful lakes and get this...you can park RIGHT on the bank, open the hatch and chill. Don't pass this one up.There is a little gravel road right off the highway that leads to the midd...
    Read more
  • Philipstown, New York

    Indian Brook Falls (CLOSED)

    2.8
    0.59 mi / 157 ft gain
    Indian Brook Falls is CLOSED as of 2022. Learn more at HighlandsCurrent.org. Take a short simple walk to a beautiful waterfall near the Constitution Marsh and Audubon Center. This waterfall is great spot for the whole family to take in its beauty. This is about as short a walk and as little eff...
    Read more
  • Watkins Glen, New York

    Gorge Trail via South Parking Lot

    4.6
    2.65 mi / 545 ft gain
    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. W...
    Read more
  • Brooklyn, New York

    Camp at Floyd Bennett Field

    Brooklyn isn't just for the urban and trendy, its also for the people who love getting outside! Located just past the hustle and bustle of Brooklyn, Floyd Bennett Field is a National Recreation Area that features an Aviator Sports & Event Center (this was formerly an important NYC airport), t...
    Read more
  • New York, New York

    Top of the Rock

    4.2
    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...
    Read more
  • Mount Morris, New York

    Hike to Papermill Falls

    4.0
    0.75 mi
    The trail is marked as #19 on Letchworth State Park maps also known as Gibsonville Trail. The trailhead is located in the northern section of the park between the Highbanks Recreation area and the Highbanks Tent and Trailer camping. There is parking just north of the bridge that crosses the Sil...
    Read more
  • Elka Park, New York

    Hike to Huckleberry Point

    4.5
    4.5 mi / 644 ft gain
    This is a 4.5 mile hike that is great for hikers of all skill levels. Because it is short and not overly difficult, beginners will enjoy this hike. There are some steep sections that will get your heart pumping, though, and a stunning payoff is waiting for you at the end.From the trailhead, follo...
    Read more
  • Chittenango, New York

    Chittenango Falls

    4.8
    0.53 mi / 102 ft gain
    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...
    Read more
  • Montauk, New York

    Stroll along the Montauk Point Lighthouse Cliff Walk

    4.5
    1 mi
    The Montauk Point Lighthouse is one of the main attractions of "The End" of Long Island, but I've only ever walked around it on the cliff walk.When you get to the lighthouse, you can park in the parking lot (depending on when you go there may be a $8 fee). Right along the edge overlooking the wa...
    Read more