Philipstown, New York

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

Top Chillin Spots in and near Philipstown

  • Bridgeport, Connecticut

    Stroll around Fayerweather Island

    0.5 mi
    Parking is at the end of Barnum Road in the Seaside Park.  Though the lighthouse grounds are accessible the tower itself is not open to the public.  To access the island you must walk across the breakwater.  Please use caution as it is uneven footing and at times can be slippery.  From the isla...
    Read more
  • Frankford, New Jersey

    Picnic at the Sunrise Mountain Pavilion

    This pavilion is one of the key features along the New Jersey section of the Appalachian Trail. There is a parking lot a very short hike part way down the mountain, but I recommend backpacking in from a different area to take in more of the beauty of the trail, mountains, and views in this area. ...
    Read more
  • Weehawken, New Jersey

    Photograph the NYC Skyline from JFK Boulevard East

    The Big Apple. NYC has arguably the best skyline in the world. So, if you are one of the millions of people visiting wouldn't you want to get some photos of the entire skyline to post on social media and show friend & family? Skip the boat and helicopter tour lines (although a cool experience...
    Read more
  • 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...
    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
  • Queens, New York

    Gantry Plaza State Park

    5.0
    Nestled along the East River waterfront in Long Island City, Queens, Gantry Plaza State Park offers visitors a breathtaking urban park experience with unparalleled views of the Manhattan skyline. This 4-acre historic waterfront park transforms former industrial land into a stunning green space ...
    Read more
  • Brooklyn, New York

    Kingsland Wildflowers

    4.0
    Kingsland Wildflowers is a rooftop meadow located atop Broadway Stages in Brooklyn’s Greenpoint neighborhood, offering 24,000 square feet of native plants like bee balm, purple aster, and wild strawberries. The green space, a collaboration between Alive Structures, New York City Audubon, and the ...
    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
  • New York, New York

    Walk the George Washington Bridge at Sunset

    3.0
    0.9 mi
    Join the thousands of people who cross the GWB each day, but do it by foot! This is an easy walk with beautiful views of the New York City skyline. You will begin seeing signs for the bridge bike path at Ft. Washington St. & E. 177th St., which you follow for a few blocks until you begin asce...
    Read more
  • Sandyston, New Jersey

    Explore the Sussex County Sunflower Maze

    5.0
    3 mi
    I stumbled upon the Sunflower Maze by accident when I was driving through NJ and was quickly distracted by the enormous yellow flowers. So of course, I had to check it out! It opens at 9AM and last admission is at 6PM. The maze is only open from around August to October for the flower bloom. 3...
    Read more
  • Brooklyn, New York

    Domino Park

    This 5-acre public park in Williamsburg, Brooklyn is perfect for soaking up the sun and taking in the city! Picnic on the grass with lunch and your favorite book, or walk along the water and watch the boats pass by with the Manhattan skyline as your backdrop.
    Read more
  • Sandyston, New Jersey

    Hike the AT to Culvers Lookout Tower

    3.2 mi
    Start your journey in Stokes State Forest at the Culver Gap Parking Lot, located at 41.180239, -74.787954. From the parking lot, jump on over to the Appalachian Trail and hike Northbound. You know you're headed the right way if you are going away from the small town and cross over Sunrise Mountai...
    Read more
  • New York, New York

    Explore the South Street Seaport

    5.0
    Get a feel for what New York was like in the 19th century at the Seaport! The Seaport boasts some of the oldest buildings and architecture in Manhattan, and the area continues to bustle today. The Seaport borders the Financial District and the East River - so there are lots of wonderful sights to...
    Read more
  • Brooklyn, New York

    Climb Outdoors at DUMBO Boulders (CLOSED)

    5.0
    Practice bouldering at North America's largest outdoor rock climbing gym after work. Of course you aren't climbing mountains, but at least the view of the East River isn't too shabby! Enter at the corner of Adams St. and John St. and see the Manhattan Bridge above you. To your left is the new ...
    Read more
  • 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 ...
    Read more
  • Brooklyn, New York

    Photograph Manhattan Bridge from Washington Street NYC

    4.7
    Located in DUMBO this is seen as one of of the prime photography spots in NYC for good reason. Off the intersection of Washington Street and Water Street is a perfect view of the Manhattan Bridge sandwiched between two buildings. If you want to take it one step further you are able to get a close...
    Read more