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Highland Falls, New York

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

Top Chillin Spots in and near Highland Falls

  • 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...
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  • 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...
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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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  • Washington, Connecticut

    Hike the Mount Tom Tower Trail

    1.3 mi / 337 ft gain
    Starting from the parking lot of Mt. Tom State Park, hop onto the Tower Trail (yellow trail) which leads more into the woods. During winter time, the trail may be slippery, please use your best judgement and always know your limits. Gaining about 300 feet in total elevation in approximately 1 mil...
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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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  • 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...
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  • 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...
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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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  • 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...
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  • 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...
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  • Brooklyn, New York

    Climb Outdoors at DUMBO Boulders

    5.0
    Enter at the corner of Adams St. and John St. and see the Manhattan Bridge above you. To your left is the new DUMBO Boulders, the largest outdoor rock gym in North America: at least for now.At only $9 for a day pass, includes the price of rental shoes, it's a steal compared to any gym in the cit...
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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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  • 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...
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  • Dingmans Ferry, Pennsylvania

    Canoe and Camp in the Delaware Water Gap

    4.7
    This is one of those easy, simple and truly relaxing adventures you can embark on this summer. Thanks to outfitters such as Kittatinny Canoes you'll have everything ready for you when you arrive, minus of course your camping gear. They will pick you up at the destination of your choice along the ...
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