Pound Ridge, New York

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

Top Chillin Spots in and near Pound Ridge

  • Cheshire, Connecticut

    Hike to Roaring Brook Falls

    5.0
    1.2 mi / 377 ft gain
    Arriving to the falls, parking is residential but don't worry everyone is friendly. Starting off the hike you will walk past a cool pond where you may be able to see some wildlife. Continuing on, you will follow the marked trail where it will take you further into the woods while gaining elevatio...
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  • 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.
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  • Kent, Connecticut

    Explore Kent Falls

    5.0
    0.75 mi / 250 ft gain
    Every now and then you need a day to rest those sore muscle from all your recent adventures. The only issue is, you don't want to sit around inside, you want to be outside. Insert a trip to Kent Fall State Park. The perfect rest adventure day.Located 1 hour and 45 minutes north of New York City i...
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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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  • 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 ...
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  • Cedar Grove, New Jersey

    Hike at Mills Reservation

    4.7
    2 mi / 200 ft gain
    Mills Reservation is over 150 acres of wooded area located off of Normal Ave. near the Cedar Grove reservoir. Parking space is limited due to the small size but there is another hidden lot towards the back if you make a right out of the parking lot and then the first right turn onto Highland Ave....
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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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  • 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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  • 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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  • West Milford, New Jersey

    Hike the Terrace Pond North - South Loop

    10.7 mi / 1200 ft gain
    From Warwick Road, parking at the northernmost road side parking area, cross the road, and the Terrace Pond North trail (marked with blue blazes) begins as a steady climb until you gain a ridge that offers some great views for several miles. Eventually, you'll reach a power line where you turn ri...
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  • Brooklyn, New York

    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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  • Warwick, New York

    Enjoy a Film at the Historic Warwick Drive-In

    Take a trip back in time at the Warwick Drive-In and watch a feature film on the big screen. The Drive-In shows movies just in theaters and older films with three different screens / options to chose from. The theater sells tickets for both one movie and for double features, i.e. watch two movies...
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  • New York, New York

    Battery Park

    4.5
    Located at the Battery, the southern tip of Manhattan Island in New York City, facing New York Harbor. The Battery is named for the artillery batteries that were positioned there in the city's early years to protect the settlement behind them. There's also multiple transportation going on underne...
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  • Meriden, Connecticut

    Hike the Metacomet, Blue, and Yellow Loop

    5.0
    4.5 mi / 976 ft gain
    Start from the Castle Craig road entrance. Walk until you're greeted by a beautiful reservoir. You'll notice the strange but beautiful Mine Island in the middle of all this. You'll also notice markers for White Trails and Yellow Trails. The White Trail is an easier/wider trail. The Yellow Trail C...
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  • 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...
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  • 89 Van Orden Road, New Jersey

    Hike the Hank's Pond Loop

    7 mi / 500 ft gain
    Hank's Pond loop can be accessed from the south at the corner of Clinton road and Van Orden road or from the north, parking at the lot on Stephens road.  I hiked from the south on this trip.  Follow the wide trail known as Hank's East trail marked with white blazes.  Soon you will reach a trail c...
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