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Redding, Connecticut

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

Top Chillin Spots in and near Redding

  • Ringwood, New Jersey

    Explore Ringwood Manor State Park

    5.0
    1.3 mi
    On my way to the drive-in, I saw a sign for Ringwood Manor estate and wanted to adventure around. The parking is easy and the property was beautiful!As we walked through the estate, we found:a quaint tree foresta small cemetery with headstones hundreds of years olda river with a small waterfall ...
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  • Middlesex County, Connecticut

    Hike to Glen Falls

    5.0
    0.75 mi
    Accessing Glen Falls may be a little tricky at first. Parking will be very minimal, you will park on Grist Mill Ln. Hop onto the road and you will see the trail map on the left side. The adventure begins when you cross the street and go through the gate with the yellow blaze symbol. Keep followin...
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  • Patchogue, New York

    Camp at 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. ...
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  • Simsbury, Connecticut

    Hike to the Heublein Tower on Talcott Mountain

    4.3
    2.54 mi / 404 ft gain
    The Heublien Tower Trail, located just inside the Talcott Mountain State Park entrance off of Route 185 in Simsbury CT, is a short 1.25 miles. While the hike isn't long, the first 1/3 of a mile is a steep incline that will get your heart pumping. The trail itself it very well kept, and although ...
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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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  • Salisbury, Connecticut

    Explore Riga Falls

    The best part of the adventure is finding this hidden gem also known as Riga Falls. Riga Falls is actually one of Connecticut's lesser known waterfalls, but arguably the most scenic. A helpful hint is that the waterfall lies beside dirt road, keep your ears open! I've already said too much, happy...
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  • Glastonbury, Connecticut

    Hike the Cotton Hollow Nature Preserve

    5.0
    3 mi
    There are two parking locations for Cotton Hollow, the location tagged in the directions is the shortest hike to the old gun powder mill. Suggestions when it comes to exploring the preserve are to stay on the trails, know your limits, and enjoy! There are swimming holes along the river, but swim ...
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  • Paterson, New Jersey

    Explore the Great Falls of the Passaic River

    3.2
    Getting to the Great Falls of the Passaic River is a relatively straight shot. It is located off exit 57B on Route 80 which is also accessible from highway 287. Parking is located on McBride Avenue across the street from the park's welcome center.Typically during autumn park rangers offer 45 to 1...
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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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  • 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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