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Ashford, Connecticut

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

Top Chillin Spots in and near Ashford

  • 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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  • Charlestown, Rhode Island

    Car Camp at Charlestown Breachway Campground

    Rhode Island is nicknamed the Ocean State for a reason, and camping by the coast is something absolutely necessary while in New England. During the summer and early fall, Charlestown, RI, as well as the surrounding beach towns, come alive with tourists from all over the globe. The Breachway Campg...
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  • Bolton, Massachusetts

    Take a Stroll at Fyfeshire Conservation Area

    1.0
    Fyfeshire is located in Bolton Massachusetts off "Wattaquadock Hill Road", near the "Fotini's Restaurant and Bar". The trailhead begins at a small parking area with a stone gate that says Fyfeshire Conservation area on a wood plank. Once you are in the conservation area you will see an opening in...
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  • Jamestown, Rhode Island

    Explore Beavertail State Park

    5.0
    Rhode Island isn't exactly on everyone's map, I've even met strangers in other parts of the U.S. who have no idea where the tiniest state in the country is. It's usually lumped in with Connecticut and Massachusetts, but for us locals from little Rhody, Rhode Island is it's own world of adventure ...
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  • Newport, Rhode Island

    Drive the Ocean Drive Historic District

    5.0
    10 mi
    This drive encompasses all that is Newport, RI.  Known for its rocky shores and numerous sea-side mansions, this drive allows you to both view it all from the safety of your car, and has several spots to pull off to get out and get a better view.  There are grassy park areas as well that are perf...
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  • Cheshire, Connecticut

    Hike to Roaring Brook Falls

    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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