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Colchester, Connecticut

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

Top Chillin Spots in and near Colchester

  • Granby, Connecticut

    Hiking Enders Falls

    4.0
    Enders State Forest sprawls over approximately 2000 acres, and is found within the towns of Granby and Barkhamsted in Connecticut.  Enders has a good sized parking lot directly on Route 219.  From the junction of Route 219 and Route 20, visitors will proceed west on Route 219 for 1.2 miles and tu...
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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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  • Montauk, New York

    Stroll along the Montauk Point Lighthouse Cliff Walk

    4.5
    1 mi
    The Montauk Point Lighthouse is one of the main attractions of "The End" of Long Island, but I've only ever walked around it on the cliff walk.When you get to the lighthouse, you can park in the parking lot (depending on when you go there may be a $8 fee). Right along the edge overlooking the wa...
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  • Montauk, New York

    Climb the Bluffs of Shadmoor State Park

    1.2 mi / 100 ft gain
    I've never actually been into the Shadmoor State Park, but you can climb up and onto the bluffs from the beach easily; well kind of easily.Most of the parking lots along the beach require Hamptons residency tags, so you can't park right next to beach entrances... bummer. We typically park along ...
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  • New Shoreham, Rhode Island

    Walk to North Lighthouse

    1 mi / 0 ft gain
    In order to reach the Lighthouse you must walk along the trail that begins at the end of Corn Neck Rd. This walk is along the beach and then veers off to the left once you get closer to the light house (the seventh picture shows the start of the walk). It's only a half mile to the light house, bu...
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  • New Shoreham, Rhode Island

    Explore Block Island

    5.0
    Block Island, a small island off the coast of the Rhode Island mainland, is well-known as a local summer playland. Tourists typically go to the quaint New England island in the summer months for the biking, hiking, sailing, kayaking, fishing and 17 miles of beaches.Although you can bring a car o...
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  • New Shoreham, Rhode Island

    Explore Block Island on Mopeds

    Block Island offers beautiful beaches, lighthouses, cliffs, and harbors - but what's the best way to see them all? Mopeds of course! We went through Island Moped & Bike but there are other options if you want to shop around. We chose them because they had a special rate for an afternoon/eveni...
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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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  • 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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  • Sutton, Massachusetts

    Hike the Purgatory Chasm Trail

    4.7
    1 mi / 115 ft gain
    For this 1-mile hike, you can park at the Purgatory Chasm Visitor Center. From there hit the trail and explore the unusual gap between the tall granite walls, which might be adorned with climbers. Great for all ages and dogs are welcome too. The trail is open March-November.
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  • New Shoreham, Rhode Island

    Explore the Mohegan Bluffs

    If you make the ferry ride to Block Island the bluffs are a must-see. From the town where the ferry ports, it's about two miles to get there. If you don't travel with your car you can always walk there via the road, bike ride, or rent a moped! There is no fee to use the beach and it can be access...
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  • New Shoreham, Rhode Island

    Explore the South East Lighthouse

    If you're visiting the Mohegan Bluffs, you should take the extra time to see the Lighthouse next to them. There's a beautiful overlook looking out onto the Atlantic and a bench to relax in the grassy hill. It's free to walk around the grounds and it's only about 2 miles from the town the ferry po...
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