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  • Shelter Island, New York

    Top Spots in and near Shelter Island

    • 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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    • Middletown, Connecticut

      Explore Wadsworth Falls

      5.0
      0.25 mi
      When it comes to exploring Wadsworth Falls its ease of access couldn't be better. As soon as you pull into the parking lot you hear the falls roaring. Take the quick walk to see the picturesque scenery.Facts about Wadsworth Falls:Height: 25ft tall and doubled in width Rock: Hampden Basalt -the ro...
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    • North Stonington, Connecticut

      Hike Wyassup Lake

      5.0
      2.4 mi / 278 ft gain
      Wyassup Lake is a 2.4 mile out and back hike that takes you past great forest setting located near North Stonington, Connecticut.
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    • Westerly, Rhode Island

      Grills Preserve

      4.0
      4.27 mi / 351 ft gain
      Grills Preserve is a loop trail that takes you by a lake located near Bradford, Rhode Island.
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    • Hamden, Connecticut

      Boulder & Free Climb off the Blue Trail In Sleeping Giant SP

      Sleeping Giant State Park does not just have great hiking, it also has great climbing and bouldering. Pick up the blue trail starting at the backside of the visitor center. This trail climbs pretty steadily but take note that as you hike up the cliff below you is a great spot to checkout for boul...
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    • Hamden, Connecticut

      Hike the Tower Trail to the Blue Trail at Sleeping Giant SP

      5.0
      3 mi / 518 ft gain
      Sleeping Giant State Park is a place very close to my heart. I spent 4 years right across the street at Quinnipiac University and have hiked “The Giant” more times then I can count and at all different hours. There are a few different trails you can explore but my favorite one is up to the cliffs...
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    • Hamden, Connecticut

      Hike the Mill River Trail to the Blue Trail at Sleeping Giant SP

      5.0
      3 mi / 518 ft gain
      Since I was a child, I’ve always enjoyed hiking the Giant. As Connecticut parks go, this terrain is some of the most challenging (and unfortunately, the most dangerous) in the state. The actual ridge is approximately 2.75 miles long by 1.75 miles wide, and offers approximately 24 miles of hiking ...
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    • Hamden, Connecticut

      Mountain Bike West Rock Ridge State Park

      West Rock Ridge State Park is a 700 ft high scenic ridge that is located on the west side of New Haven. There are tons of good mountain biking trails located all around the ridge that can satisfy all types of skill levels. The easiest place to park is the Lake Wintergreen parking lot, which sits ...
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    • Meriden, Connecticut

      Higby Mountain Trail

      2.11 mi / 486 ft gain
      The popular route for this hike is to park your car at the base of the trail which is located right before merging onto 91-S in Middlefield, CT. The parking lot does seem to get crowded mid-day, especially if the weather is nice!  The beginning of the hike is mostly flatter land and an incline w...
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    • Charlestown, Rhode Island

      Watch the Sunrise at East Beach, RI

      Walking over the dunes in the dark you can hear the waves breaking on shore from the parking lot. Wet suited up, camera in hand, make your way over the dunes and down to the water. East Beach is a sandy beach and with the right swell size and direction you'll get some sizable shore break to play ...
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    • Franklin, Connecticut

      Hike Baileys Ravine at Ayer's Gap Preserve

      1.6 mi / 314 ft gain
      It's steep and rocky in the beginning but it levels out after a while! When standing in the parking lot, the trailhead is hidden! Look to the right. The trail ends on Ayer's Road so you have to walk back a little ways on the road.
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    • Charlestown, Rhode Island

      Visit the Frosty Drew Observatory

      The Frosty Drew Observatory is located near the tip of southern Rhode Island, which means apart from summer this is a very quiet beach town. The isolation from major urban areas provides the perfect conditions for star-gazing. The building itself is located on a large plot of land dedicated to na...
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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 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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    • 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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