Outbound Collective logo

Shelter Island, New York

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

Top Photography Spots in and near Shelter Island

  • 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...
    Read more
  • 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...
    Read more
  • 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...
    Read more
  • 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...
    Read more
  • 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...
    Read more
  • Patchogue, New York

    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. ...
    Read more
  • 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 ...
    Read more
  • Glastonbury, Connecticut

    Blackledge Falls

    4.0
    1.46 mi / 207 ft gain
    Although the park contains hiking trails, a pond and a streambelt, the primary draw of this parcel of land is the 25 foot waterfall. The falls flow varies depending on the volume of precipitation, from a trickle in the dry months to a three-pronged vertical drop after some consistent snow melt or...
    Read more
  • South Kingstown, Rhode Island

    Hike the Osprey Point Loop on Trustom Pond

    2 mi
    Careful on the drive in for deer! From the parking lot head right around the Farm Field Loop Trail then continue to your right down Osprey Point Trail (0.8 miles). This is where you will most likely see the deer up close. Continue to your right to the Osprey Point Overlook, which will (on a clear...
    Read more
  • Berlin, Connecticut

    Hike the Ragged Mountain Memorial Preserve

    4.5
    5.5 mi / 560 ft gain
    Ragged Mountain main loop is approximately 5.5 miles long, and is known for its expansive bare-rock vistas, vertical cliff faces, and scenic views overlooking cliff-side reservoirs and ponds.  The trail is rated moderate, with some flat stretches among the trees, mixed with some uneven rocky foot...
    Read more
  • Bridgeport, Connecticut

    Stroll around Fayerweather Island

    0.5 mi
    Parking is at the end of Barnum Road in the Seaside Park.  Though the lighthouse grounds are accessible the tower itself is not open to the public.  To access the island you must walk across the breakwater.  Please use caution as it is uneven footing and at times can be slippery.  From the isla...
    Read more
  • Kings Park, New York

    Kayaking the Nissequogue River

    5.0
    Starting on the banks of Nissequogue River State Park, this 6 mile journey makes you feel like you’re cruising down river in the south, when you’re really on Long Island. I really suggest going as high tide is rolling in as there can be some shallow sections along this trip. Head out into the ope...
    Read more