The Best Trails in Connecticut (United States)

2,060 trails

(20)
Photo of OS D2M1 Photo of Mattabesett Trail – Route 77 to Route 17 Photo of CT / MASS border volountown to Putnam
  • near Rockland, Connecticut (United States)
    Distance
    4.42mi
    Elevation +
    1168f
    TrailRank
    36
    Photo ofMattabesett Trail – Route 77 to Route 17 Photo ofMattabesett Trail – Route 77 to Route 17 Photo ofMattabesett Trail – Route 77 to Route 17

    After a brief, steep ascent from the parking lot by Route 77, the trail hugs the edge of the ridge, offering fine views of the Micah and Broomstick Ledges to the East. In a couple of places you are disconcertingly close ...

  • Easy Giant Loop

    Trail Running
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    near Mount Carmel Center, Connecticut (United States)
    Distance
    6.63mi
    Elevation +
    699f
    TrailRank
    31
    Photo ofEasy Giant Loop Photo ofEasy Giant Loop Photo ofEasy Giant Loop

    This trail takes the outer most trails around sleeping giant. This consists of the ski and horse trails the first half and the yellow trail the second. These are also the easiest trails in terms of terrain, hence easy gi...

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  • Mystic Seaport

    Kayak\/Canoe
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    near Mystic, Connecticut (United States)
    Distance
    11.97nm
    Elevation +
    82f
    TrailRank
    31
    Photo ofMystic Seaport Photo ofMystic Seaport Photo ofMystic Seaport

    All of our waypoints for each trip are on our website. So if you need detailed navigation, download the Garmin or .gpx file from brkayak.com. Just go to the "Trips" section.

  • Bluff Point SP 6/1/2013

    Kayak\/Canoe
    Save to a List
    near Midway, Connecticut (United States)
    Distance
    4.86nm
    Elevation +
    92f
    TrailRank
    31
    Photo ofBluff Point SP  6/1/2013 Photo ofBluff Point SP  6/1/2013 Photo ofBluff Point SP  6/1/2013

    "Meet on the Beach" to show off recent kayak builds and have a nice paddle around Pine Island and out in to Long Island sound a bit.

  • Shade Swamp Nature Trail

    Hiking
    Save to a List
    near Bensted Corner, Connecticut (United States)
    Distance
    1.16mi
    Elevation +
    144f
    TrailRank
    31| Rating 5.0
    Photo ofShade Swamp Nature Trail Photo ofShade Swamp Nature Trail Photo ofShade Swamp Nature Trail

    Great trail for a quick walk with the pets or children, my 5 year old loves it. Also great for beginning hikers. The trail is sometimes hard to find - its marked by blue paint on trees, but its hard to get lost in the ar...

    What a fun hike, beautiful history, and excellent trails; thank you for bringing me here
    Abweiss1
  • near Westford, Connecticut (United States)
    Distance
    3.77mi
    Elevation +
    272f
    TrailRank
    30
    Photo ofNipmuck Trail to Pixie Falls, Ashford Photo ofNipmuck Trail to Pixie Falls, Ashford Photo ofNipmuck Trail to Pixie Falls, Ashford

    Nipmuck Trail from Eastford Rd to Pixie Falls (along the Hope River) and back again. The falls are worth the trip. Also some nice small brooklets along the way, a camping area with beautiful tall pines and needle covered...

  • Bigelow following blue

    Hiking
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    near Union, Connecticut (United States)
    Distance
    5.65mi
    Elevation +
    525f
    TrailRank
    27
    Photo ofBigelow following blue Photo ofBigelow following blue Photo ofBigelow following blue

    Great Hike this am. Went counter-clockwise which avoids the killer climb in the beginning. Lots of rocks, roots, and mud. This is a nice trail with great scenery.

  • West Rock Ridge New Haven CT

    Hiking
    Save to a List
    near West Hills, Connecticut (United States)
    Distance
    12.84mi
    Elevation +
    1102f
    TrailRank
    27

    Great place to hike with highly varied terrain. The southern trail is very easy and flat - good for fast walking or trail running. The northern trail is much more rugged and difficult, of course, that means more fun! ...

  • Hubbard park Blue trail loop

    Hiking
    Save to a List
    near Pratts Corner, Connecticut (United States)
    Distance
    7.02mi
    Elevation +
    1302f
    TrailRank
    26

    This loop mostly apart of the blue-blazed trail system that in its entirety spans the entire state of CT from north to south. Towards the end the blue trail is left and you must travel on a paved road for a short time, t...

  • near Clarks Corner, Connecticut (United States)
    Distance
    5.50mi
    Elevation +
    203f
    TrailRank
    25

    This hike will take you to a very nice area of the Goodwin State Forest, Pine Acres Lake. We parked at and visited the Goodwin Conservation and Education Center - do that first! We also toured the beautiful Richard D. Ha...

  • near Shorehaven, Connecticut (United States)
    Distance
    13.26mi
    Elevation +
    3f
    TrailRank
    24
    Photo ofLighthouse to Lighthouse Race 2018 Photo ofLighthouse to Lighthouse Race 2018 Photo ofLighthouse to Lighthouse Race 2018

    Light winds (< 8 knots) and seas about a foot, temps in the low 80's made for a fast race. I lead from te start and finished about 4 minutes ahead of second.

  • Meet on the Beach June 4, 2016

    Kayak\/Canoe
    Save to a List
    near Midway, Connecticut (United States)
    Distance
    6.43nm
    Elevation +
    3f
    TrailRank
    24
    Photo ofMeet on the Beach June 4, 2016 Photo ofMeet on the Beach June 4, 2016 Photo ofMeet on the Beach June 4, 2016

    We came back in through the throat of the estuary about 1.5 hours before low tide and the ebb current was roughly 2 mph.

  • near Flanders, Connecticut (United States)
    Distance
    8.34mi
    Elevation +
    2644f
    TrailRank
    87| Rating 5.0
    Photo of121 - APPALACHIAN TRAIL - CONNECTICUT - Sección 4.2 y 5.1 - De River Road a Schaghticoke Mountain Campsite Photo of121 - APPALACHIAN TRAIL - CONNECTICUT - Sección 4.2 y 5.1 - De River Road a Schaghticoke Mountain Campsite Photo of121 - APPALACHIAN TRAIL - CONNECTICUT - Sección 4.2 y 5.1 - De River Road a Schaghticoke Mountain Campsite

    Etapa 121 ⇐ Enlace a la etapa anterior: 120 - APPALACHIAN TRAIL - CONNECTICUT - Sección 5.2 - De Schaghticoke Mountain Campsite al cruce con CT-55 ⇒ Enlace a la etapa siguiente: 122 - APPALACHIAN TRAIL - CONNECTICUT ...

    Buenos recuerdos de Connecticut
    Arturo Ciorraga
  • near East Willington, Connecticut (United States)
    Distance
    4.63mi
    Elevation +
    1368f
    TrailRank
    23

    This park and wildlife preserve is a very large piece of property with over 4 miles of hiking trails, as well as a beautiful picnic area overlooking a pond lily covered pond. All the trails are well named and blazed. Som...

  • near Bolton, Connecticut (United States)
    Distance
    3.59mi
    Elevation +
    876f
    TrailRank
    23

    This hike will take you on a section of the Hop River Trail towards Bolton. There also is a trail off of that called the Rose Trail. The Hop River Trail is an old railroad bed converted to a bike & walking trail. It is a...

  • near Old Avon Village, Connecticut (United States)
    Distance
    7.92nm
    Elevation +
    472f
    TrailRank
    23

    These tracks will take you down the easier section of the Farmington River in Avon and Simsbury Connecticut. We elected to rent kayaks and canoes from the Huck Finn Adventures group (http://www.huckfinnadventures.com/). ...

  • Nathan Hale State Forest (CT)

    Hiking
    Save to a List
    near Coventry Lake, Connecticut (United States)
    Distance
    3.17mi
    Elevation +
    1988f
    TrailRank
    23

    This trail is part of the vast Nathan Hale State Forest in Coventry, CT. You will enter this section of the state forest from a parking area in front of the Nathan Hale Homestead. If you are lucky it will be open for you...

  • Cycling

    Road Bike
    Save to a List
    near Augerville, Connecticut (United States)
    Distance
    10.20mi
    Elevation +
    144f
    TrailRank
    23
    Photo ofCycling Photo ofCycling

    Cycling from 2021-04-28T13:40:23.000Z to 2021-04-28T15:03:04.839Z. Distance 15627m Did Cycling ...🚴🚴.....today .....10 Miles in 64 Miniutes ... from Home to Yale University ... and back ....#farmingtoncanalheritagetra...

  • near Rock Landing, Connecticut (United States)
    Distance
    3.42mi
    Elevation +
    879f
    TrailRank
    22

    This hike will take you from the pavilion/picnic area through the youth camp and then across the road and up the white mountain trail. The trail up the mountain can be a little steep, but it is worth it. Once up on mount...

  • near North Somers, Connecticut (United States)
    Distance
    7.14mi
    Elevation +
    1237f
    TrailRank
    22

    This loop trail starts at Culver Pond Nature Preserve on Gilbert Road, Stafford CT. It heads southwest and eventually reaches an old segment of the Shenipsit Trail. It follows the Shenipsit northward over "The Pinnacle" ...

  • Hop River State Park Trail (CT)

    Hiking
    Save to a List
    near Bolton, Connecticut (United States)
    Distance
    3.46mi
    Elevation +
    909f
    TrailRank
    22

    This former railroad line is now a trail that winds 20.2 miles through the towns of Manchester, Vernon, Bolton, Coventry, Andover, and Columbia. This WIKILOC is just part of the 20 miles. We GEOCached along the old railr...

  • near Bolton, Connecticut (United States)
    Distance
    3.52mi
    Elevation +
    1027f
    TrailRank
    22

    This hike took place mainly on blazed trails, but at times we did do some "wilderness wandering"! If you attempt to follow our tracks, you might find yourself in the woods at times, jumping from trail to trail. If your j...

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