Hiking

The Best Hiking Trails in Connecticut (United States)

809 trails

(18)
Photo of Mattabesett Trail – Route 77 to Route 17 Photo of Shade Swamp Nature Trail Photo of Nipmuck Trail to Pixie Falls, Ashford
  • 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 ...

  • Shade Swamp Nature Trail

    Hiking
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    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.

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  • West Rock Ridge New Haven CT

    Hiking
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    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
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    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.

  • 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...

  • Nathan Hale State Forest (CT)

    Hiking
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    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...

  • 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
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    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...

  • Schoolhouse Brook Park (Conn)

    Hiking
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    near Spring Hill, Connecticut (United States)
    Distance
    4.03mi
    Elevation +
    1066f
    TrailRank
    22

    This hike will take you on some beautiful trails in this very nice park. The trails are very well marked and blazed. I found the trails to be very family friendly. I did just some main trails during a GEOCaching visit (m...

  • near Union, Connecticut (United States)
    Distance
    6.68mi
    Elevation +
    4442f
    TrailRank
    22

    This trail will provide you with a view of Mashapauq Pond and then on through the woods of Bigelow Hollow State Forest. The trail is well blazed with blue/white bars. There are some hills and slopes along the trail, but ...

  • Bitner Park 1st, Guilford, CT

    Hiking
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    near Nut Plains, Connecticut (United States)
    Distance
    1.70mi
    Elevation +
    69f
    TrailRank
    21
    Photo ofBitner Park 1st, Guilford, CT Photo ofBitner Park 1st, Guilford, CT Photo ofBitner Park 1st, Guilford, CT

    The white trail is a nice a small river. The orange trail is a loop that goes up to and by Baldwin school

  • near Gilead, Connecticut (United States)
    Distance
    2.54mi
    Elevation +
    781f
    TrailRank
    21

    This hike will take you to the trails around Blackledge Falls and Blackledge Ponds. We first went out the blue/white blazed trail for a while, then cutting across under the powerlines we came back to the road on an unbla...

  • near Lake View, Connecticut (United States)
    Distance
    2.07mi
    Elevation +
    108f
    TrailRank
    20
    Photo ofCrater/ Yellow/ Green /Spa/ Cowgirl Photo ofCrater/ Yellow/ Green /Spa/ Cowgirl Photo ofCrater/ Yellow/ Green /Spa/ Cowgirl

    From back of burners to green Short Cut To yellow overwatch the bridge to green to trail to spa to short cut by way of old house foundation to cowgirl to our property

  • near Warrenville, Connecticut (United States)
    Distance
    3.32mi
    Elevation +
    1138f
    TrailRank
    19

    The Friedman Forest consists of 143 acres of land which has one main loop trail called the "Friedman Trail". It is very well blazed and easy to get around. The trail is 1.6 miles in length. One section takes you to a bea...

  • near Doaneville, Connecticut (United States)
    Distance
    3.17mi
    Elevation +
    817f
    TrailRank
    19

    This hike will take you on a non-blazed trail down to a logging road and then on to the blue blazed trail and back on a different tail to the road. You can then work your way back to the dirt road and out. Best parking a...

  • near Union, Connecticut (United States)
    Distance
    3.67mi
    Elevation +
    1207f
    TrailRank
    19

    This hike will start at the entrance to this section of the Nipmuck State Forest. You can start hiking right from the entrance or drive to the parking area we used a few times. The hike will take you on dirt roads, as we...

  • near Vernon Center, Connecticut (United States)
    Distance
    3.87mi
    Elevation +
    2083f
    TrailRank
    19

    The Belding Wildlife Management Area is a beautiful place to visit. Throughout the area you will encounter historical items. I came across an old cemetery, beautiful pond with a dam, manmade waterfalls, chimney from old ...

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