Hiking in Connecticut

This list shows the most popular Hiking in Connecticut based on user reviews, votes, and mobile downloads. Plan your next trip with EveryTrail guides by downloading a guide to your mobile phone with the EveryTrail iPhone or Android app.
Sort: show community trips
Update on map move
Wild Places in Guilford, Connecticut
Guilford, Connecticut, United States
Moderate: 2.3 miles, 1-3 hours
Hiking Trails

Guilford was settled in 1639, one of the towns of the New Haven Colony in New England. It has one of the most beautiful town greens in New England and one of the largest collections of historic houses. The Henry Whitfield House (a museum) is the oldest stone house in North America. The town is 49 square miles and much has been preserved in wild spaces....
Hailey (Alander, Massachusetts, United States) Photo
Lisa (Alander, Massachusetts, United States) Photo
Mt. Everett and Race (Alander, Massachusetts, United States) Photo
Twin Lakes (Alander, Massachusetts, United States) Photo
Bear Mountain via Under Mt. Trail
by timja979 on Aug 05, 2009
Taconic, Connecticut, United States
Hiking | 5.1 miles
A classic Bernegger hike.  Off of Rt. 41 in CT, you take Under Mountain Trail (blue blazers) up to the Riga Junction where you meet the Appalachian Trail.  A mile or so later you climb up to the top of Bear Mountain.  Good view, good wild blueberries.  Moderate hike.  The dogs loved it.  Check out the pictures.  
Hauser Footbridge (Washington, Connecticut, United States) Photo
Steep Rock (Washington, Connecticut, United States) Photo
River (Washington, Connecticut, United States) Photo
A view (Washington, Connecticut, United States) Photo
Steep Rock Reservation
by timja979 on Aug 11, 2009
Washington Depot, Connecticut, United States
Hiking | 5.1 miles
Once a private vacation spot for women during the turn of the century from New York City...now a preservation... CT owned.   One serious playground.  An old train tressel used to run through, which was how the girls got to the Rossiter's estate.   If you follow the bridal path down Tunnel Rd. you can find the old tunnel.  Very cool.  If you follow the West side of the Shepaug, you will...
IMG_0295.JPG (Mount Carmel, Connecticut, United States) Photo
IMG_0295.JPG (Mount Carmel, Connecticut, United States) Photo
IMG_0297.JPG (Mount Carmel, Connecticut, United States) Photo
IMG_0294.JPG (Mount Carmel, Connecticut, United States) Photo
Sleeping Giant
by DivingMeCrazy on Apr 07, 2009
Mount Carmel, Connecticut, United States
Hiking | 0.0 miles
Trails:Start - >OrangeGreenRedYellow - > Finish
Ascent, South View Photo
Ascent, Southeast View Photo
Quinnipiac Valley Views from Beseck Ridge Photo
Forest, from Beseck Ridge Photo
Mattabesett Trail Route 68 to Route 66 Beseck Ridge
by CTTrail on Dec 13, 2008
Wallingford, Durham, Middlefield, Meriden, Connecticut, United States
Hiking | 5.6 miles
From Route 66 the trail ascends gradually toward Beseck Ridge with views to the South and Southeast. As you reach the Ridge, long vistas across the Quinnipiac Valley come into view. They continue for most of the hike. The views across the valley are varied, with forests, subdivisions, factories, and Black Pond in sight against a backdrop of the far side of the Quinnipiac Valley and the Hanging Hills of Meriden. Although...
DSC_3077 Photo
DSC_3082 Photo
DSC_3084 Photo
DSC_3085 Photo
Shenipsit Trail Glastonbury to Vernon
by LukeMM on Mar 22, 2009
Glastonbury, Connecticut, United States
Hiking | 13.2 miles
T-CT-DU-09-0001.jpg (Durham Center, Connecticut, United States) Photo
T-CT-DU-09-0002.jpg (Durham Center, Connecticut, United States) Photo
T-CT-DU-09-0003.jpg (Durham Center, Connecticut, United States) Photo
T-CT-DU-09-0004.jpg (Durham Center, Connecticut, United States) Photo
Hike to Bear Rock
by bobrich on Feb 28, 2009
Connecticut, United States
Hiking | 1.2 miles
We wanted a short relatively easy hike, chose this hike from AMC'S Best Day Hikes in Connecticut. Even though the temperature was about 40, it felt colder due to no sun and a bit of a breeze. The hike was easy, but we missed the easy routes to the two scenic viewpoints. The book mentioned the Mountain Laurel and there was indeed plenty. We both want to go back to see if...
Waterfall Photo
Ascent Photo
Pistapaug Pond Photo
View Through the Trees Photo
Mattabesett Trail – Route 17 to Howd Road Pistapaug Pond
by CTTrail on Dec 09, 2008
Durham, Connecticut, United States
Hiking | 1.9 miles
After crossing a beautiful little waterfall a few yards uphill from Route 17, this segment of the trail climbs up, over and along Pistapaug Mountain. The 400 foot ascent is moderate, with no exciting scrambles. Views of Pistapaug Pond appear as you reach the top. Views of the pond gradually expand and improve. Farms, horse corrals, large houses and water company land across the lake are visible through the trees. In some...
Race-Brook-Tract_0.jpg Photo
Race-Brook-Tract_1.jpg Photo
Race-Brook-Tract_2.jpg Photo
Race-Brook-Tract_3.jpg Photo
Race Brook Tract in Orange & Woodbridge, Ct
by jyoga3 on Apr 07, 2009
Orange, Connecticut, United States
Hiking | 2.7 miles
Follow the Race Brook Trail along the water to the Pine Trail (purple) and then return on the Wepawaug Trail (white) back to the parking lot.
Halfway House,Meriden Ct... Photo
Kaia and Wifey  Photo
My Kaia and Dwight Photo
Its just me Photo
Hubbard Park halfway trail
by brodrickmills on Jul 31, 2010
Berlin, Connecticut, United States
Hiking | 1.7 miles
Fun and safe hike with your kids.
109.JPG Photo
108.JPG Photo
107.JPG Photo
P7050047.JPG Photo
Chauncey Peak and Lamentation Mountain Trail
by thegood56 on Jul 05, 2010
Meridan, Connecticut, United States
Hiking | 2.1 miles
-1030286.jpg (Pine Grove, Connecticut, United States) Photo
-1030287.jpg (Pine Grove, Connecticut, United States) Photo
-1030288.jpg (Pine Grove, Connecticut, United States) Photo
-1030289.jpg (Pine Grove, Connecticut, United States) Photo
Oswegatchie Hills
by niantic on Jun 15, 2009
Saunders Point, Connecticut, United States
Hiking | 3.4 miles
DSC_3115 Photo
DSC_3116 Photo
DSC_3118 Photo
DSC_3122 Photo
Nipmuck Trail - Southern Branches
by LukeMM on Apr 25, 2009
Mansfield Center, Connecticut, United States
Hiking | 10.9 miles
Trail cross walk.... Photo
New Guida's Diner Photo
Side trail leads to a parking area Photo
Parking Area Photo
Mattabesett Trail - Mt Higby - Rt 66 to Country Club Road
by scotths on May 02, 2011
Beseck Lake, Connecticut, United States
Hiking | 7.8 miles
In this hike I follow the blue blazed Mattabesset Trail from Route 66 to Country Club road. In addition I follow 2 (one very short, one longer) side trails that lead to parking areas. The trail offers fantastic views of the surrounding area from numerous viewpoints along the rocky ridge. The trial starts next to New Guida’s diner at the intersection of route 66 and 147 where a crosswalk is provided for...
Mt.-Prospect:-Litchfield_0.jpg Photo
Mt.-Prospect:-Litchfield_1.jpg Photo
Mt.-Prospect:-Litchfield_2.jpg Photo
Mt.-Prospect:-Litchfield_3.jpg Photo
Mt. Prospect: Litchfield ct
by sunka on Mar 25, 2009
Bantam, Connecticut, United States
Hiking | 0.0 miles
dscn4923.jpg Photo
dscn4924.jpg Photo
DSCN4925.JPG Photo
DSCN4926.JPG Photo
Horse pond Trail
by bblhed on Sep 21, 2009
Salem, Connecticut, United States
Hiking | 0.4 miles
I am not big on fishing, but I was hiking this trail and noticed that a lot of people appear to use it for fishing so I thought I would post it for all to see.
NE Trips 090910 030.JPG Photo
NE Trips 090910 031.JPG Photo
NE Trips 090910 032.JPG Photo
NE Trips 090910 034.JPG Photo
USA High Points - Mount Frissell and Round Mountain
by jonbellemore on Sep 09, 2010
Connecticut, United States
Hiking | 2.5 miles
#3 Connecticut High Point | Round MountainThird high point on my way to summit all of USA high points. Started off an AMC parking lot on Mt. Washington Road in Connecticut... went into Mass then into Conn to summit Round Mountain - back down into Mass to Summit Mt. Frissell and then back down into CT to hit the CT/MA line marker.
Dogs in Ocean (Groton Long Point, Connecticut, United States) Photo
Cool rustic trail  (Midway, Connecticut, United States) Photo
Lisa with dogs (Midway, Connecticut, United States) Photo
Me (Groton Long Point, Connecticut, United States) Photo
Bluff Point State Park
by timja979 on Oct 25, 2009
Groton, Connecticut, United States
Hiking | 0.0 miles
A beautiful hike next to Groton Long Point and once the summer estate of GOv. John Winthrop.  Very easy, level walk, particularly for beginners or someone who wants to mountain bike.  Dog friendly as most CT state parks are.  Watch out though for ticks.  Found alot on our dogs.
PondPano.jpg Photo
DSCN4859.JPG Photo
DSCN4860.JPG Photo
DSCN4861.JPG Photo
White Memorial, Teal Pond Trail.
by bblhed on Sep 15, 2009
East Morris, Connecticut, United States
Hiking | 0.4 miles
I was out caching, and I thought to myself if I am going to hike this entire trail end to end I should share it with the world.
Trail Head Photo
Looking North Photo
Trail Sign Photo
Info Plaque 1 Photo
Florence T Crowell Trail
by bblhed on Apr 06, 2010
Watertown, Connecticut, United States
Hiking | 0.7 miles
Out scouting this trail in the Watertown Land Trust today. Nice little are all be it a little difficult to find.