Hiking near New Haven, Connecticut

This list shows the most popular Hiking near New Haven, 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.
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Wild Places in Guilford, Connecticut
Guilford, Connecticut, United States (13.8 miles away)
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....
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Sleeping Giant
by DivingMeCrazy on Apr 07, 2009
Mount Carmel, Connecticut, United States
Hiking | 0.0 miles (8.0 miles away)
Trails:Start - >OrangeGreenRedYellow - > Finish
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Race Brook Tract in Orange & Woodbridge, Ct
by jyoga3 on Apr 07, 2009
Orange, Connecticut, United States
Hiking | 2.7 miles (4.5 miles away)
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.
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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 (15.4 miles away)
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...
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 (30 miles away)
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...
Waterfall Photo
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Pistapaug Pond Photo
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Mattabesett Trail – Route 17 to Howd Road Pistapaug Pond
by CTTrail on Dec 09, 2008
Durham, Connecticut, United States
Hiking | 1.9 miles (13.6 miles away)
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...
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Hike to Bear Rock
by bobrich on Feb 28, 2009
Connecticut, United States
Hiking | 1.2 miles (18.2 miles away)
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...
Halfway House,Meriden Ct... Photo
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My Kaia and Dwight Photo
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Hubbard Park halfway trail
by brodrickmills on Jul 31, 2010
Berlin, Connecticut, United States
Hiking | 1.7 miles (17.7 miles away)
Fun and safe hike with your kids.
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Chauncey Peak and Lamentation Mountain Trail
by thegood56 on Jul 05, 2010
Meridan, Connecticut, United States
Hiking | 2.1 miles (19.2 miles away)
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 (18.7 miles away)
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...
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East Rock
by david_b_lewis on Feb 16, 2014
New Haven / Hamden, CT, East Rock Park
Hiking | 6.0 miles (1.4 miles away)
Clear day; manageable without snowshoes, although snow was deep in spots.
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Hike at Hammonassett Reservoir
by bobrich on Feb 14, 2009
Killingworth, Connecticut, United States
Hiking | 4.7 miles (17.0 miles away)
My wife and I went for a nice walk up the East side of Lake Hammonasset. We were surprised at how chilly it was, the wind was from the West and since the lake was still frozen it picked up the cold off the lake. We both over did it, neither of us were ready for this much of a hike. 
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Maltby Lakes
by cj237 on Jun 26, 2011
Allingtown, Connecticut, United States
Hiking | 3.3 miles (2.9 miles away)
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Mattabesett Trail (Totoket Mt)
by RobertWhite on Jun 29, 2013
Durham, Connecticut, United States
Hiking | 2.0 miles (13.4 miles away)
This is a section of the Mattabesett Trail.  The trailhead is Stagecoach Rd.  half mile east of Rt. 17.  the trail ascends, at first gradually and then steeply to the ridge of Totoket Mountain.  At the junction with the Lone Pine Trail, take a left on Lone Pine and end at the stone wall where the towns of North Branford, Guilford and Durham meet.  Turn around and retrace your steps to the...
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West Haven Boardwalk
by oshoshany on Apr 17, 2013
Savin Rock, Connecticut, United States
Hiking | 2.0 miles (3.9 miles away)
About  2 miles paved walk along the water and a park, , easy access to the beach and piers. 
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East River Preserve
by RobertWhite on Aug 03, 2012
Guilford, Connecticut, United States
Hiking | 3.4 miles (14.2 miles away)
Entrance on Clapboard Hill Rd. just past bridge over East River.  The marked trail winds around a marsh on the East River, crosses Duck Hole Rd., winds through woods and ends in a beautiful set of open meadows.  Along the way are views of the East River.  The Menunketuck Trail, part of the new New England Trail traverses part of this section. There is another entrance at the north end of this hike off Goose...
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Peter's Rock
by david_b_lewis on Jan 17, 2015
North Haven, Connecticut, United States
Hiking | 2.0 miles (4.1 miles away)
Cold.About 2 miles; 1 hour 20 minutes on-trail, with stops for views.
Sleeping Giant - White Trail
by CamilloX on Nov 05, 2009
Hamden, Connecticut, United States
Hiking | 2.7 miles (9.2 miles away)
Tower at Southford Falls.jpg (Southford, Connecticut, United States) Photo
Southford Falls State Park
by timja979 on Jul 11, 2009
Southford, Connecticut, United States
Hiking | 1.5 miles (16.1 miles away)
 Lake Dawson Photo
Woodbridge to West Rock 05-12-12
by piercemd on May 12, 2012
Woodbridge, Connecticut, United States
Hiking | 3.5 miles (4.6 miles away)