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....
Trips
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Sleeping Giant
by broct on Apr 07, 2009
Mount Carmel, Connecticut, United States
Hiking | 0.0 miles (8.0 miles away)
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 (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...
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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.
Waterfall Photo
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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 (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...
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...
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 (17.7 miles away)
Fun and safe hike with your kids.
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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...
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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)
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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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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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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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Southford Falls State Park
by timja979 on Jul 11, 2009
Southford, Connecticut, United States
Hiking | 1.5 miles (16.1 miles away)
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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)
End of Hermitage Lane Photo
Map kiosk, end of Hermitage Lane Photo
First ascent and forest view Photo
Fallen trees Photo
Circuit around Peter's Rock Park
by CTTrail on Jan 01, 2012
Montowese, Connecticut, United States
Hiking | 4.3 miles (4.8 miles away)
This walk circles the periphery of Peter's Rock Park in North Haven, including both the north (red trail, 373') and south (light blue trail, 267') summits, which have fine views to the south, west and north. The park is entirely forested, with relatively few evergreens, and lots of maple and oak trees, so the Fall foliage is great. The trails are well blazed and a trail map can be downloaded from the...
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mlvlvr: Lover's Island at Turtle Bay
by mlvlvr on Apr 12, 2009
Double Beach, Connecticut, United States
Hiking | 0.8 miles (6.1 miles away)
description forthcoming
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Branford Supply Ponds 7-16-11
by bobrich on Jul 16, 2011
Branford, Connecticut, United States
Hiking | 2.2 miles (6.4 miles away)
We went for an easy hike around the main trail. There was evidence of some trail maintenance where they had placed gravel on some of the wetter areas of the trail. We also saw that they had installed a concrete bridge over one of the streams and had done considerable work to improve the drainage in this area.
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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Hike on the Queech Trail
by bobrich on Jul 19, 2009
Totoket, Connecticut, United States
Hiking | 3.9 miles (6.5 miles away)
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Menunkatuck Trail North
by RobertWhite on Mar 30, 2013
Rockland, Connecticut, United States
Hiking | 6.5 miles (13.9 miles away)
To hike the northern section of the new Menunkatuck Trail (part of the New England Trail), start on Rt. 77 in Guilford, the trail head for Bluff Head.  Followed the Mattabesett Trail east (across the street from the parking lot, blazed with blue rectangles) into Broomstick Ledges.  In this section, there is much up and down as you cross the folded ledges.  At 1.3 miles, the Mattabesett goes north and the Menunkatuck...