Hiking near Waterbury, Connecticut

Find the best hikes in and near Waterbury including detailed trail maps, guides, trail descriptions, Points of Interest (POIs) and GPS tracks / GPX data. All guides can be downloaded to your iPhone and Android phones

This list shows the most popular Hiking near Waterbury, 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 (21 miles away)
Gematigd: 2.3 miles, 1 - 3 uur
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....
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
door timja979 op Aug 11, 2009
Washington Depot, Connecticut, United States
Wandelen | 5.1 miles (14.8 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...
IMG_0295.JPG (Mount Carmel, Connecticut, United States) Photo
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Sleeping Giant
door broct op Apr 07, 2009
Mount Carmel, Connecticut, United States
Wandelen | 0.0 miles (12.3 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
door CTTrail op Dec 13, 2008
Wallingford, Durham, Middlefield, Meriden, Connecticut, United States
Wandelen | 5.6 miles (17.6 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...
Halfway House,Meriden Ct... Photo
Kaia and Wifey  Photo
My Kaia and Dwight Photo
Its just me Photo
Hubbard Park halfway trail
door brodrickmills op Jul 31, 2010
Berlin, Connecticut, United States
Wandelen | 1.7 miles (11.5 miles away)
Fun and safe hike with your kids.
Trail Head Photo
Looking North Photo
Trail Sign Photo
Info Plaque 1 Photo
Florence T Crowell Trail
door bblhed op Apr 06, 2010
Watertown, Connecticut, United States
Wandelen | 0.7 miles (5.5 miles away)
Out scouting this trail in the Watertown Land Trust today. Nice little are all be it a little difficult to find.
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Chauncey Peak and Lamentation Mountain Trail
door thegood56 op Jul 05, 2010
Meridan, Connecticut, United States
Wandelen | 2.1 miles (14.9 miles away)
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White Memorial, Teal Pond Trail.
door bblhed op Sep 15, 2009
East Morris, Connecticut, United States
Wandelen | 0.4 miles (12.4 miles away)
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.
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Race Brook Tract in Orange & Woodbridge, Ct
door jyoga3 op Apr 07, 2009
Orange, Connecticut, United States
Wandelen | 2.7 miles (17.5 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
Ascent Photo
Pistapaug Pond Photo
View Through the Trees Photo
Mattabesett Trail – Route 17 to Howd Road Pistapaug Pond
door CTTrail op Dec 09, 2008
Durham, Connecticut, United States
Wandelen | 1.9 miles (18.8 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
door bobrich op Feb 28, 2009
Connecticut, United States
Wandelen | 1.2 miles (22 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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Edmond Briggs Trail, Flanders Nature Center
door bblhed op Nov 25, 2009
Woodbury, Connecticut, United States
Wandelen | 0.8 miles (8.4 miles away)
Just out for a hike with the kid.
Tower at Southford Falls.jpg (Southford, Connecticut, United States) Photo
Southford Falls State Park
door timja979 op Jul 11, 2009
Southford, Connecticut, United States
Wandelen | 1.5 miles (9.1 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
door scotths op May 02, 2011
Beseck Lake, Connecticut, United States
Wandelen | 7.8 miles (16.6 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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Mt. Prospect: Litchfield ct
door sunka op Mar 25, 2009
Bantam, Connecticut, United States
Wandelen | 0.0 miles (16.6 miles away)
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Giuffrida Park
door bvossler op Oct 20, 2012
Highland, Connecticut, United States
Wandelen | 3.7 miles (14.9 miles away)
Hancock Brook Trail
door bblhed op Jan 01, 1990
Waterbury, Connecticut, United States
Wandelen | 2.7 miles (2.7 miles away)
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Flanders Whittemore Sanctuary: White Trail
door jfoley op Apr 19, 2012
Woodbury, Connecticut, United States
Wandelen | 3.9 miles (6.2 miles away)
I hike this trail often along with other trails in this land trust. It is a nice area that is clean and peaceful. There are intersecting trails in case you decide you want to shorten your route.This trail is white blazed and easy to follow. It goes around the outer perimeter of the land trust.
Thomaston-_0.jpg (Reynolds Bridge, Connecticut, United States) Photo
Thomaston-_1.jpg (Reynolds Bridge, Connecticut, United States) Photo
door sunka op Oct 08, 2009
Reynolds Bridge, Connecticut, United States
Wandelen | 2.2 miles (6.5 miles away)
Naugy-forest_1.jpg (Beacon Falls, Connecticut, United States) Photo
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Naugy forest
door joshy op May 04, 2009
Beacon Falls, Connecticut, United States
Wandelen | 0.0 miles (7.1 miles away)