Connecticut Hiking Trails

Hiking in Connecticut has long been a tradition. Connecticut's Blue Blazed Trail system is the among the oldest state hiking trail systems in the nation. Connecticut is also home to two national trails: The Appalachian Trail and the New England National Scenic Trail.

With hundreds of miles of footpaths in this small state, there is always a place to get away from it all within a short drive from densely urban areas. These hiking trails take you to the top of traprock ridges and through verdant ravines with tumbling waterfalls. Here is a list of the hiking trails that make up Connecticut's Blue Blazed System ... with links to articles and trails maps, and most of the information you need to find a good day hike or even to plan a weekend backpacking trip.

Aspetuck Valley Trail

Mileage: 7 Miles
Communities: Redding, Bethel, Weston

The Aspetuck Valley Trail is a Connecticut CPFA Blue Blazed Trail that travels along The Aspetuck River from Redding to Newtown. It is a 7 mile linear trail and can be accessed from 4 parking lots along its length. The trail passes through Huntington State Park, and The Centennial Watershed State Forest. Included in this trail is roughly 1 mile of walking along residential roads in Redding.


American Legion Forest Trails

Mileage: 14 Miles Various Trails
Communities: Barkhamsted

The American Legion and Peoples State Forests offer a 14 mile network of trails designated as State Blue Blazed Trails. Their blazes are in fact multi-colored. These forests also offer camping and youth group camping. Located in Barkhamsted the forest also contains a museum, picnic shelters, and toilets - always a welcome amenity for hikers. The original acres were a gift from the American Legion. The Peoples State Forest was a purchase by CFPA and several other groups. It abuts the Farmington River which is a National Scenic Water Way and managed by the National Park Service.


Appalachian Trail in Connecticut

Mileage: 52 Miles
Communities: New Milford, Kent, Cornwall, Canaan

The Appalachian Trail is the most well known hiking trail in the world. It spans approximately 2200 miles, beginning in Georgia and ending in Maine. The Connecticut portion is a paltry 52 miles. It enters the State from the oblong in New York and traverses through the Southern Berkshires. The elevation steadily rises as hikers approach the Massachusetts border. Its blazes are white, nonetheless it is considered to be part of the CFPA Blue Blazed Trail State Trail System. The Mohawk Blue Blazed joins the AT and is in fact the remnants of the former AT course before it was rerouted to the West of the Housatonic. There are several established campsites and lean-to's along the CT portion of the AT. By making use of these sites it is possible to hike this section on a long weekend.


Bigelow Hollow State Park and Nipmuck State Forest Trails

Mileage: Various Trails Communities: Union, Woodstock

Nipmuck State Forest and Bigelow Hollow State Park contain 9000 acres of land and include a network of hiking trails. The Nipmuck Blue blazed Trail travels through these properties. The name is thought be an old reference to a 'big low' hollow containing a pond. There is a weekend and holiday fee for parking in the State Park.


Case Mountain Trails

Mileage: 14 Miles Various Trails
Communities: Manchester

The Case Mountain Recreation Area is an open space maintained by The Manchester Conservation Commission and the CFPA. The Shenipsit trail passes through. In addition there are 7 other hiking trails. Located in Manchester and Glastonbury, this open space is a welcome retreat close to Hartford.

Chatfield Trail

Mileage: 4.3 Miles
Communities: Killingworth

Located in Killingworth, Chatfield Hollow State Park offers technical mountain biking courses, trout fishing, one of the most popular belay rock climbing courses in The State, and of course hiking on a Blue Blazed Trail. The trail is short and easy - weighing in at 4.3 miles, and traverses relatively flat terrain. Most hikers report enjoying this trail immensely.


Cockaponsett Trail

Mileage: 7.4 Miles
Communities: Haddam

The Cockaponsett State forest has the distinction of being the 2nd largest state forest in CT. Only second, even though it has several separate sections that are not really that close together. You can hike through the one section in Guilford on The Menukatuck Trail. But, for the title track, you will have to go to Haddam. There is a very nice Parking Lot which is unfortunately central to the trail. By taking the red blazed trails you can make a couple loops on each side of the parking lot located off Cedar Lake Road.


Falls Brook Trail

Mileage: 1.7 Miles
Communities: Hartland

Deep in the vast and mysterious Tunxis State Forest is a little tiny Blue Blazed Trail. It exists to allow access to some sparkling water falls and the cascade of Falls Brook. A complicated "white trail" leads down the rocks to the best place to photograph the falls. This trail is in massive need of a real parking lot as waterfall hunters in New England are plentiful and they won't want to miss this one.


Gay City Park Trails

Mileage: 11 Miles Various Trails
Communities: Bolton, Glastonbury, Hebron

The Gay City State Park and trail system inhabit the land which formerly hosted a town know as Factory Hollow. The current name is attributed to the first village president John Gay. The trails system is mainly a network of short multi-colored trails, while the longer more regional Shenipsit traverses through the park. There is a holiday and weekend fee throughout the summer to enter the parking lot at the pond and beach area.


The Housatonic Range Trail

Mileage: 7 Miles
Communities: New Milford, Kent

The Housatonic Range Trail is a CT Blue Blazed Trail in New Milford. The route is an out-and-back linear trail that ascends several minor summits in the Southern Berkshire Mountain Range. The blue blazes lead through three dimensional stone ciphers demanding some bouldering technique. Some of these full body climbs can be intimidating, but with care and thought they can be negotiated without much exertion. Overall, this trail has the feel of a regional trail. There are plenty of features to keep you interested throughout your hike.


Hancock Brook Trail
Hancock Brook Trail

Hancock Brook Trail

Mileage: 2.8 Miles
Communities: Waterbury

The Hancock Brook Blue Blazed trail is a surprise gem of a hiking trail. It is short and sweet at 2.8 miles on a loop. There is a pleasant stroll at the beginning alongside picturesque Hancock Brook. Then you abruptly climb to two bald rock outlooks. Connecticutters don't usual think about the wilderness and hiking while thinking about Waterbury at the same time; but seriously, seeing is believing. This one is worth a trip to find.


Jerricho Trail - Waterburry Area Trails

Mileage: 3.4 Miles
Communities: Watertown

The Jerricho Trail travels through The Mattatuck State Forest and along a ridgeline overlooking The Naugatuck River. It is one of the Waterbury Area Trails and connects the more regional Mattatuck Blue Blazed Trail with The Whitestone Cliffs Trail. Near the junction with The Mattatuck Trail is one of the famed Leatherman caves. Undoubtedly the Leatherman walked a similar route as the Jerricho now follows. Jerricho is a short 3.4 miles but there are a couple of loops that can be made on either of its ends to lengthen your hike.


Kettletown State Park Trails

Mileage: Various Trails
Communities: Oxford, Southbury

Kettletown State Park in Oxford and Southbury offers camping and cabins, a beach on Lake Zoar, and a network of hiking trails which are joined by the longer Pomperaug Blue Blazed Trail. The trails here are not necessarily easy. They take you to high rocky overlooks of Lake Zoar and The Housatonic River Valley.

Lillinonah Trail

Mileage: 6 Mile Loop
Communities: Newtown

The Upper Paugussett State Forest hosts The Lillinonoah Trail. There are impressive views of Lake Lillinonah from perches along the trail. Located in Newtown, it is across the water from Kettletown State Park and nearby The Zoar Trail in the Lower Paugussett State Forest.


Lone Pine Trail

Mileage: 4 Miles
Communities: Durham

The Lone Pine is tame and quiet. I stopped for a snack on a bridge over a glistening stream where the North Slope trail connects to Lone Pine. But, the trail's notable feature is a stud - otherwise known as a horse farm - that included several nice pastures, an indoor and outdoor riding arena and breeding and training grounds. The trail follows a shaded dirt road between pastures. The horses were alive and active and put on a show of beauty even without their riders present.


Macedonia Brook Trail

Mileage: 7 Miles Loop
Communities: Kent

The quaint small town of Kent CT is host two magnificent State Parks - Macedonia Brook and Kent Falls. The hiking in Macedonia Brook is exhilarating and offers sweeping views of The Berkshires, Tachonics, and Catskills.


Mattabesett Trail
Mattabesett Trail

Mattabesett Trail (NET)

Mileage: 50 Miles
Communities: Berlin, Middleton, Meriden, Guilford, Wallingford, Durham, North Branford, Haddam

The Mattabesett Trail is a 50 mile long Blue Blazed Trail in New Haven, Hartford, and Middlesex Counties. A major portion of this trail is a leg of the New England National Scenic Trail (NET). The Mattabesett is made up of 9 distinct sections which rise and fall along trap rock ridges which offer commanding views of The Connecticut River Valley. Along the way a number of shorter branch and loop trails criss-cross the Mattabesett - such as The Lone Pine Trail, and Seven Falls Trail. The Mattabesett connects to two other Blue Blazed Trails as well: The Menunkatuck, and The Metacomet. It is possible to hike from Long Island Sound to the border of Massachusetts near Springfield along these three trails. You will find links to articles about the various sections of The Mattabesett that I have hiked so far, as well as trail maps and coordinates to parking spots


The Mattatuck Blue Blazed Trail
The Mattatuck Blue Blazed Trail

Mattatuck Trail

Mileage: 36 Miles
Communities: Plymouth, Thomaston, Watertown, Morris, Litchfield, Goshen,Cornwall

The Mattatuck mainline trail is a 36 Mile Blue Blazed Trail. It's Southern point begins at the Waterbury reservoirs in Wolcott and passes through: Plymouth Thomaston, Watertown, Morris, and Litchfield. It is Fragmented in Litchfield, but picks up again in Cornwall, drops into Goshen for a few miles and finishes at a junction with The Mohawk trail in Cornwall.

Along the trail you will pass through the Mattutuck State Forest, Black Rock State Park, and The White Memorial Foundation and Conservation Center The word Mattatuck is American Indian and means loosely: the place without trees. The place refereed to is now Waterbury. But, in a historic irony land which now makes up the Mattatuck State Forest and Black Rock State Park was deforested; the wood being used as fuel for foundries and brass milling in the nearby Naugatuck Valley.

While we lament the loss of heavy industry in Connecticut, it is fair to consider the cost of industry on our environment. During the depression, the Civilian Conservation Corp embarked on a massive reforestation project - planting tens of thousands of trees and instituting erosion control. The forests you are able to hike through on The Mattatuck Blue Blazed Trail is a product of extreme economic exploitation and extreme economic devastation.


Mclean Game Refuge Trails

Mileage: Various Trails
Communities: Simsbury, Granby

The Mclean Game Refuge is a preserve donated to the public by the former US Senator George Mclean. It's 3200 acres offers opportunities for picnicking, walking, hiking, and general refuge from the hustle and bustle of urban life in Hartford County. It is open from 8am to 8pm. There are numerous waterfalls and a welcome center as well. The most popular hikes are near the trout pond, But, not be overlooked is Eddy Loop leading to Weed Hill.


Menunkatuck Trail (NET)

Mileage: 16.6 Miles
Communities: Guilford, Madison, North Branford

The Menunkatuck Trail is the first/last leg of The New England National Scenic Trail. It extends North from Long Island Sound at Guilford Harbor to a junction with the Mattabesset Trail in North Branford. The 16 mile trail crosses through The Cockaponsett State Forest, Tiimberlands Preserve, and Nut Plains Woods. Other sections are along roads through Guilford town center. There are several good parking areas, and the trail may easily be split into three segments.


Metacomet Trail

Mileage: 63 Miles
Communities: Berlin, Meriden, Southington, New Britain, Plainville, Farmignton, West Hartford, Avon, Bloomfield, Simsbury, East Granby, Suffeld

The Metacomet is surely Connecticut's premiere state hiking trail.It's 63 miles are the longest leg of the New England National Scenic Trail (NET). Features of this trail have become so well recognized that some have been adopted as symbols within the official city seals of communities along its path. Castle Craig and Heublein Tower are popular trail destinations. But, overall the draw to this trail are the views from atop the traprock ridge which cuts across the center of The State which The Metacomet follows through to the border of Massachusetts. There are 9 distinct sections of the trail, and a number of cross trails and loops that connect with the mainline. The Mainline is joined by the Mattabesett Trail to the South and by the Monadnock Trail at the Northern terminal at the Massachusetts state line.

Metacomet Trail
Metacomet Trail

Mohawk Trail

Mileage: 30 Miles
Communities: Cornwall, Canaan

The Mohawk Trail is a CFPA Blue Blazed Trail that spans 30 miles between two points on the Appalachian Trail. Its route is the former route of the Appalachian Trail before the AT was rerouted West of The Housatonic River. The Mohawk is made up of 6 short sections. It is joined by The Mattatuck Trail in Mohawk Mountain State Park. One of its key features is Dean Ravine - a deep ravine with waterfalls and a cascading brook. It also climbs several minor summits in the Southern Berkshires


Muir Trail

Mileage: 2 Miles
Communities: Torrington

The Torrington area Trails include the Wolcott Trail, Muir Trail, and Alain and May White Nature Trails. The Wolcott trail circles Burr Pond at Burr Pond State Park. The Alain and May White Trails loop around in Sunny Brook State Park with the Testone Rock Trail making the main blue blazed loop. And, The John Muir Trail connects the two via the Paugnut State Forest. These trails are relatively wide and easy. There are plenty of parking spots as well. There is a fee for parking on weekends and holidays in the summer at Burr Pond State Park.


Narragansett Trail

Mileage: 16 Miles
Communities: Ledyard, Voluntown, North Stonington

On the Rhode Island and Connecticut border the Narragansett Blue Blazed Hiking Trail blazes a path through several state recreation areas including Great Falls Pond, Wyassup Lake and Pachaug State Forest. It connects with several trails including the Nehantic Blue Blazed Trail and Tippecansett Trail in Rhode Island. Some of the trails in this area have been used for centuries by the Pequot tribe; though the name Narragansett refers to an Algonquian speaking tribe who inhabited a small point on the nearby Narragansett Bay. The trail name may be more of a reference to the Narragansett War of 1700 when the Narragansett People attempted to defeat the Mohegan tribe lead by the storybook hero Uncas. The British supported their Mohegan tribe and the volunteer settlers of that war led to the name of Voluntown.

Natchaug Trail

Mileage: 19.5 Miles
Communities: Hampton, Chaplin, Ashford, Eastford

The Natchaug Trail travels through two State Forests in Northeast Connecticut - The James Goodwin and the Natchaug State Forest. At its Northern terminus it intersects the Nipmuck Trail. Both state forests offer camping along the trail. There are also commercial campgrounds nearby.

Naugatuck Trail

Mileage: 5.5 Miles
Communities: Bethany, Beacon Falls, Naugatuck

From alongside a busy highway - The Naugatuck emerges and then ascends into the rocky and forested hills that make this section of Route 8 amazing to drive along. Egypt Brook provides some scenic relief along the trail. There are a couple side trails and a possible loop trail at one point. But, the trail is not too long and can be an easy out-n-back.


Nayantiaquit Trail

Mileage: 3.4 Miles
Communities: Lyme

The Nehantic Forest hosts this 4 mile loop trail. It is in the East Lyme Block division. The trail volunteers here maintain an excellent trail. There is a trail connection to Uncas Pond as well - which is not shown on this map. This trail is relatively easy and passes through several stages of forest habitat.


Nehantic Trail

Mileage: 13 Miles
Communities: Voluntown, Griswald

The Pachaug State Forest hosts the Nehantic Trail. There are several camping areas along this trail. Mt Misery and Hell Hollow may be misnomers as far as hikers are concerned; these trails are in good order and relatively easy to hike. The Nehantic crosses paths with the Pachaug Trail. Another diversion trail leads to the rhododendron sanctuary.


Nipmuck Trail

Mileage: 19.5 Miles
Communities: Mansfield, Willington, Ashford, Union

The Nipmuck is the premier long distance trail in Eastern Connecticut. It begins near in Mansfield and heads Northeast to the border of Massachusetts in Bigelow Hollow State Park. Annually, a marathon is run along 13 miles of the trail, with the remaining miles on nearby roads. This trail covers some of the most remote areas of Connecticut - the so-called Quiet Corner. So, there is a good chance for wildlife encounters. Fairfield County has its beloved suburbanized bears; I'm sure there are a few rambling about the Nipmuck area. The trail also runs past some of the best Rock Climbing courses in the State.

Old Furnace Trail

Mileage: 3 Miles
Communities: Killingly

The Old Furnace Trail is almost entirely contained within Old Furnace State Park. There are a number of unmarked side trails which cross this mainline. At 3 miles it is short and sweet. The name refers to an old Iron furnace where Iron was melted down and forged into 18th century items. You'll notice a red hue to the streams that you cross - and that of course is the iron ore prevalent in this area. The trail is lush and forested mostly with pine. This makes the trail spooky and dark, and an especially nice winter hike.

Pachaug Trail

Mileage: 28 Miles
Communities: Griswold, Voluntown

The Pachaug Trail circumvents and area staked out by the Narragansett, Quinebaug, and Nehantic Trails. It is largely within the confines of the Pachaug State Forest. The trail enters and retreats from Rhode Island briefly. The hiking in this area is relatively flat and easy, often following old dirt roads.

Paugussett Trail

Mileage: 9 Miles
Communities: Shelton, Monroe

The Paugussett is a Blue Blazed Trail that glides across a high ridge along the Housatonic River from Shelton nearly to Newtown. It turns inward and follows along Boys Halfway River through a verdant ravine. The views of The All American Valley are good. The hike, strenuous at times, is mostly comfortable and well traveled. Though the trail traverses two major parks, it also skirts residential areas. Your views will be fair and long, but as you approach Paugussett's overlooks your new neighbors will be overlooking you.


Pequot Trail

Mileage: 7.6 Miles
Communities: Preston, Ledyard

The Pequot Trail is a trail in flux. It seems to loose and gain miles depending on the year, so it is best to check with CFPA to determine the most current path. The most reliable and least intrusive parking can be had at Milton Green Memorial Ball Field in Poquetanuck. From there you can head in either direction on the trail route. It is a wet and low trail and you should be prepared for a muddy walk. Perhaps in time this trail will be improved.


Pine Knob Trail

Mileage: 2.5 Mile Loop
Communities: Cornwall, Sharon

The Pine Knob Trail is a short loop stemming off of the Appalachian Trail (AT). Nearby Housatonic Meadows State Park offers camping and access to this trail. This is the best place to park as well. This is a pretty steep hike with a decent vista. But, its short 2.5 miles should not be considered easy. Nearby is the can't miss attraction of Kent Falls State Park - a three tiered waterfall with pools deep enough to swim in. So, you can make a day of this trail by combining it with a visit to the falls.

Pomperaug Trail

Mileage: 5 Miles
Communities: Oxford, Southbury

The Pomperaug is one of Connecticut's principal Blue Blazed Trails. It is another of the Zoar area trails, across Lake Zoar from The Zoar trail, and The Paugussett. Its 4 miles traverse through Jackson Cove Recreational Area and Kettletown State Park. The opportunity to loop back on The Crest trail makes an 8 mile round trip through pines and past overlooks with sweeping views of The Housatonic Valley.


Quinebaug Trail

Mileage: 6.4 Miles
Communities: Griswold, Voluntown, Planfield

One of the Voluntown area trails, the Quinebaug trail makes its 6.4 miles within the Pachaug State Forest. There are several unmarked cross trails. One of them leads to the Devil's Den rocks. The landscape here is low lying and the elevation gains are minimal; it is flat relative to most of the Western CT trails. Nearby trails include The Nehantic and Pachaug.

Quinnipiac Trail

Mileage: 24 Miles
Communities: North Haven, Wallingford, Hamden, Bethany, Prospect, Chesire

The Quinnipiac is the original Blue Blazed Trail. The complete trail is 24 miles and travels from North Haven to Cheshire. Along its way it passes through two State Parks: The Quinnipiac River State Park and Sleeping Giant State Park.In the third section of the hike the Regicides trail joins the Quinnipiac. The fourth section offers a side trail to Roaring Brook Falls Park.


Ragged Mountain Trail

Mileage: 6 Mile Loop
Communities: Berlin

The Ragged Mountain Preserve contains a loop trail which intersects the Metacomet Trail. There are some steep climbs totally about 1500ft of elevation gain. But, once ontop of the traprock ridge you will be treated to long and wide views.

Regicides Trail

Mileage: 7 Miles
Communities: New Haven, Woodbridge, Bethany

It's hard to miss West Rock State Park in New Haven. You drive under it on Route 15. Above the tunnel is a monumental traprock ridge. Starting there, at the Judge's Cave, is the Regicides Trail. It travels along the ridge till it meets with the third section of the Quinnipiac Trail. Along the way you are treated to panoramic views of Long Island Sound and the forested landscape of coastal Connecticut. The Sanford Feeder Trail leads from a good parking spot along an abandoned road and meets with the Regicides shortly before its termination at the Quinnipiac. A number of other blazed trails cross the Regicides in West Rock State Park. There is a gate and a fee for parking at West Rock Park in season.


Salmon River Trail

Mileage: 7 Mile Lollipop Trail
Communities: Colchester, East Hampton

Beginning at the Comstock Bridge - a preserved wooden covered bridge - the Salmon river Trail makes a 6.9 mile loop in the Salmon River State Forest. There is a gentle 200ft climb to an area overlooking the Salmon river Valley. There is a small beach at Day Pond State Park which you will reach about half way through your hike. Perhaps, an opportunity for a trail breakfast/lunch.


Saugatuck Trail

Mileage: 7 Miles
Communities: Redding, Weston

The Saugatuck Trail climbs and falls through thick forests along the picturesque Saugatuck Resevoir. It is a welcome scenic get-away around the corner from urban population centers in Fairfield County and Greater NYC. There are a number of parking spots, making it easy to split up this trail into two or three out-n-backs. Or. you can create some loops by using connecting trails from the adjacent Devil's Den Preserve.


Scoville Loop Trail

Mileage: 2.4 Miles
Communities: Middleton

In 2013 a new trail was commissioned by CFPA - The Scoville Loop. It is near to the trailhead for the Mattabesett Trail and may one day officially connect. It is about 2.3 miles and is comprised of two loops - so you can hike a figure 8 if you like. Part of the trail travels along the banks of The Connecticut River - so fishing and paddling are an option.


Shenipsit Trail

Mileage: 41 Miles
Communities: Portland, East Hampton, Glastonbury,Marlborough, Manchester, Bolton, Vernon

The Shenipsit begins near the Eastern bank of the Connecticut River and runs Northeast for about 41 miles. It is divided into three sections: South, Central, and North. The highest point on the the South Section of the trail is at Bald Hill (890ft). The Central Section begins at an abandoned drive-in movie theater, and the North Section contains a lookout tower which provides long views of Mt. Greylock in the Mass. Berkshires.

Sleeping Giant Trails

Mileage: Various Trails
Communities: Hamden

Sleeping Giant State Park is a hit with hikers. Their are numerous blogs devoted solely to hiking The giant and its network of trails. The Quinnipiac Blue Blazed Trail crosses through Sleeping Giant. Otherwise, there is a rainbow of trails crisscrossing the park that intersect each other frequently. There is free parking on the back end of the park. Sleeping Giant gets its name for the silhouette it makes when seen from a distance. A good view can be had from Castle Craig on the Metacomet trail. From there it is easy to define characteristics such as 'the giant's chin' and others which are frequently used to describe areas covered by trails. There are amenities here such as restrooms and a castle-like lookout tower.

Stony Creek Quarry Trails

Mileage: 39 Miles Various Trails
Communities: Branford

Stone Creek quarry Preserve in Branford is land adjacent to Westwoods in Guilford. The quarry is still in use and has been used for harvesting pink granite since 1858. Is it possible that your kitchen counter was cut from this quarry? Some famous features using stone from these quarries include the Statue of Liberty Base, the West Point Battle Memorial, and parts of the Brooklyn Bridge. There are a number of older abandoned quarries that envelope an expansive network of trails.

Sunny Valley Preserve Trails

Mileage: 4.2 Miles
Communities: Bridgewater

The Nature Conservancy protects 1900 acres of lakeside land in Bridgewater. Here, you will find a few good trails for hiking. If you park at Bridgewater Town Park you can follow the 4.5 mile blue blazed trail to its terminus at Pruchnik Lane. And, you can use various other trails to loop back. From strolls through meadows and farms to rocky climbs and scrambles these trails offer diverse and relatively easy hiking.


Tunxis Trail

Mileage: 79 Miles Various Trails
Communities: Southington, Wolcott, Bristol,Burlington, Harwinton, Plymouth, New Hartford, Canton,Barkhamstead, Hartland

The Tunxis Trail is composed of 18 separate trails totaling 79 Miles. These trails make their course through the Connecticut Western Uplands with the steepest miles of Connecticut hiking. Tory Den is a historical landmark, while a set of boulders known as the Indian Council Caves is found on Ratlum Mountain. From Satan's Kingdom to Devil's Kitchen, this trail would appear to be cursed. And, the few miles I have done on the Woodtick Trail have confirmed this. The Southern sections are not the best of hiking trails. The Northern sections hold promise though.

Westwoods Trail System - Guilford
Westwoods Trail System - Guilford

Westwoods Trail System

Mileage: 36 Miles Various Trails
Communities: Guilford

Guilford is the quintessential small town with an arts-village-type town square framing a manicured New England green. Its WestWoods Land Trust brings in mountain bikers, boulderers, hikers, and dog walkers from around the state. If Westwoods was a county fair, its Yellow Circle Trail would be the funhouse. Here is one of the most cleverly blazed hiking trails in all of New England ... delights and surprises abound.


Alain and May White Trail

Mileage: 4.5 Miles
Communities: Torrington

The Torrington area Trails include the Wolcott Trail, Muir Trail, and Alain and May White Nature Trails. The Wolcott trail circles Burr Pond at Burr Pond State Park. The Alain and May White Trails loop around in Sunny Brook State Park with the Testone Rock Trail making the main blue blazed loop. And, The John Muir Trail connects the two via the Paugnut State Forest. These trails are relatively wide and easy. There are plenty of parking spots as well. There is a fee for parking on weekends and holidays in the summer at Burr Pond State Park.


Whitestone Cliffs Trail

Mileage: 1.7 Mile Loop
Communities: Plymouth, Thomaston

The Whitestone Cliffs Trail is a short loop and part of the Waterbury Area Trails. It is connected to the Jerricho Trail by a yellow blazed trail. This area is said to be geologically active with a few ground faults about 100 feet long. You might feel a rumble and notice some rather large boulders sliding. Despite its short distance this trail is vertical and can be considered difficult.


Wolcott Trail

Mileage: 2.5 Miles
Communities: Torrington

The Torrington area Trails include the Wolcott Trail, Muir Trail, and Alain and May White Nature Trails. The Wolcott trail circles Burr Pond at Burr Pond State Park. The Alain and May White Trails loop around in Sunny Brook State Park with the Testone Rock Trail making the main blue blazed loop. And, The John Muir Trail connects the two via the Paugnut State Forest. These trails are relatively wide and easy. There are plenty of parking spots as well. There is a fee for parking on weekends and holidays in the summer at Burr Pond State Park.


Zoar Trail

Mileage: 7 Miles
Communities: Newtown

The Zoar Trail is a 7 mile loop trail in the Lower Paugussett State Forest. The Stevenson Dam on The Housatonic River creates Lake Zoar. Across the lake from the Zoar trail is Kettletown State Park and the Pomperaug Blue Blazed Trail. Zoar doesn't have many steep climbs and it is relatively easy hiking. Pryden Falls is the highlight of the trail in winter and spring when it is rushing. Overall, the trail passes along Lake Zoar, offering vistas and then turns inward where it takes you along rolling inclines through pine and deciduous forest and plenty of mountain laurel.