Off-Road Trails Near Woodbury Center, Connecticut

This is an easy cruise through Meshomasic State Forest along an unmaintained, mostly dirt road with some gravel sections. While it's passable in almost any vehicle, I recommend something with off-road capability due to frequent bumps, ruts, and the occasional mud hole--especially after a good rain. ...
Learn more about Del Reeves & North Mulford Roads

This mellow backroad route through Meshomasic State Forest follows a rough, mostly dirt track with a few gravel sections mixed in. It’s doable in nearly any vehicle, but something with off-road durability makes the ride smoother, especially when the ruts deepen, or rain turns things muddy. You’ll pa...
Learn more about Del Reeves Road

In order to access the trail system of the Cockaponset State Forest, Old Country Road is a very straightforward dirt and gravel entrance. The road allows for a smooth cruising experience through the state forest.
Learn more about Old Country Road

The dirt and gravel Mottland Road to Jericho Road leads directly into the Cockaponset State Forest trail network. Enjoy a leisurely drive through the forest on this road. A 4x4 /AWD is not needed to drive this road in regular conditions.
Learn more about Mottlan - Jericho Road

Serving as an entrance to the Cockaponset State Forest trail system, Filley Road is a very straightforward dirt and gravel path. The road allows for a smooth cruising experience through the forest and offers additional access to more trails in the state forest.
Learn more about Filley Road

This trail is a straightforward path; however, there are sections that have puddle crossings that range from six to ten inches in size and require some ground clearance. The majority of obstacles are very straightforward and can be overcome with a stock vehicle. This road is located in the southern ...
Learn more about Tower Hill Road to Spruce Ledge Road

This easy dirt road cuts through Salmon River State Forest, offering a smooth ride with a few rockier sections--nothing a stock 2WD vehicle can't handle with a bit of care. After rainfall, you may encounter some muddy spots and shallow puddles, typically less than 12 inches deep. The road is wide en...
Learn more about Gulf Road

Like many dirt roads in Connecticut, this one winds through the Babcock Pond Wildlife Management Area, offering a fun and scenic ride. Expect a few deep mud holes--nothing a stock 4WD vehicle can't handle with a bit of caution. After rainfall, some mud holes can exceed 12 inches in depth. The road i...
Learn more about Miles Standish Road

Beartown Mountain Road winds its way through the northern section of Beartown State Forest. Beginning at route 102 and travelling south into the park, the gravel begins 2 miles in. The trail begins at an unlocked gate. Remnants of pavement that deteriorated over the years are still visible from t...
Learn more about Beartown Mountain Road

This scenic trail winds through Shenipsit State Forest, offering a mix of challenging and easy terrain. Starting from Kibbe Road, expect some tight, narrow sections where pinstriping is likely for full-size trucks. There are also a few small, off-camber sections to navigate. The trail opens up after...
Learn more about Shenipsit Trail System

This track is very overgrown;it's super tight to start with branches all over the sides and top of your rig. The cell service is decent, but the GPS gets a little confused at times. The majority of the track is dirt;there are some decent-sized boulders you'll have to crawl over, there is a spot with...
Learn more about Old Spencer Road

This track is very overgrown. If you like your paint, don't go down it. It does open up after the beginning, but it's super tight to start with branches all over the sides and top of your rig. The cell service is decent, but the GPS gets a little confused at times. The majority of the track is dirt;...
Learn more about Sully's Way

Level 1, besides one water crossing, which I'd give a 2 for a 4x4, single track wide, mostly rough gravel, overgrown slightly, will cause some scraping on the paint, it's maintained a little bit with clearing trees that fell, starts in Stafford Springs, Connecticut then ends in Hampden Massachusetts...
Learn more about Hampden Road

Welcome to October Mountain State Forest, the largest state forest in MA. Country Road is the main entrance into the state forest. The gravel road is well-maintained and provides access to several areas of the park. Stop and enjoy the views of the wetlands to the west, or take a stop by the Appalac...
Learn more about Country Road

For fans of history's mysteries, this is a can't-miss trail. Hints of a once well-maintained way periodically peek out from beneath years of leaves and decay. However, don't let the fire hydrants and mile markers fool you;missing bridges and decades of erosion make this a moderately challenging trai...
Learn more about Washington Mountain Road

Welcome to October Mountain State Forest, the largest state forest in MA. Lenox Whitney Place Road connects Country Road to the center of the Forest and all other trails within the park. Several trail options branch off throughout the entire trail. Please note signage that indicates what vehicles...
Learn more about Lenox Whitney Place Road

This trail skirts the edge of a very marshy section of the Housatonic River. This trail is mostly flat, with some large dried-up mud holes and a few washed-out sections. 4WD is not necessary, though a higher-clearance vehicle is needed to avoid bottoming out. Multiple kayak and canoe launch sites do...
Learn more about Roaring Brook Road

Lower Tower Road is a short ride that leads to one of the nicest views in all of western MA. This is a very well-maintained graded gravel road that winds through the forest. Starting from the west heading east, prior to the trail is a paved section until you reach an ORV parking site. From there, ...
Learn more about Lower Tower Road

Ashley Lake Road is an old, unmaintained road through October Mountain State Forest. It rolls through hardwood forests past multiple lakes/reservoirs, including Ashley Lake, Sandwash Reservoir (this has a unique "aerator" which is a large fountain in the middle of the woods), Clapp Pond, and Mud Pon...
Learn more about Ashley Lake Road

This is a dirt road whose center section is seasonally unmaintained. It skirts through the woods among private property and Beebe State Forest. You'll pass through ravines, hardwood groves, and over a small ridge on this peaceful path. While not much of a challenge for trucks or SUVs, cars should no...
Learn more about Old Macedonia Road

This mellow backroad route through Meshomasic State Forest follows a rough, mostly dirt track with a few gravel sections mixed in. It’s doable in nearly any vehicle, but something with off-road durability makes the ride smoother, especially when the ruts deepen, or rain turns things muddy. You’ll pa...
Learn more about Del Reeves Road

In order to access the trail system of the Cockaponset State Forest, Old Country Road is a very straightforward dirt and gravel entrance. The road allows for a smooth cruising experience through the state forest.
Learn more about Old Country Road

The dirt and gravel Mottland Road to Jericho Road leads directly into the Cockaponset State Forest trail network. Enjoy a leisurely drive through the forest on this road. A 4x4 /AWD is not needed to drive this road in regular conditions.
Learn more about Mottlan - Jericho Road

Serving as an entrance to the Cockaponset State Forest trail system, Filley Road is a very straightforward dirt and gravel path. The road allows for a smooth cruising experience through the forest and offers additional access to more trails in the state forest.
Learn more about Filley Road

This is an easy cruise through Meshomasic State Forest along an unmaintained, mostly dirt road with some gravel sections. While it's passable in almost any vehicle, I recommend something with off-road capability due to frequent bumps, ruts, and the occasional mud hole--especially after a good rain. ...
Learn more about Del Reeves & North Mulford Roads

This mellow backroad route through Meshomasic State Forest follows a rough, mostly dirt track with a few gravel sections mixed in. It’s doable in nearly any vehicle, but something with off-road durability makes the ride smoother, especially when the ruts deepen, or rain turns things muddy. You’ll pa...
Learn more about Del Reeves Road

In order to access the trail system of the Cockaponset State Forest, Old Country Road is a very straightforward dirt and gravel entrance. The road allows for a smooth cruising experience through the state forest.
Learn more about Old Country Road

The dirt and gravel Mottland Road to Jericho Road leads directly into the Cockaponset State Forest trail network. Enjoy a leisurely drive through the forest on this road. A 4x4 /AWD is not needed to drive this road in regular conditions.
Learn more about Mottlan - Jericho Road