Beginner Off-Road Trails Near Asharoken, New York

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…
Learn more about Tower Hill Road to Spruce Ledge 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 forest and…
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, which also leads to several unmarked side…
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…
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…
Learn more about Del Reeves & North Mulford Roads

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…
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…
Learn more about Miles Standish Road

This is a short, loose gravel section of road. Nothing technical at all, is one lane, but has pull-offs. There is a small parking section at the end for hiking. Will have to turn around…
Learn more about Fire Tower Road

This started out as a loose gravel, non-maintained 2-lane road, nothing technically. This follows a river where there are plenty of pull-offs to walk down to the river. Also, there are sections to pull over…
Learn more about Lundy Road

This is a loose gravel road, most of which is suitable for two vehicles. There is nothing technical on this road; it is just a nice, easy drive, with views of the streams and a…
Learn more about Rogue Harbor Road

This is a loose gravel road off of Lundy Road. Cross over a bridge and start climbing up a small hill. At the end turn around and head back to Lundy Road. There are sections…
Learn more about Cutler Road

Gravel road, nothing to changeling, there are some slight elevation changes. There are some spots that are washed out with erosion off the sides of the trails, which may cause issues with heavy rain (potentially).…
Learn more about Mitchell - Roosevelt Road

Success Road winds through the Collier Mills Wildlife Management Area. It's a dirt road, about two vehicles wide, that receives occasional maintenance before hunting seasons. The road transitions to sand with some deep patches and…
Learn more about Success Road

The trailhead for the Two Towers Loop is accessed from Reed Rd. You will see wild animals from the adjacent Six Flags safari park. Once you turn onto the trails you will be on soft…
Learn more about Two Towers Loop

This is a short trail off Lundy Road that is a one-lane road with limited pull-offs. Some small water/mud holes. There is a section to park at the end and go hiking. There is also…
Learn more about Eastern Boundary Trail

The route starts off on Eldridge Road, runs the side of Assunpink Lake, and the trail is mostly dirt and gravel with some sand, mostly flat, with nothing challenging. There are plenty of access areas…
Learn more about UTT Connector Trail

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…
Learn more about Shenipsit Trail System

This is a non-maintained road. It is loose gravel, but has nothing technical. It is wide enough for 2 cars for the majority of the route. Where it isn't, there is room to move over.…
Learn more about Box Baum Road

This is a non-maintained road that starts out with loose gravel and packed dirt. It changes to loose rock and mud. After rain, there will be lots of deeper holes that are full of water…
Learn more about Eden Road

This trail is a mix of packed and loose gravel. As you start to climb the hill, there are some sections that are washed out and have formed some deep ruts. When it rains, there…
Learn more about Wolf Brook Trail

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…
Learn more about Old Macedonia Road

This is the Forked River Mountain Summit Trail, giving you the easiest route to the very scenic summit of the Forked River Mountains. Most of the trail has been recently maintained by the forestry service…
Learn more about Forked River Mountain Summit

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…
Learn more about Roaring Brook Road

This is a simple trail composed of a seasonal and an unmaintained road. The track bounces from Massachusetts to New York and back again to Massachusetts. The terrain is rolling and varies from old farm…
Learn more about Deane Hill/Rossiter Road

Entering off the Route 48 side, the trail begins as a graded gravel road through a private forest preserve. This section of trail is very scenic and has a couple of interesting sights alongside it.…
Learn more about Hartwood Club Road to Whitehead/Prosper Davis 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…
Learn more about Ashley Lake Road

This is a loose gravel road, that follows a corn field and the Delaware River. It is a one way road for most of the time. There is nothing technical it is a easy route…
Learn more about Caddo Access Road

This is an easier trail with some deep mud holes and numerous small rocks along the trail. It brings you to the secluded and picturesque Farnham Reservoir (City of Pittsfield) which provides plenty of cascading…
Learn more about Whitney Place to New Lenox Road

This is a nice short route that begins a little bit off of Pasadena Woodmanse Road and spurs off of the Brendan T. Bryne to Bear Swamp Hill route. This will take you through some…
Learn more about Webb Mill Road to 539

This is an open easy trail through Whites Bog Village and the Bogs in the area. These are maintained bog roads that require no special skill or vehicle to navigate. Along this loop, you will…
Learn more about Whitesbog Village Trail