Beginner Off-Road Trails Near Middletown Springs, Vermont

Vermont Class 4 Road: This up-and-back road is a quick, unchallenging trail to an amazing view of Prospect Rock. The trail ends at a gate shortly after it is joined by the Appalachian Trail. If…
Learn more about Old Rootville Road

Vermont Class 4 Road: This is an easy drive through a notch between Little Equinox and Pendock Hill. The trail is sometimes steep, especially on the eastern slope, but includes nothing too technical. The road…
Learn more about Southeast Corners Road

Hog Town Road connects Shelving Rock Road at the west end and County Road 16 at the east end of the trail. The road takes you to a few hiking trails and a fishing pond…
Learn more about Hog Town Road

Located in Vermont's Green Mountain National Forest this short trail bypasses a section of Scenic Route 100 north of Pittsfield. A fairly narrow and sometimes muddy section of a few miles is back-ended by a…
Learn more about Liberty Hill / FR 223

The Dacy Clearing Road starts at the Shelving Rock Road and takes you to several primitive campsites and the Dacy Clearing Trailhead in the Lake George Wild Forest in the eastern part of the Adirondack…
Learn more about Dacy Clearing Road

Shelving Rock Road starts at the Sly Pond Road and takes you to several primitive campsites, trailheads that lead to breathtaking waterfalls, and Lake George in the Lake George Wild Forest in the eastern part…
Learn more about Shelving Rock Road

Mainly a dirt and farm road with short sections of class 4. Be on the look out for dairy cattle and farm equipment. This is a great drive any time of the year, but when…
Learn more about Stock Bridge Road to Woodstock

A very well-maintained fire service road that follows the boundary of the bread loaf wilderness in the Green Mountain Forest. There are many amazing off-grid camping spots with some amazing views. This out-and-back road crosses…
Learn more about Patterson Brook Road Fire Service 50

Big Hollow Road is an out-and-back off-road trail that begins at the base of Prospect Mountain in Lake George. The route starts by passing through two tunnels beneath the Adirondack Northway (I-87). After emerging on…
Learn more about Big Hollow Road

This is a well-maintained gravel road flanked by forests and dispersed campsites on either side. There is a gate at the entrance which is closed from December 15th to May 1st. Camping is allowed at…
Learn more about US FSR 74

An alternate exit/entrance from County Road, this trail is a muddy, rocky, and rutted path through mostly hardwood forests. There are several instances where alternate paths avoid rockier terrain but travel through murky muddy pools.…
Learn more about Risky Ranch Road (VT TR 302)

Low risk, high reward. This trail through Monroe State has it all: a wooded drive, fantastic views, and amazing waterfalls. The trail has two names because it is a town road that passes through two…
Learn more about Monroe/ Raycroft Road

This is a well-maintained state access road with wooded valley views, numerous adjacent brooks, and multiple side hiking trails. It is part of the Berlin State Forest and provides access to the Taconic Crest hiking…
Learn more about Cowdry Hollow to Comstock Hollow Road

This is a very gentle dirt road with a mildly more difficult center section that is not maintained. The real gem of this trail is the access it provides to Bog Pond, which includes a…
Learn more about Savoy Road/New State Road

This is a quiet and usually easy alternative route to ascend Mount Greylock, Massachusetts highest peak. While only open June through October, this gravely jaunt through the woods is more peaceful than the paved and…
Learn more about Greylock Road

This route starts as an easy track curving through thickly wooded state land. It eventually rises to a ridge with decent views of the west and spectacular views to the east overlooking the Taconic Ridge…
Learn more about Schaeffer Road

Adams Road is a deeply rutted and muddy road that descends from near an active fire tower (with a gated access road, but hiking up to it is permitted) down the northeast side of Borden…
Learn more about Adams Road

Bannis Road is an unmaintained road, open June 1st through December 30th. A rolling, wooded trail, it is easily completed with any high-clearance vehicle, with only a few deep gullies and ledges. It does feed…
Learn more about Bannis Road

Middle Road is a well-maintained state forest road traversing the Kenneth Dubuque State Forest from South to North. Like the nearby Hallockville Road, this easy drive brings you through a young forest with a deep…
Learn more about Middle Road

This trail starts and ends on easier terrain, but the middle section is a nice little challenge. Dense hardwood forests, numerous babbling brooks, ancient stone bridges, a grassy field, and even a couple of mud…
Learn more about Stetson Road

This is a nice ride through the backwoods of the Lake Placid area. Most of the surrounding area on the western end is owned by a forest products company and they have blocked side trail…
Learn more about Lake Glen Road

This is a short but rewarding drive for a novice of roader, or just someone looking for an easy day out. It provides some nice views of the Berkshires and pleasant topography, especially in the…
Learn more about Rounds Mountain DEC Access Road

Hallockville Road is a well-maintained dirt road through the Kenneth Dubuque State Forest. History abounds as you drive through this dense, but young mixed-wood forest. Incredibly good condition stone fences dart in and out of…
Learn more about Hallockville Road

This is a seasonal dirt road, but well-maintained in the summer. The trail leads to the Tenant Falls trailhead and roadside camping. Big parking area/turnaround at the end of the road. There are four first-come…
Learn more about Hope Falls 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

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 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

Lyme Adirondacks Timberland Company owns and maintains this track and the surrounding land. ATVs and Snowmobiles are NOT permitted on this track, but Mountain Bikers can often be found along its route, so be aware.…
Learn more about Fly Creek Road

This track and the surrounding land are owned and maintained by Lyme Adirondacks Timberland Company. ATVs and Snowmobiles are NOT permitted on this track, but Mountain Bikers can often be found along its route, so…
Learn more about Long Level Road