Devil’s Den Preserve (Weston, CT)


This loop hike goes by a scenic pond and the ruins of an historic portable sawmill and reaches a viewpoint over a nearby reservoir.

4.5 hours
Easy to Moderate
7 miles
Route Type:
No Dogs
Views, Historic feature, Birding, Cliffs, Wildflowers
First Published:

Daniel Chazin


Devil's Den Saugatuck Reservoir from the Great Ledge


View Devil's Den Preserve in a larger map

Trailhead GPS Coordinates
Driving Directions

From the George Washington Bridge, take I-95 to the Major Deegan Expressway north, which becomes the New York State Thruway. Take Exit 4, proceed east on the Cross County Parkway, and continue on the Hutchinson River Parkway north. Beyond the intersection with I-287, where I-684 begins to the left, bear right to continue on the Hutchinson River Parkway. The parkway crosses into Connecticut, where it becomes the Merritt Parkway (CT 15). Take Exit 42 (Westport/Weston) and turn right at the end of the ramp onto CT 57. Proceed north on CT 57 for 3.8 miles, then turn left to continue on CT 57 (as CT 53 proceeds straight ahead). Just beyond, follow CT 57 as it curves sharply to the right. In another 1.3 miles (beyond the sharp curve in the road), turn right onto Godfrey Road and proceed for 0.6 mile to Pent Road. Turn sharply left onto Pent Road and continue to the end of the road, where there is a parking area for the Devil’s Den Preserve.


This 1,700-acre preserve is the largest nature preserve in southwestern Connecticut. The system used to blaze the trails in the preserve differs from standard Trail Conference practice in that the color of the blaze designates only a category of trail use and does not distinguish one trail from another. Red-blazed trails are for hiking and cross-country skiing; yellow-blazed trails are hiking-only; and white blazes indicate that the trail is part of the Saugatuck Valley trail system. Each trail intersection is marked with a signpost that gives the number of the intersection and corresponds to the numbers shown on the map (several signposts are missing, while others have deteriorated to the point that the number is no longer readable, and the locations of a few numbered signposts are not shown on the map). While the preserve map correctly shows the relationship of the trails, it is not precisely to scale in some areas.

From the northeastern corner of the parking area, at signpost 21, head east on the Laurel Trail, an old woods road, with red and white blazes. At signpost 22, bear right and continue ahead on the Laurel Trail. Just beyond, a yellow-blazed trail begins to the left, but you should continue ahead, following the red and white blazes. The trail descends, crosses a wooden bridge over a stream, then turns sharply left.

At signpost 32, a side trail on the left leads down to the site of an historic sawmill. After making this short side trip, return to the main trail and turn left. Just ahead, bear left at the fork, then turn left and follow a footpath across the stone dam of Godfrey Pond – a mill pond built in the 1700s. Almost immediately, you’ll reach signpost 25, where you should turn right onto a yellow-blazed trail.

Soon, you’ll reach the shore of the pond at another stone dam and spillway. A bench has been placed here, and you may wish to pause and enjoy the view.Godfrey Pond. Photo by Daniel Chazin. The trail bears left and descends to signpost 26. Turn right here and cross the outlet of the pond on rocks and a wooden footbridge. Continue to follow the yellow and white blazes as the trail passes between cliffs (above on the left) and the pond (below on the right).

After crossing an inlet of the pond on a wooden footbridge, you’ll reach signpost 30. Bear right, continuing to follow the blazes around the shore of the pond. When you reach a woods road at signpost 34 (the number on this signpost is not readable), turn left onto the road, now following red and white blazes.

Soon, you’ll come to a fork at signpost 35. Bear left here and begin to follow the Godfrey Trail, a woods road marked with red and white blazes. You’ll be following this trail for the next two miles. In a short distance, you’ll reach signpost 36, where a side trail leaves to the left, but you should continue ahead, following the red and white blazes.

In about a mile, you’ll arrive at the Portable Sawmill site, with an interpretive sign and rusted remnants of Rusted Boiler on Godfrey Trail. Photo by Daniel Chazin.machinery from the sawmill that operated at this location from the late 1800s until 1922. The trail now climbs to signpost 39, where you should bear right and continue to follow the red-and-white-blazed Godfrey Trail.

In another half a mile, you’ll reach signpost 64 (not readable), where you continue ahead to stay on the Godfrey Trail. After crossing a footbridge, you’ll come to signpost 63. Here, you should turn left, leaving the Godfrey Trail, and begin to follow the Dayton Trail, marked with yellow and white blazes. The trail goes by a cliff and climbs to signpost 58. The Deer Run Trail, which begins on the left, will be your return route, but for now, proceed straight ahead.

Almost immediately, you’ll reach signpost 56 (the map is not to scale here). Turn right here and continue on the Great Ledge Trail. Soon, you’ll arrive at a rock ledge with a view through the trees of the forest below. This is the first broad viewpoint you’ll encounter on the hike. Just beyond, another rock ledge to the right of the trail offers an unobstructed view of the same forest. You might want to pause here to take in the view, but a more spectacular viewpoint is just ahead.

Soon, you’ll pass a small monument (painted yellow) with the letters “W” and “R” (signifying the boundary between the towns of Weston and Redding) and reach signpost 59. Continue straight ahead, following the sign to the “Great Ledge,” and when you come to signpost 60, turn right, now following only white blazes.In a short distance, you’ll come out on a rock ledge with a panoramic view over the Saugatuck Reservoir. This is the “real” Great Ledge, and you’ll want to take a break here and enjoy the view. Continue ahead on the white trail, and you’ll soon reach yet another viewpoint (from a rock ledge on the right), with an even broader view of the reservoir.

The trail now descends rather steeply for a short distance, then continues ahead and soon reaches signpost 62. Continue ahead, and almost immediately you’ll reach signpost 83. Turn left here, now following faded yellow blazes, and in a short distance you’ll cross a stone wall and reach signpost 61. Turn left (the orientation of the trails at this junction on the map is misleading), now following yellow and white blazes, and you’ll soon arrive at signpost 59. You may recall this location, as you were here previously. Turn right and retrace your steps to signpost 56 and, just beyond, signpost 58.

Turn right at signpost 58 onto the Deer Run Trail. When you reach signpost 55, bear left to continue on the Deer Run Trail, now blazed yellow. After crossing a stream, you’ll come to junction 54 (at this writing, the signpost is missing, but the junction can be identified by a sign that points back to the Deer Run Trail). Turn right and begin to follow the Bedford Trail – a wide woods road that you will follow for about three miles, all the way back to the parking area.

You’ll pass signpost 52 (not readable), where the Moller Trail begins on the right, and signpost 49 (also not readable), where the Donahue Trail begins on the right. In each case, continue ahead on the woods road, marked with red and white blazes. At signpost 49, the road changes its name to the Den Trail (although this is not indicated by any sign). The Ambler Gorge Trail goes off to the right at signpost 44 (also not readable, although there is a large sign near the junction), but you should continue ahead on the main woods road.

After crossing a footbridge over a stream, you’ll reach signpost 10. Here, you should bear left and continue to follow the wide road, which is now known as the Pent Trail. You’ll recross the stream on a wooden bridge and proceed ahead on the road, passing signposts 8, 7 and 6.  Note that, beyond signpost 8, the map shows the road as a thin line, but that is because the road descends very steeply at this point and is therefore not suitable for cross-country skiing. The McDougal Trail (West and East), shown on the map with thicker lines, is actually a narrower route.

Continue to follow the road past signposts 19, 5, 4 and 3 until you reach the parking area where the hike began.