The Housatonic Rail-Trail in Trumbull, a.k.a., the Pequonnock Valley Greenway, offers a shady respite from suburban Trumbull, this fairly flat trail overlooks the winding Pequonnock River for much of its 3.4 miles. Rapids and distinctive rock outcrops add interest. The trail begins on the railroad corridor, strays from it, then returns to emerge at Old Mine Park.
The trail starts at Tait Road with an asphalt entryway up a short hill. From the signboard near Whitney Avenue to the Monroe town line, the trail is paved with asphalt. The segment through the Pequonnock River Valley has a smooth stone dust surface. Because Route 25 crosses the original railroad right-of-way, there is a short hill to climb in Parlor Rock Park (an early 20th-century amusement area) to access the wooden bridge under Route 25.
Through Old Mine Park, the trail parallels the park entry road. (Note: Trummbull restricts parking to residents and issues tickets to vehicles without a Trumball parking sticker.) Use caution when crossing busy Route 111/Monroe Turnpike.
Shortly after Route 111, the trail splits: the original trail, which is a rough dirt and gravel surface, continues straight. A newer paved trail involves a climb, bears right and ends just before the Victorinox property in Monroe. From Victorinox, turn left and cross through the parking lot. Just after crossing a bridge, turn left on the dirt surface to resume the trail to Maple Drive. To continue on the Monroe segment of the rail-trail, follow Maple Drive to Purdy Hill Road; turn right and go a short distance. The trail continues on the left across from the animal shelter.
To park near the old town hall, take State Route 25 to Exit 9 and turn south on Daniel's Farm Road. At the light, take a right on SR 127, followed by an immediate right on Tait Road (not Tait's Mill Road) to the unsigned, small parking area beside the old town hall (now called the Helen Plumb Building). The trailhead lies 50 yards down the road on the left.
Only permitted town residents can park at Old Mine Park; visitors may park on neighboring streets. To reach the park, take SR 25 North to SR 111; continue north on 111 and take the first right turn into the park. The signed trailhead is near the main parking area.
The Whitney Avenue trailhead offers a larger parking area, but only town residents and state residents with fishing licenses may purchase the required permit.