Hike Description:

This hike follows the historic route of the Old Croton Aqueduct, built between 1837 and 1842 to supply water to New York City. Supplanted by two newer aqueducts, the Old Croton Aqueduct was taken out of service in 1955. The level footpath atop the Aqueduct tube has for many years been a favorite of walkers, and the Aqueduct route became a state park in 1968. Except for green posts with the letters “OCA” at some road intersections and trail junctions, there are few markings along the route, so you should be careful to follow the directions below.

Begin the hike by proceeding north from Franklin Street along the Aqueduct route, which passes between the backyards of adjacent homes. The route is very narrow here, but the right-of-way on which you are walking is part of the state park. After crossing several local streets, you will notice a chimney-like stone tower with the number “13.” These towers, known as ventilators, were constructed along the Aqueduct route about every mile. Their purpose was to keep the water fresh and equalize the pressure along the route.

The Aqueduct continues along on a high embankment over Andre Brook and soon reaches the spacious grounds of Sleepy Hollow High School. The school has a breezeway across the Aqueduct, so you will have to detour around the building. Turn right and climb the steps at the southeast comer of the building, turn left, then go north once more, walking through a parking lot between a ball field on the right and a wooded strip (the actual Aqueduct route) on the left. At the north end of the parking lot, continue past the gate to Bedford Avenue.

Cross Bedford Avenue and continue along a grassy embankment. After passing Ventilator #12 and crossing Gory Brook Road, the trail enters a beautiful wooded section. Below on the left is Douglas Park of the Village of Sleepy Hollow and then the Sleepy Hollow Cemetery. After passing the cemetery, the Aqueduct curves to the left and crosses the Pocantico River on a long embankment, towering 85 feet above the stream. A stone building, known as a weir (which contained large metal gates to regulate the flow of the water) is located just beyond the embankment. On the right, a trail leads into the Rockefeller State Park Preserve.

After briefly paralleling Route 9 and passing through a rock cut, the Aqueduct route is interrupted by the limited-access Route 117. Here, the trail goes east along Route 117, turns left and crosses the highway on a steel bridge, then turns left again until it finally regains the Aqueduct route. The trail is bordered for most of the way by high fences, so it is not hard to follow. Upon reaching the historic Aqueduct route, the trail bears right and, in a third of a mile, passes another ventilator.

Soon after passing the ventilator, the trail bears left and crosses Route 9 on a steel bridge. This road, also known as the Albany Post Road, predates the Aqueduct, so when the Aqueduct was constructed, it passed over the road on a stone-arch bridge. But when traffic began to increase, the width of the arch became inadequate, and it was removed in 1924. A new steel bridge was constructed in 1998.

The trail continues through a pleasant stretch of woodland walking. After crossing Country Club Lane, it once more goes through some backyards and passes another ventilator. It reaches River Road opposite a school. Here, the Aqueduct crosses under Route 9. To avoid an unpleasant walk on this busy highway, the trail turns left and follows River Road. It turns right on Creighton Lane, then right once more on River Road. This stretch of road walking is an interesting change of pace, with beautiful views of the river to the left. The trail turns right on Scarborough Station Road, which it follows back to Route 9 (Albany Post Road).

When you reach Route 9, you will notice a large church on the opposite side of the road. Cross the road, bear right, then immediately turn left onto Scarborough Road. Continue for two blocks, then turn right onto Long Hill Road. Almost immediately, turn left onto the wide Aqueduct route, which parallels Scarborough Road. The Aqueduct recrosses Scarborough Road and enters a pleasant wooded section, continuing across an embankment and passing another ventilator, with residential buildings below on the left. After passing taller apartment buildings, a swimming pool and tennis courts, the Aqueduct curves sharply to the left, passes through a parking lot, and reaches Highland Avenue (Route 9) in Ossining.

Cross the road, turn right, then bear left and follow a macadam path which skirts a ball field in a town park. Cross the intersection of Washington and Edward Streets and go through another park, with a paved path following straight along the Aqueduct route, then turn right onto Spring Street. You will notice a stone ventilator on the school grounds to the right. This one is particularly interesting because it is inscribed with the name of the contractor who built this section of the Aqueduct and the date of the construction. Proceed ahead on Spring Street to Waller Avenue. Turn right here and then left in 50 feet, regaining the route of the Aqueduct. After crossing Maple Place, the Aqueduct route becomes a landscaped brick path. The next street crossing is Main Street, in the commercial center of the village.

After crossing Main Street, you will notice interpretive signs to the left of the trail. You are approaching the Double Arch across the Sing Sing Kill -- one arch carries the Aqueduct; another, below, carries Broadway over the kill. Just before the arches, you will see a path leading to the right. You may wish to take a short detour here to visit the Ossining Urban Park Visitors Center at the Joseph J. Caputo Community Center, in the valley below. It contains exhibits on the construction of the Aqueduct and the Sing Sing Correctional Facility (commonly known as the Sing Sing Prison). After stopping at the visitors center, cross the Double Arch and reach a stone weir, built in 1882. 

The trail route now crosses a street, climbs a flight of steps, and continues on a macadam path through a park. Cross North Malcolm Avenue and continue to follow the Aqueduct route, passing brick-and-stone ruins on the left. At the next street (Van Wyck Avenue), turn left (leaving the Aqueduct route) then immediately turn left again onto Snowden Avenue and follow it downhill. At the base of the hill, turn left onto Water Street and follow it to Main Street, then turn right and continue to the Ossining Metro-North station, where southbound trains to Tarrytown leave at least every half hour (for schedules, call 1-800-METRO-INFO or go to www.mta.info). Be sure to sit on the right side of the train to enjoy beautiful views of the Hudson River! The train ride takes only eight minutes. When you arrive in Tarrytown, proceed to the southern end of the station and follow Franklin Street up the hill and across South Broadway to where you started the hike.