Last Updated:      August 18, 2018

Length:                Westchester Riverwalk; 51.5 miles when complete

                              Peekskill section; 2.5 miles (new section?).                       Peekskill Landing Park; 0.8 mile Loop

                              Croton-on-Hudson section; 1.8 miles.                                Croton Landing Park; 1.2 mile Loop        

                               Croton Point Park to Spring Street in Ossining; 3.5 miles (Includes on-road, Route 9 Bike Path and Croton Aqueduct Trail)

                              Louis Engel Waterfront Park; 0.5 miles    Loop to & from the Old Croton Aqueduct Trail; 1.8 mile

                              Spring Street in Ossining to Sleepy Hollow; 5.4 miles

                              Sleepy Hollow-Tarrytown section; 1.3 miles    

                              Tarrytown-Lyndhurst section; 0.8 miles    Lyndhurst Loop; 1.2 miles

                              Tarrytown-Irvington section; 1.1 miles

Difficulty:             Easy to moderate. Paved trails, stone-dust, hard packed dirt & grass, on-road sections. See; Descriptions Below.


For Peekskill; From the intersection of Routes 6, 9 & 202 in Peekskill head north on Route 9 & 202. Cross over Annsville Creek and head left on Route 202. The Annsville Creek Paddle Sport Center parking lot is immediately on your left. 

For Croton-on-Hudson; From Route 9 in Croton-on-Hudson take Route 9A & 129 exit to Municipal Pl and travel south to Half Moon Bay Dr. Turn right on Elliot Way and follow to its end for Croton Landing Park northern parking lot.

For Rockefeller SP; From the intersection of Route 9 & 133 in Ossining travel south on Route 9 for 2.3 miles. Turn right on River Rd then left into the River Road parking lot.   

For Sleepy Hollow; From the intersection of Route 9 & 448 in Sleepy Hollow head SW on Beekman Ave, across the RR tracks to River St where you'll find the Horan's Landing parking lot on your right. 

Tarrytown; From I-287 take exit 9.

Eastbound; Brings you to Route 9. Turn left to reach the Lyndhurst entrance which will be on your right.

Westbound; Brings you to Route 119. Turn left to reach Route 9, then left on Route 9. The Lyndhurst entrance will be along your right. 

For the Lyndhurst Loop or Loop & Riverwalk; Enter the grounds and take your first left up to the Main gravel parking lot. For the Riverwalk only; Continue through the grounds, past the Mansion and down past the Welcome Center passing a small parking area (future continuation of the Riverwalk south from here) to a gravel parking lot overlooking the RR tracks and river.     

The Westchester Riverwalk is a planned 51.5-mile multi-faceted pathway paralleling the Hudson River in Westchester County. When completed, it will link village centers, historic sites, parks and river access points via a connection of trails, esplanades and boardwalks from Peekskill south to Yonkers. The trail currently consists of fragmented sections connected on-road or via the Old Croton Aqueduct Trail. I break down the completed sections by town from north to south. For more information visit;  WESTCHESTER RIVERWALK


This section is mostly off-road and has future plans to continue it off-road south.

Starting from Annsville Creek Paddle Sport Center parking lot; This is part of Hudson Highlands SP. Two stone-dust trails lead from the parking lot. Follow the Annsville Creek Walkway alongside Annsville Creek past a boat launch and around a narrow piece of land jutting out into the creek. This loops you back around past Hudson River Expeditions to the parking lot. Head right out to Route 9/202. Caution; You need to utilize the narrow shoulder along this busy road. Not recommended for kids on bikes. As you approach the bridge over the mouth of the creek a pedestrian path is available, however, you'll need to lift your bike over the guard rail. If you continue along the guard rail which turns into a cement barrier, at the end of the barrier is a gap that leads to the path. Here the trail leads downhill away from the road bringing you to Annsville Creek Preserve Park parking lot at 0.7 (.5)miles.

 Note; Heading right you pass a fishing dock and travel alongside the creek to just below the Route 9/202 Bridge.

Heading left out of the park along Old Pemart Ave, a gravel/asphalt on-road (low traffic) connection, takes you alongside the RR tracks next to the Hudson River. You travel underneath a blue archway (Annsville Creek Preserve) where the on-road route continues (paved road). Continue straight along N Water St, then right along S Water St (places to eat...). Pass by the LINCOLN DEPOT MUSEUM on your right across from the giant murals. Next pass by PEDAL PEEKSKILL where you can rent a bike before turning right on Hudson St and crossing the RR tracks into Riverfront Green Park and parking area at 1.5 miles. 

Note; If you head right through the parking area past a playground, restroom and picnic pavilion you'll come to two small bridges. Cross either one into Peekskill Landing Park. A stone-dust trail takes you past a wide pier along the river. The trail splits creating a loop past a gazebo. Lots of sculptures and informational signs. Heading down the pier on the way back brings you to an arbor. Return for a 0.8 mile Loop.

Straight ahead will be a Westchester Riverwalk sign. 

Note; Straight ahead leads past sculptures to a promenade overlooking the river.

The trail continues left along the sidewalk past the Firefighters Memorial. Left is the Peekskill Train Station. Past another parking lot you pick up the paved trail. Come to a gazebo where the trail splits then rejoins itself. You then parallel Hudson Ave past the Peekskill Yacht Club out to Travis Point where you'll find a picnic pavilion. Here you travel just above the river to a cantilevered boardwalk between the RR tracks and river at 2.2 miles. Return to the paved trail passing an overlook on your right before coming to the Charles Point Pier Park  parking lot, where you'll find another map board. A wide sidewalk takes you through the park to a long wooden fishing dock at 2.5 miles.

Note; I believe the trail now continue left around Charles Point to Lents Cove Park. I haven't checked this out yet.



This section includes a lot of on-road routes, with just a few isolated, short Riverwalk sections. Steamboat Riverfront Park in Verplanck. RiverWalk at VA Hospital in Montrose. I haven't checked out this section yet.


This section is mostly off-road. It also utilizes the Route 9 Bike Path.  

Starting from Croton Landing Park northern parking lot; Restrooms located here. 

Heading North; The wide paved trail travels alongside the Hudson River. Trail splits, right travels through a saltwater marsh before they rejoin. Large rail yard along your right and an artificial cove on your left created by boulders. The trail ends after 0.6 miles next to a 9/11 Memorial

Heading South; (Re-zeroing Mileage) The wide paved passes by a boat launch before paralleling Elliot Way. Pass by a pedestrian bridge over the RR tracks at 0.2 miles. Pass by the Croton Yacht Club, followed by the Senasqua Park parking lot (picnic tables, pavilion & playground) before coming to a tunnel on your left at 0.5 miles.

Note; This tunnel takes you underneath the road and RR tracks out to Half Moon Bay Drive.

Next you come to a Map board next the Halfmoon Bay Marina parking lot at 0.7 miles. Here the trail detours around this complex. Head left across Elliot Way which travels underneath Half Moon Bay Dr between the Half Moon Bay complex and another rail yard. A sharp right turn and you'll cross Half Moon Bay Dr again where the trail parallels the road all the way to Croton Point Ave at 1.8 miles.

Note; Heading Right takes you into Croton Point Park where you'll find a beach, playgrounds, picnic tables, restrooms and hard packed dirt and grass trails. See; Map below.

Heading Left on-road along Croton Point Ave (sidewalk available) brings you to the Route 9 Bike Path after 2.3 miles. Head right up the ramp along the Bike Path, which is separated by a barrier from the Route 9 traffic. You cross the Croton River into Ossining after 2.8 miles and come to the intersection for Mystic Dr and Old Albany post Rd after 3.2 miles.

Ossining-Briarcliff Manor-Rockefeller State Park:

This section is mostly off-road, along with the Old Croton Aqueduct Trail. The official Route utilizes more on-road sections (See Map) while I utilize more of the Old Croton Aqueduct Trail.

Note; You have two options from here:

1. You may continue on-road (shoulder or sidewalk available; Not recommended for kids on bikes) to the intersection of Audubon Dr at 3.7 miles where you'll utilize the hard packed dirt & grass Old Croton Aqueduct Trail which begins on your right. 

2. You may head left up on-road (low traffic) Old Albany Post Rd and then go right up a steep Ogden Rd where you'll pick up the hard packed dirt & grass Old Croton Aqueduct Trail on your right across from a green OCA post at 3.2 miles. You'll pass an old ventilation shaft , where you have to climb up a short, but steep hill to a road crossing. Return to Route 9, turn left and cross Route 9 at the crosswalk where the Old Croton Aqueduct Trail continues after 3.9 miles.

Continuing south (3.9 miles) along the hard packed dirt & grass Old Croton Aqueduct Trail. At 4.1 miles The trail takes you over a wide grassy area, but just stay straight to remain on the trail. You reach a square stone building at 4.5 miles, that serves as an access point down to the aqueduct. You can feel the cool air emerging from the open bared door. Next, cross the road and head right where the trail veers left across a grassy median. Your now entering the more urban section of Ossining. Cross N Malcolm St at 4.8 miles where the trail enters a linear park. Follow the paved path up the hill and then down the steps on the other side. Across Ann St is the Ossining Weir Chamber. This is a National Park Service Historical Site. This large, square stone building accesses the old aqueduct below. There are tours that descend down into the huge brick lined tunnel of the aqueduct. 

Note; CLICK HERE for a visual description of the trail from here south to Sleepy Hollow from Scenes from the Trail

Here, you cross over the Sing Sing Kill (river) on top of the aqueduct along the Village of Ossining Linear Park . When you reach the other side, a path right takes you down to a viewing platform to see the Double Arches below the bridge you just crossed. 

Note; Heading left stairs lead down to Leonard St and out to Broadway. Across the street is the Joseph Caputo Community Center. Head left to the lower parking lot. At the far left corner you'll find the SING SING KILL GREENWAY , a paved 0.5 mile trail along the Sing Sing Kill Gorge.  

The trail here is brick lined as it brings you to Main St. Cross over Main St and continue along the brick path to Maple Pl. Take a right down Maple Pl to Spring Street in Ossining at about the 5.3 mile mark. 

Note; To check out another section of the Westchester Riverwalk travel straight through Municipal Lot #5 out to Main St and head left on-road. Bear left on Secor Rd and cross over the RR Bridge to Westerly Rd. Head left up Westerly Rd and just past Harbor Square will be the paved Westchester Riverwalk on your left after 0.6 miles. Westerly Road On-Street parking here. Informational board. This is where the Sing Sing Kill enters the Hudson River. The narrow paved trail follows the Sing Sing Kill out to the Hudson River where the trail now utilizes pavers. Sculptures, pier along Henry Gourdine Park. Come to the Louis Engel Waterfront Park parking lot where you'll find restrooms and a playground. Follow the sidewalk past a grandstand where the trail is paved at 0.9 miles. You travel alongside the river past promenades before coming to another playground and Splash Park before the trail ends after 1.1 miles at another promenade overlooking the river. Return to the Secor Road RR bridge and back to Spring St for a 1.8 mile Loop.

From Spring St another detour begins by heading left (south) on-road along Spring St. Just before Everett Ave look left to spot Ventilator Shaft # 8

Note; If you continue along Spring St, then take a right on Lafayette St which becomes State St you'll come to the infamous Sing Sing Prison which sits alongside the Hudson River.

After crossing Everett Ave head left through a city park along a paved path. Cross Washington St and head left to Nelson Park where a paved trail takes you either left or right around a ball field to a dirt path out to Albany Post Rd at 5.9 miles.  This was as far as I traveled. Head right on-road then a quick left through the Highland Terrace Apartment parking lot where the Old Croton Aqueduct Trail picks up again at the rear of the lot in Briarcliff Manor. Along this wooded section you'll pass by Ventilator Shaft # 9. Cross Scarborough Rd where the trail parallels it until you come to Long Hill Rd at 7.1 miles. Head down to Scarborough Rd, then left on-road down to Route 9. Caution: This next on-road section is along busy Route 9 with no shoulders. See; Section C of Old Croton Aqueduct Map below for alternative route. Head left on-road along Route 9 for 0.3 miles to River Rd and head right. Here you'll pick up the Old Croton Aqueduct Trail on your left at the River Road parking lot at 7.7 miles . I've checked out this next section. 

Rockefeller State Park:

This section utilizes the Old Croton Aqueduct Trail through the Rockefeller State Park. The official Route utilizes a different path through Rockefeller State Park and the Kendal-on-Hudson Esplanade, but is restricted to pedestrians so I was unable to follow it. 

Starting from River Road parking lot; (7.7 miles) Map board located here. Heading south along the hard packed dirt and gravel Old Croton Aqueduct Trail follows a single track. Pass by Ventilator Shaft # 10. Cross a road and pick up the grass trail as it travels between two properties. Cross Country Club Rd at 0.4 miles utilizing the break in the medium. This section more isolated. Come to a wide crushed gravel trail and intersection at 8.5 miles.

Note; Right along the dirt path is the official Route of the Westchester Riverwalk, however, no bikes allowed.

Continuing left you soon cross over Route 9 via a pedestrian bridge and pass by Ventilator Shaft # 110 at 8.9 miles. A couple of small hills along this wooded section. Come to another pedestrian bridge over Route 117. After crossing continue right along the Old Croton Aqueduct Trail at 9.5 miles. Straight leads to more hiking only trails in the park. This was as far as I traveled. I'm not sure how long the trail continues as crushed gravel but after about 9.9 miles you cross into Sleepy Hollow. You cross the Pocantico River and after around 10.7 miles you come alongside Douglas Park.

Note; According to the Route Map you can follow the Horseman's Trail around the park and down to Kingsland Point County Path, however, I'm not sure of the route.


This section starts out either on-road or along the Old Croton Aqueduct Trail before heading to Kingsland Point County Park/Scenic Hudson Riverwalk Park/Pierson Park.

Starting from Horan's Landing parking lot in Sleepy Hollow; Small park. 

Heading North; Follow River St to a map board for the Westchester Riverwalk. Travel left through the park along a wide, paved trail and continue right alongside the Hudson River past Ichabod's Landing. The trail ends, however, you may continue around the old GE Assembly plant which is currently (August 2018) being redeveloped (as Edge-on-Hudson) along an old cement road. This takes you out to the Sleepy Hollow Lighthouse at 0.5 miles. The trail ends after 0.6 miles. After construction ends it will continue to Kingsland Point County Park.

Heading South; Follow the wide paved trail to the Hudson River and head left. Pass by a boardwalk leading to a retired fire tug boat. Travel through a parking lot back out to River St then right back along the paved trail to the river again. This is the Scenic Hudson Riverwalk Park in Terrytown. The pavers trail continues alongside the river while a stone-dust trail travels through wild flowers. Informational signs. Come to Pillar Landing at 0.4 miles. Great views of the Governor Mario Cuomo Bridge. Travel alongside and around Pierson Park. Playground, Community Center, Splash Park, picnic pavilion and amphitheatre. Terrytown Marina along your right. Come to a small bridge over Andre Brook and a map board before the trail ends at W Main St after 0.7 miles. 

Note; Heading right across the bridge takes you past some sports courts to the Terrytown Train Station.

A gap exists between here and the next section in Terrytown. Applying for funding in 2021 to complete this gap.


This section has the Winchester Riverwalk heading north to the Governor Mario Cuomo Bridge. The Route map shows the Winchester Riverwalk also traveling south and connecting up with the Old Croton Aqueduct Trail, however, when I last visited nothing had been built so I would use the Old Croton Aqueduct Trail that crosses through the park.

South of the Governor Mario Cuomo Bridge overlooking the Hudson River in Tarrytown is Lyndhurst, one of Americaís finest Gothic Revival mansions. The architectural brilliance of the residence, designed in 1838 by Alexander Jackson Davis, is complemented by the park-like landscape of the estate and a comprehensive collection of original decorative arts. Its noteworthy occupants included: former New York City mayor William Paulding, merchant George Merritt and railroad tycoon Jay Gould. The grounds at Lyndhurst survive as an outstanding example of 19th century landscape design. Elements include sweeping lawns accented with shrubs and specimen trees and the nationís first steel-framed conservatory. The rose garden and fernery are later additions. The Lyndhurst grounds are open to the public every day from dawn to dusk. For more information visit; LYNDHURST .

Lyndhurst Loop:

Starting from the Main parking lot along the Lyndhurst Loop; Head back out to the paved entrance road and turn left. Check out the grand trees as you bear left past an intersecting road and pass by the Mansion at 0.3 miles. Be sure to walk around back where you'll find sweeping views of the Hudson River. Continue down the road past the Carriage House & Welcome Center. Just past the parking area along the road at 0.5 miles look to your left. You'll spot a post marked for the Westchester Riverwalk, however, this section is undeveloped at this time. Continue down the road and you'll come to a gravel parking lot overlooking the RR tracks & river at 0.6 miles. This is the official Winchester Riverwalk parking lot. The road now travels north through the grounds with the Metro-North's Hudson Line and Hudson River down to your left. Informational signs scattered along the road and trail. Pass by the shingled Bowling Alley before the road turns right up a long steep hill at 0.8 miles.

Note; The paved Winchester Riverwalk trail continues straight into the woods past the black gate from here. See description below

Continuing up the steep road along the Lyndhurst Loop and you'll come to an intersection. Head left along the gravel road past the Rose Garden and turn into the drive to check out the Greenhouse. Exit the drive and continue left. You'll come to a dirt trail that crosses the road. This is part of the Old Croton Aqueduct Trail . Turn right and follow this trail across the grounds back to the entrance road. Turn left, then right up the gravel road and back to the Main parking lot for an 1.2 mile loop.

Winchester Riverwalk-Old Croton Aqueduct Trail:

Starting from the Winchester Riverwalk parking lot;  

Heading North; The shared-road travels through the grounds with the Metro-North's Hudson Line and Hudson River down to your left. Informational signs scattered along the road and trail. Pass by the shingled Bowling Alley before the road turns right up a long steep hill at 0.2 miles. Continue straight past the black gate into the woods along the paved trail. The trail winds along the hillside and over a small stream gorge via a pedestrian bridge at 0.5 miles. The trail then opens up as it heads down alongside the RR tracks and up to an overlook where it ends after 0.8 miles next to Van Wart Ave. Great vistas of the Hudson River, Governor Mario Cuomo Bridge and even NY City if you look south.

Note; You can connect to both the Governor Mario Cuomo Bridge Path and Old Croton Aqueduct Trail from here. Follow Van Wart Ave out to Broadway and travel left (north) over I-87/287 to Route 119 (White Plains Rd). For the Old Croton Aqueduct Trail travel right up White Plains Rd. The trailhead will be on your left after 0.5 miles. For the Governor Mario Cuomo Bridge Path continue straight on the paved trail alongside the west side of S Broadway and you'll come to the trailhead after 0.5 miles on your left.

Heading South; Currently (as of August 2018) no trail has been completed. Instead, from the parking lot travel back past the Welcome Center and Carriage House heading for the exit. As you exit the large tree grove you'll come to a wide open field on your right. This is where the Old Croton Aqueduct Trail crosses. Left the trail is gravel, right hard packed dirt & grass single track. Head right. I haven't checked out this section yet. The trail travels past the front of the Welcome Center, then between a fence up left and woods right before heading into all woods. Emerge on W Sunnyside Lane after 1.1 miles. This is where the Winchester Riverwalk is supposed to connect. Continue along the Old Croton Aqueduct Trail in Irvington. Here the trail is more residential with several road crossings. Pass through the Main Street School parking lot and come to Main St after 1.1 miles.


This section utilizes the Old Croton Aqueduct Trail before an on-road section brings you back to the river through Matthiessen Park and Scenic Hudson Park. I haven't checked out this section yet. I believe Scenic Hudson Park does not allow bikes.


A short section travels through Waterfront Park before utilizing the Old Croton Aqueduct Trail. I haven't checked out this section yet.


The trail utilizes the Old Croton Aqueduct Trail. There is a gap (empty waterfront lot) before you follow Rowley's Bridge Trail, then back along the Old Croton Aqueduct Trail. I haven't checked out this section yet.


In Yonkers you exit the Old Croton Aqueduct Trail to the Yonkers North Hudson Promenade which runs alongside Warburton Ave. On-road to Habirshaw Park, Yonkers Esplanade Park and Sculpture Park. I haven't checked out this section yet.