Slicing through Westchester County's thick woodlands and idyllic horse country, this 37-miler begins in the Bedford hamlet of Katonah. From the parking lot off Woods Bridge Road, pass through Katonah before crossing an inlet of the Croton River and heading south on Jay Street. Named after former U.S. Supreme Court Justice John Jay, Jay Street is representative of many of the roads along the ride: a narrow, two-lane thoroughfare flanked by dense woodlands and charming country estates.
Traverse the eastern tip of the vast Cross River Reservoir before heading south along the perimeter of the Ward Pound Ridge Reservation on Honey Hollow Road. Pedal through more wooded countryside en route to South Salem, a quaint hamlet in Lewisboro that's home to the Salem Country Deli, a perfect lunch stop nearly halfway through the ride.
Continuing northwest, you'll pass through Waccabuc, another Lewisboro hamlet and site of the Mead Memorial Chapel, a regal stone church that dates back to the early 20th century. Push north before swinging along the southern edge of the Titicus Reservoir. After another 6.5 miles of country riding, you'll re-enter civilization while heading south on Goldens Bridge Road, running parallel to the heavily-trafficked I-684. Explore the many eating and drinking options in charming downtown Katonah after finishing your ride.
-Mapped by David McKay Wilson
TO TRAILHEAD: This ride starts in the parking lot off Wood Bridge Road in Katonah. From I-684 N, take exit 6 and turn left on NY 35 W. After 0.2 mile, turn left at Woods Bridge Rd. Parking lot is on right in 0.2 mile.
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Datum: |
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Katonah, NY: KPTT Ride
| Dist: 37.10 mi |
Points: 746 |
Calories: none |
| Time: none |
Speed: 0.0 mph |
Pace: 0:00 / mi |
| 0.00 mi |
Start |
|
Then go 0.22 mi |
| 0.22 mi |
Turn Left |
Turn left at Parkway |
Then go 0.07 mi |
| 0.29 mi |
|
Continue onto Jay St |
Then go 0.58 mi |
| 0.87 mi |
Turn Right |
Turn right at Jay St/NY-22 S |
Then go 1.57 mi |
| 2.44 mi |
Bear Left |
Slight left at Jay St/NY-22 N |
Then go 0.02 mi |
| 2.46 mi |
Bear Left |
Slight left at Jay St |
Then go 0.43 mi |
| 2.89 mi |
|
Continue onto 309/Girdle Ridge Rd |
Then go 0.63 mi |
| 3.52 mi |
Bear Right |
Slight right at 309/Pea Pond Rd |
Then go 1.50 mi |
| 5.02 mi |
Turn Left |
Turn left to stay on 309/Pea Pond Rd |
Then go 0.02 mi |
| 5.04 mi |
Turn Left |
Turn left at NY-121 N/Old Post Rd |
Then go 1.13 mi |
| 6.17 mi |
Turn Right |
Turn right to stay on NY-121 N/Old Post Rd |
Then go 0.49 mi |
| 6.65 mi |
Turn Right |
Turn right at Honey Hollow Rd |
Then go 1.66 mi |
| 8.31 mi |
Turn Left |
Turn left to stay on Honey Hollow Rd |
Then go 1.33 mi |
| 9.64 mi |
Turn Left |
Turn left at NY-137 S/Stone Hill Rd |
Then go 0.82 mi |
| 10.46 mi |
|
Continue onto Old Stone Hill Rd |
Then go 0.13 mi |
| 10.59 mi |
Bear Left |
Slight left to stay on Old Stone Hill Rd |
Then go 0.02 mi |
| 10.61 mi |
Turn Left |
Turn left to stay on Old Stone Hill Rd |
Then go 1.57 mi |
| 12.18 mi |
Turn Left |
Turn left at NY-124 N/Salem Rd |
Then go 3.14 mi |
| 15.32 mi |
Turn Left |
Turn left at NY-35 W/Old Post Rd |
Then go 0.10 mi |
| 15.42 mi |
Turn Right |
Turn right at Bouton Rd |
Then go 1.16 mi |
| 16.58 mi |
Turn Right |
Turn right at Main St |
Then go 0.75 mi |
| 17.33 mi |
|
Continue onto Spring St |
Then go 0.18 mi |
| 17.51 mi |
Turn Left |
Turn left at Lake Shore Dr |
Then go 0.08 mi |
| 17.58 mi |
Turn Right |
Turn right at Truesdale Lake Dr |
Then go 0.78 mi |
| 18.36 mi |
Turn Left |
Turn left at Boway Rd |
Then go 0.61 mi |
| 18.97 mi |
Turn Left |
Turn left at Old Oscaleta Rd |
Then go 0.47 mi |
| 19.44 mi |
Turn Right |
Turn right at Oscaleta Rd |
Then go 0.52 mi |
| 19.96 mi |
Turn Left |
Turn left at Benedict Rd |
Then go 0.76 mi |
| 20.72 mi |
Bear Right |
Slight right at Post Office Rd |
Then go 0.58 mi |
| 21.30 mi |
Turn Left |
Turn left to stay on Post Office Rd |
Then go 0.51 mi |
| 21.81 mi |
Turn Right |
Turn right at Mead St |
Then go 1.51 mi |
| 23.32 mi |
|
Continue onto Post Rd |
Then go 0.56 mi |
| 23.88 mi |
Turn Left |
Turn left at Hawley Rd |
Then go 0.14 mi |
| 24.02 mi |
|
Continue onto June Rd |
Then go 0.65 mi |
| 24.67 mi |
Turn Left |
Turn left at NY-116 W/Titicus Rd |
Then go 0.46 mi |
| 25.13 mi |
Turn Left |
Turn left at Turkey Hill Rd |
Then go 0.12 mi |
| 25.24 mi |
Turn Right |
Turn right at Mills Rd |
Then go 1.82 mi |
| 27.06 mi |
Turn Left |
Turn left at Bogtown Rd |
Then go 0.76 mi |
| 27.83 mi |
Turn Left |
Turn left to stay on Bogtown Rd |
Then go 0.13 mi |
| 27.96 mi |
Bear Left |
Slight left to stay on Bogtown Rd |
Then go 0.27 mi |
| 28.23 mi |
|
Continue onto Grant Rd |
Then go 0.13 mi |
| 28.36 mi |
Turn Right |
Turn right at Grant Rd/NY-121 S Continue to follow NY-121 |
Then go 1.61 mi |
| 29.97 mi |
Turn Right |
Turn right at Todd Rd |
Then go 0.39 mi |
| 30.36 mi |
Bear Left |
Slight left to stay on Todd Rd |
Then go 1.57 mi |
| 31.93 mi |
Turn Right |
Turn right at Increase Miller Rd |
Then go 0.41 mi |
| 32.34 mi |
Turn Left |
Turn left at NY-138 W/Waccabuc Rd |
Then go 1.43 mi |
| 33.77 mi |
Turn Left |
Turn left at North St |
Then go 0.16 mi |
| 33.93 mi |
Turn Left |
Turn left at Goldens Bridge Rd |
Then go 2.30 mi |
| 36.23 mi |
Turn Right |
Turn right at 307/Jay St |
Then go 1.36 mi |
| 37.58 mi |
Bear Right |
Slight right to stay on Jay St |
Then go 0.01 mi |
| 37.59 mi |
|
Continue onto Parkway |
Then go 0.06 mi |
| 37.65 mi |
Turn Right |
Turn right at NY-117 E/Woods Bridge Rd |
Then go 0.21 mi |
| 37.86 mi |
Stop |
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Start/End: Woods Bridge Road Parking Lot
Location: 41.261852°, -73.685651°
Park your car in the lot off Woods Bridge Road. Parking is free on weekends, but on weekdays, you'll need pay for one of the metered spots ($5). © David McKay Wilson
Katonah Metro North Rail Station
Location: 41.259533°, -73.683822°
If you're coming to Katonah via the NY Metro-North Railroad, you'll get off at the Katonah Station on Lakeside Road. You'll need a permit to bring your bike on the train, and no bikes are allowed during rush hour. Head south toward Jay Street to begin the ride. © David McKay Wilson
Water Crossing
Location: 41.259578°, -73.681408°
Cross a finger of the Croton River while heading east on Jay Street. © David McKay Wilson
Initial Ascent
Location: 41.260477°, -73.679890°
You'll begin climbing just after crossing the Croton River on Jay Street, gaining nearly 300 over the ride's next two miles. Though some sections are steep, the climb as a whole averages a mild 2.7-percent grade.
Katonah Museum of Art
Location: 41.262251°, -73.673367°
A non-collecting gallery, the Katonah Museum of Art specializes in visual arts and frequently changes exhibits. Visit www.katonahmuseum.org for information on its current displays. © David McKay Wilson
Jay Street
Location: 41.261662°, -73.672750°
Jay Street cuts through a gorgeously wooded corridor. You'll have to negotiate for road space with cars on this narrow-shouldered thoroughfare.
Estates, Stables, and Horses
Location: 41.254984°, -73.666914°
Some of the expansive properties lining Jay Street have horses and stables. © David McKay Wilson
John Jay Homestead
Location: 41.247989°, -73.658741°
Former home to John Jay, the first U.S. Supreme Court Chief Justice, the John Jay Homestead is now a New York State Historic Site. Jay inherited the home from his mother, Mary Van Cortland Jay, and died here in 1829. © David McKay Wilson
Jay Street
Location: 41.245708°, -73.649662°
© David McKay Wilson
Caramoor Center for Music and the Arts
Location: 41.244450°, -73.647773°
Since 1945, visitors have enjoyed outdoor music, ranging from classical to opera to jazz, in the Caramoor Center's idyllic garden setting. © David McKay Wilson
Cross River Reservoir
Location: 41.246983°, -73.617389°
Created in the early 1900s by the damming of the Cross River (a tributary of the Croton River), the Cross River Reservoir stretches nearly 3.2 miles from its northwestern to southeastern termini. © David McKay Wilson
Climb
Location: 41.249177°, -73.617411°
Attack a quick but steep 0.3-mile climb averaging a mean 8.4-percent grade while pedaling along the eastern edge of the Cross River Reservoir.
Honey Hollow Road
Location: 41.242046°, -73.606832°
Cut along the western borders of Ward Pound Ridge Reservation (Westchester County's largest park at 4,315 acres) while heading south on Honey Hollow Road. © David McKay Wilson
Stone Hill Road Cottage
Location: 41.219711°, -73.592649°
© David McKay Wilson
Climb
Location: 41.221616°, -73.585922°
At the nearly 90-degree right turn in Old Stone Hill Road, you'll begin an 0.8-mile climb averaging a manageable 3.9-percent grade.
Old Stone Hill Road
Location: 41.222786°, -73.580439°
Low-lying stone walls line Old Stone Hill Road, a shoulder-less thoroughfare slicing through lush woodland. © David McKay Wilson
Gorgeous Homes
Location: 41.237383°, -73.563380°
Sprawling estates, stately mansions and charming colonial houses pepper the woods shrouding many of the ride's roads. © David McKay Wilson
Bouton Road Climb
Location: 41.278161°, -73.575804°
From mile 15.6 on Bouton Road, you'll climb for 0.7 miles at an average 4.6-percent grade. © David McKay Wilson
Horse Country
Location: 41.283160°, -73.564754°
© David McKay Wilson
South Salem Town Hall
Location: 41.272775°, -73.554368°
South Salem is a tiny hamlet in the town of Lewisboro. Keith Richards used to live here; Stanley Tucci presently does. © David McKay Wilson
Food Stop: Salem Country Deli
Location: 41.272840°, -73.552737°
Refuel on food and drink here. The bathroom is marked as "Employees Only," but it won't hurt to ask. © David McKay Wilson
Old Oscaleta Road
Location: 41.290577°, -73.553338°
© David McKay Wilson
Climb
Location: 41.290803°, -73.580579°
Heading north on Post Office Road, begin a 0.4-mile climb averaging a 6.1-percent grade.
The Post Office
Location: 41.290920°, -73.595368°
© David McKay Wilson
Mead Memorial Chapel
Location: 41.293672°, -73.597251°
The Mead Memorial Chapel was built in 1905 and added to the National Register of Historic Places in 1999. © David McKay Wilson
Titicus Reservior
Location: 41.328768°, -73.599097°
The Titicus Reservoir, which feeds into the Jerome Park Reservoir in the Bronx via the New Croton Aqueduct, has been supplying New York City since 1893. © David McKay Wilson
More Horses
Location: 41.326376°, -73.602562°
© David McKay Wilson
Gazing Toward Titicus
Location: 41.327350°, -73.618848°
© David McKay Wilson
Climb
Location: 41.320308°, -73.624299°
Stretching 0.5 mile, this climb along Bogtown Road averages a formidable 7.3-percent grade.
Downhill
Location: 41.288932°, -73.614846°
After completing two quick climbs just past mile 30 (each shorter than 0.4 mile), you'll have 7 miles of predominantly downhill riding before returning to Katonah.
Another Historic Mansion
Location: 41.293632°, -73.650037°
© David McKay Wilson
Goldens Bridge Road
Location: 41.293882°, -73.676859°
Say goodbye to the tranquil countryside as you hit Goldens Bridge Road and head south along the busy I-684.
Downtown Katonah
Location: 41.258842°, -73.684034°
Katonah's charming downtown offers plenty of options for post-ride eating and drinking. © David McKay Wilson
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