4.9
(13)
701
riders
79
rides
Road cycling around Heritage Hills, primarily located in Westchester County, New York, offers routes through a landscape characterized by rolling hills, wooded areas, and scenic lakes. The region's terrain provides varied elevation changes suitable for different levels of road cyclists. Many routes traverse quiet roads connecting residential communities with natural features, offering a blend of open stretches and shaded sections.
Last updated: July 12, 2026
9
riders
71.1km
03:19
680m
680m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
67
riders
41.7km
01:48
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(2)
49
riders
44.1km
01:54
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
25
riders
28.7km
01:13
210m
210m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
22
riders
67.6km
02:51
510m
510m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Lots of benches just off the paved trail to rest your legs or to enjoy the scenery.
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The North County Trailway is a 20-mile rail trail from Baldwin Place to Sleepy Hollow. The section around Yorktown Heights is particularly scenic. It passes several Revolutionary War monuments and an old railway depot. The section ends at a beautiful old railway trestle bridge.
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This bronze statue is a memorial to the Battle of Pines Bridge, a battle in the Revolutionary War. The monument is made to reflect the diversity of the soldiers in the war. The monument is located in Railroad Park, which has benches and a cafe.
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As you cross over an old rail trestle bridge, you are treated to great views of the New Croton Reservoir. The bridge is not open for car traffic, so you can stop on the path for a quick break to take in the views.
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Interesting tunnel under Kitchawan Road. The tunnel was constructed when this trail was still a railroad, but it has been adapted for hikers and cyclists. It is a fairly short tunnel, so you are able to walk through it without a light.
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The North County Trailway is a 20-mile rail trail from Baldwin Place to Sleepy Hollow. The section around Millwood passes several Revolutionary War monuments, and goes through Echo Lake State Park. The trail is slightly downhill if you are going north to south.
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Lake Casse is a 30-acre lake that is owned and managed by the Lake Casse Park District. There is a beach, public restrooms, a playground, and a clubhouse.
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Heritage Hills offers a wide variety of road cycling routes, with over 70 options available. These routes cater to different skill levels, including easy, moderate, and difficult rides.
The region around Heritage Hills, primarily in Westchester County, New York, is characterized by rolling hills, wooded areas, and scenic lakes. You can expect varied elevation changes, offering a mix of challenging climbs and enjoyable descents. Routes often traverse quiet roads, providing a blend of open stretches and shaded sections.
Yes, Heritage Hills has several easy road cycling routes. One option is The Pine Bridge Monument – Quiet resting spot loop from Mahopac, which is an easy 35.6 km (22.1 miles) path. This route offers a less strenuous ride while still allowing you to enjoy the scenic surroundings.
The road cycling routes in Heritage Hills are highly rated by the komoot community, with an average score of 4.8 stars from over 11 reviews. Cyclists often praise the varied terrain, picturesque lakes, and wooded valleys that define the area, making for a diverse and engaging riding experience.
For those looking for longer rides, Heritage Hills offers several options. The Lake Carmel Loop is a popular choice, covering 71.1 km (44.2 miles) with significant elevation gain. Another longer route is the Maybrook Trailway – Whaley Lake loop from Croton Falls, which spans 79.2 km (49.2 miles).
As you cycle around Heritage Hills, you can encounter several interesting landmarks and natural features. Highlights include the serene Titicus Reservoir North Side, the historic The Pine Bridge Monument, and the peaceful Mead Memorial Chapel. Some routes also pass through or near Sal J. Prezioso Mountain Lakes Park, offering glimpses of natural beauty.
Yes, many of the road cycling routes in Heritage Hills are designed as loops, offering convenient circular journeys. Examples include the Lake Carmel Loop and the View from bridge – The Pine Bridge Monument loop from Shenorock, allowing you to start and finish at the same point.
Road cycling in Heritage Hills offers a range of difficulty levels. While there are 6 easy routes, the majority are moderate (46 routes) or difficult (27 routes), reflecting the region's rolling hills and varied elevation. This ensures options for cyclists of all experience levels.
Absolutely. The Heritage Hills area is known for its scenic lakes. The Lake Carmel Loop is a prime example, circling the beautiful Lake Carmel. Another route, Lake Casse – Quiet resting spot loop from Shenorock, also leads past Lake Casse, offering picturesque views.
Many routes in Heritage Hills provide scenic viewpoints, often showcasing the region's natural beauty. The View from bridge – The Pine Bridge Monument loop from Shenorock is specifically highlighted for its views of local landmarks and varied terrain, providing memorable vistas along the way.
While specific seasonal details are not provided, the region's characteristics of rolling hills and wooded areas suggest that spring and autumn would offer pleasant temperatures and beautiful foliage, making them ideal times for road cycling. Summer can also be enjoyable, though some routes may offer more shade than others.


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