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Routes
Road cycling routes
United States
New York

Westchester County

The best road cycling routes in Westchester County

4.3

(140)

5,529

riders

488

rides

Road cycling in Westchester County offers a diverse landscape characterized by rolling hills, expansive parklands, and proximity to the Hudson River. The region features several large reservoirs, such as the New Croton Reservoir and Kensico Reservoir, which provide scenic backdrops for routes. Dedicated multi-use trail systems like the North County Trailway and Old Croton Aqueduct State Historic Trail offer extensive paved paths. The interior of the county is marked by forested hills and valleys, providing varied terrain for cyclists.

Best…

Last updated: April 24, 2026

29

riders

#1.

New Croton Reservoir Loop

64.2km

03:14

640m

630m

Embark on the New Croton Reservoir Loop, a moderate racebike route spanning 39.9 miles (64.2 km) with an elevation gain of 2084 feet (635 metres). This journey typically takes around…

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Moderate

3.0

(1)

34

riders

Embark on a moderate road cycling adventure with the Long Island Sound loop via Stanwich Road. This route spans 50.6 miles (81.4 km) and features a total elevation gain of…

Moderate
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4.0

(1)

17

riders

52.3km

02:30

460m

460m

Embark on the Kensico Reservoir Loop, a popular racebike route that offers a rewarding ride through scenic landscapes. This moderate trail spans 32.5 miles (52.3 km) and includes an elevation…

Moderate

9

riders

71.1km

03:19

680m

680m

Cycle the moderate 44.2-mile Lake Carmel Loop, gaining 2236 feet with scenic views of Lake Carmel and Titicus Reservoir.

Moderate

11

riders

70.0km

03:24

600m

600m

Cycle the Armonk Loop, a moderate 43.5-mile road route with 1981 feet of elevation gain, offering scenic views and rolling hills.

Moderate

7

riders

69.8km

03:44

1,070m

1,070m

This difficult 43.3-mile road cycling route in Bear Mountain State Park offers challenging climbs and sweeping views of the Hudson Highlands

Hard

8

riders

119km

06:11

1,820m

1,810m

Tackle the Harriman Madness Loop, a difficult 73.8-mile road cycling route with 5955 feet of elevation gain through Harriman State Park.

Hard

Cycle the moderate 36.8-mile North County Trailway and Croton Reservoir Loop, featuring reservoir views and varied terrain.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Westchester County

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Tips from the Community

Lisa
June 23, 2025, Trailside Café

A great place to stop for a snack and a quick drink.

0

0

Great trail and only occasional crossing traffic

Translated by Google

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Little Long Pond is beautiful any time of year, but if you happen to be riding along Kanawauke Road during the fall color season you'll be in for a real treat!

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Andrus
May 14, 2025, Lake Askoti

Covering 43 acres with an average depth of 15 feet, Lake Askoti is a popular spot for fishing. The lake is stocked with hundreds of Brown Trout which means anglers have a good chance of making a catch at one of the many access points along Seve Lakes Drive.

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0

Andrus
May 14, 2025, Lake Tiorati

Lake Tiorati (Algonquin for sky-like) is one of the seven main lakes in Harriman State Park. Swimming, boating, camping, hiking, and ice-fishing are all popular activities on the lake.

0

0

This is a beautiful section of the North County Trail that runs between Elmsford to Tarrytown Lakes. At the north end of this section, the trail intersects with Tarrytown Lakes Extension Trail, a paved path with takes you along the banks of Tarrytown Reservoir.

1

0

This path is super beautiful and away from the cars. It is probably the best bike path in the Bronx. It will take you to the Empire State Trail and you can go all the way to Canada.

1

0

Hans
October 7, 2024, Putnam Trail

A great way for bikepacking tours to the north

1

0

Frequently Asked Questions

How many road cycling routes are available in Westchester County?

Westchester County offers a wide selection of road cycling routes, with over 480 routes available. These range from easy rides to more challenging ascents, catering to various skill levels.

What kind of terrain can I expect on road cycling routes in Westchester County?

You'll find a diverse landscape for road cycling in Westchester County. Routes often feature rolling hills, scenic roads alongside large reservoirs like the Kensico Reservoir, and sections with views of the Hudson River. The interior of the county also offers forested hills and valleys, providing varied terrain for cyclists.

When is the best time of year for road cycling in Westchester County?

The spring, summer, and fall months are generally ideal for road cycling in Westchester County. Fall is particularly popular for experiencing vibrant fall foliage. Additionally, during May, June, and September, a unique event called "Bicycle Sundays" closes a seven-mile stretch of the Bronx River Parkway to vehicles, offering a traffic-free cycling experience.

What scenic natural features can I see while road cycling in Westchester County?

Many routes offer stunning natural scenery. You can cycle alongside impressive reservoirs such as the Kensico Reservoir and the New Croton Reservoir, often with views of the historic New Croton Dam. The region also provides breathtaking vistas of the Hudson River and passes through extensive parklands and forested areas.

Are there any historical landmarks along the road cycling routes?

Yes, several routes offer a blend of cycling and history. The Old Croton Aqueduct State Historic Trail, for example, follows the path of a 19th-century aqueduct that supplied water to New York City. You can also encounter landmarks like the New Croton Dam, a significant engineering marvel.

Are there family-friendly road cycling routes in Westchester County?

Westchester County offers several dedicated multi-use trail systems that are excellent for family-friendly road cycling. These include the North County Trailway, South County Trailway (South County Trailway), and the Bronx River Pathway, which are paved and generally flatter, providing a safer and more enjoyable experience for all ages.

What are the options for parking and public transport near road cycling routes?

Many road cycling routes in Westchester County are accessible by car, with various parks and trailheads offering parking facilities. For public transport, some trailways, like the Bronx River Pathway, are accessible via Metro-North train stations, allowing for car-free access to cycling routes. Specific parking availability can vary by trailhead.

Are there any loop routes available for road cycling?

Yes, many road cycling routes in Westchester County are designed as loops, offering a continuous ride back to your starting point. Popular examples include the New Croton Reservoir Loop, the Kensico Reservoir Loop, and the Armonk Loop, which are well-regarded by the komoot community.

Are there places to stop for refreshments or cafes along the routes?

Yes, many road cycling routes in Westchester County pass through or near charming towns and villages, providing opportunities for breaks and refreshments. Routes like the North County Trailway – Trailside Café loop from Irvington specifically highlight places to stop. You'll often find cafes, delis, and small shops in these areas.

What do other road cyclists say about the routes in Westchester County?

The road cycling routes in Westchester County are highly rated by the komoot community, with an average score of 4.3 stars from over 100 reviews. Cyclists often praise the scenic beauty, varied terrain, and the well-maintained nature of the dedicated trailways and roads.

Are there dedicated paved trailways for road cycling in Westchester County?

Absolutely. Westchester County is known for its excellent dedicated trailways. These include the North County Trailway, the South County Trailway (South County Trailway), the Bronx River Pathway, and the Old Croton Aqueduct State Historic Trail. These offer extensive paved or crushed stone paths, providing safe and enjoyable cycling away from vehicle traffic.

Can I find challenging road cycling routes with significant elevation gain?

Yes, for experienced road cyclists seeking a challenge, Westchester County offers routes with significant elevation gain. For example, the Bear Mountain Double Loop and the Harriman Madness Loop are classified as difficult and feature substantial climbs, providing a rigorous workout amidst beautiful scenery.

Most popular routes in Westchester County

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Didn’t find what you were looking for?

Check out more Road cycling routes throughout Westchester County below and find the perfect route in your destination.

Mount VernonCroton-On-HudsonYonkersVillage of BuchananGreenvilleHawthorneLake MoheganSalt Hill State ForestCrompondFranklin Delano Roosevelt State ParkSleepy HollowDonald J. Trump State Park (French Hill Unit) (Closed)RyeYorktown HeightsElmsfordArmonkBedfordChappaquaMontrose Point State ForestOssiningVillage of TarrytownScarsdaleBronxvilleLarchmontEastchesterGolden'S BridgeJefferson Valley-YorktownLincolndaleShenorockThornwoodVillage of Hastings-on-HudsonValhallaPeekskillPelhamNew RochellePort ChesterArdsleyMamaroneckScotts CornersPelham ManorCrugersKatonahTuckahoeRye BrookHartsdaleRockefeller State Park PreserveWhite PlainsBriarcliff ManorVerplanckMontroseVillage of Dobbs FerryShrub OakFairviewVillage of IrvingtonMount KiscoMillwoodHeritage HillsPleasantvilleTown/Village of HarrisonBedford Hills

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