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Routes
Road cycling routes
United States
New York
Westchester County

White Plains

The best road cycling routes around White Plains

4.2

(89)

2,735

riders

22

rides

Road cycling routes around White Plains traverse a diverse landscape, featuring extensive paved multi-use trailways and scenic natural areas. The region is characterized by river valleys, wooded sections, and rolling terrain with varying elevation gains. Dedicated cycling infrastructure, including the North County and South County Trailways, provides car-free or protected environments for rides. These routes offer a mix of urban parklands, suburban areas, and natural preserves, catering to different preferences and fitness levels.

Best road cycling routes around White Plains

  • The most popular road cycling route is Taconic Road – Siscowit Reservoir loop from White Plains, a 64.8 miles (104.3 km) trail that takes 5 hours 20 minutes to complete. This route features significant elevation gain, making it suitable for experienced cyclists seeking a challenging ride.
  • Another top favourite among local road cyclists is Shoemaker Lane, Armonk – Kensico Reservoir loop from White Plains, a moderate 21.8 miles (35.1 km) path. This route offers views of the Kensico Reservoir and its historic dam.
  • Local road cyclists also love the Rye Lake – Bronx River loop from North White Plains, a 14.8 miles (23.8 km) trail leading through green spaces and along the Bronx River, often completed in about 1 hour 12 minutes.
  • Road cycling around White Plains is defined by extensive paved multi-use trailways, river corridors, and wooded areas. The network offers options for both leisurely rides and more demanding training sessions.
  • The routes in White Plains are highly rated by the komoot community with an average score of 4.5 stars from 5 reviews. More than 115 road cyclists have used komoot to explore White Plains's varied terrain.

Last updated: July 10, 2026

34

riders

#1.

Taconic Road – Siscowit Reservoir loop from White Plains

104km

05:21

1,210m

1,210m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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5.0

(1)

12

riders

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

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 White Plains

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Tips from the Community

mtm05005
May 2, 2025, Rye Lake

Rye Lake is a 920 acre lake in North Castle. It is a popular spot for fishing and you are treated to some great views of the lake as you ride by.

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The park is situated in a small valley that offers a steady climb up the road no matter which direction you choose.

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Newly renovated bridge over Mamaroneck river (on the Boston Post Road).

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Nice view of Long Island sound on Forest Ave (small inlet between houses).

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Nice view of Kensico Reservoir from the bridge over Kensico Dam. The reservoir was created in 1885 when the Bronx and Byram rivers were dammed. The water in the reservoir is used as drinking water for New York City.

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mtm05005
May 28, 2024, Bronx River

Nice view of the Bronx River from the trail. The river used to be extremely polluted, but in recent years it has been cleaned up and is now a very beautiful place.

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Jamie S.
February 24, 2024, Siscowit Reservoir

Siscowit Reservoir is a very attractive freshwater pond right on the New York-Connecticut border. This is a great, scenic spot to ride past on a quiet road.

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Alex
February 19, 2024, Pleasantville Cove

You'll find a gap in the trees here, giving excellent wide views of the cove. It looks particularly good during the autumn, when the trees turn a golden, amber and crimson colour.

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Frequently Asked Questions

How many road cycling routes are available around White Plains?

There are over 20 road cycling routes available around White Plains, offering a diverse range of options for various fitness levels. The komoot community has explored these routes extensively, providing valuable insights.

Are there road cycling routes suitable for beginners in White Plains?

Yes, White Plains offers several easy road cycling routes. For instance, the Rye Lake – Bronx River loop from North White Plains is an easy 14.8-mile (23.8 km) ride, and the Pinebrook Road North loop from City of White Plains is another accessible option at 15.4 miles (24.8 km).

What options are there for experienced road cyclists seeking a challenge?

Experienced road cyclists looking for a challenge can tackle routes with significant elevation gain. The Taconic Road – Siscowit Reservoir loop from White Plains is a demanding 64.8-mile (104.3 km) route featuring over 1,200 meters of elevation gain, making it suitable for very good fitness levels.

Are there extensive paved trailways for road cycling in White Plains?

Yes, White Plains and the surrounding Westchester County boast extensive paved trailways. The North County and South County Trailways offer over 36 miles of interconnected, paved paths, providing smooth riding through wooded areas, open spaces, and charming towns. The Bronx River Parkway also offers a car-free experience on select Sundays.

What scenic attractions or landmarks can I see along road cycling routes in White Plains?

Many routes offer scenic views and pass by notable landmarks. You can cycle past the impressive Kensico Reservoir and its historic dam plaza, or enjoy views of Woodlands Lake. The Bronx River Parkway offers views of the river, lush greenery, and wildflowers, especially during 'Bicycle Sundays'.

Are there family-friendly road cycling routes in the White Plains area?

For family-friendly cycling, the paved North County and South County Trailways are excellent choices. These multi-use paths are generally flat and separate from vehicle traffic, providing a safe and enjoyable environment for riders of all ages. The 'Bicycle Sundays' on the Bronx River Parkway also offer a unique car-free experience for families.

Where can I find long-distance road cycling routes around White Plains?

For longer rides, the interconnected North County and South County Trailways provide over 36 miles of continuous paved paths, which can be combined for extended distances. The Taconic Road – Siscowit Reservoir loop is a significant 64.8-mile (104.3 km) option for those seeking a substantial ride.

Are there loop road cycling routes available from White Plains?

Yes, many road cycling routes around White Plains are designed as loops, allowing you to start and end in the same location. Examples include the Rye Lake – Bronx River loop, the Red Mill at Kirby Tidal Pond – Playland Lake loop, and the Painters Point – Tides of Tarrytown loop.

What is the best time of year for road cycling in White Plains?

The best time for road cycling in White Plains is generally from spring through fall (May to October). During these months, the weather is pleasant, and the natural scenery is vibrant. The 'Bicycle Sundays' program on the Bronx River Parkway runs from May to September, offering a unique car-free experience.

How can I access road cycling routes in White Plains using public transport?

Many of the major trailways, such as the Bronx River Parkway and the North and South County Trailways, have access points that are reachable by public transport, including Metro-North Railroad stations in Westchester County. Check local bus schedules for connections to specific trailheads.

What do other cyclists appreciate most about road cycling in White Plains?

The area is highly rated by the komoot community, with an average score of 4.6 stars. Reviewers often praise the diverse landscape, the extensive network of paved multi-use trailways, and the variety of routes that cater to both leisurely rides and more demanding training sessions.

Are there car-free cycling opportunities in White Plains?

Yes, a significant draw for road cyclists is the 'Bicycle Sundays' program, which transforms a seven-mile stretch of the Bronx River Parkway into a car-free zone from May to September. This provides a smooth ride with scenic views, free from vehicle traffic.

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