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Routes
Road cycling routes
United States
New York
Westchester County

Mount Kisco

The best road cycling routes around Mount Kisco

4.9

(17)

931

riders

135

rides

Road cycling around Mount Kisco, located in Westchester County, New York, offers diverse landscapes for cyclists. The region is characterized by rolling hills and extensive woodlands, providing varied terrain for road cycling. Numerous picturesque bodies of water, such as the Titicus Reservoir and Cross River Reservoir, are often integrated into scenic routes. The topography includes significant elevation gains, making it suitable for various fitness levels.

Best road cycling routes around Mount Kisco

  • The most popular road cycling route is Halls Hill – Byram Lake Reservoir loop from Fox Lane High School, a 27.4 miles (44.2 km) trail that takes about 2 hours 14 minutes to complete. This moderate route features scenic views around Byram Lake Reservoir.
  • Another top favourite among local road cyclists is Titicus Reservoir North Side – Cross River Reservoir loop from Fox Lane High School, a moderate 33.0 miles (53.2 km) path. This route offers views of both the Titicus and Cross River Reservoirs, winding through woodlands.
  • Local road cyclists also love the Perkins Memorial Tower – Bear Mountain Bridge loop from Mount Kisco, a 54.9 miles (88.4 km) trail leading through challenging terrain with significant elevation gain, often completed in about 4 hours 41 minutes.
  • Road cycling around Mount Kisco is defined by rolling hills, extensive woodlands, and picturesque reservoirs. The network offers options for different ability levels, from moderate rides to challenging routes with substantial climbs.
  • The routes in Mount Kisco are highly rated by the komoot community with an average score of 4.9 stars from more than 20 reviews. More than 1,200 road cyclists have used komoot to explore Mount Kisco's varied terrain.

Last updated: July 10, 2026

5.0

(3)

82

riders

#1.

The Pine Bridge Monument – Quiet resting spot loop from Mount Kisco

58.7km

02:39

600m

600m

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

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Moderate

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

Hard
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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

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

Hard
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Popular around Mount Kisco

Hiking around Mount Kisco

Cycling around Mount Kisco

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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.

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Andrus
May 9, 2025, Grant Road

Great stretch of a well paved and quiet road. There is little to no shoulder though, so that might put off les experienced riders.

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The Bedford Oak is one of those rare living landmarks that quietly connects the past to the present. Estimated to be over 500 years old, this massive white oak has stood through centuries of change in Bedford, from Native American times to the Revolutionary War and beyond. Locals have always held it in high regard, and when development threatened its space in the 1970s, the community stepped up to save it. Thanks to their efforts, the tree and the land around it are now protected and cared for.

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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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The road makes a loop around the summit of Bear Mountain with the Perkins Memorial Tower at its center. From the top you get sweeping views south across the Hudson, Harriman State Park, and the route taken by the Appalachian Trail.

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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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Frequently Asked Questions

How many road cycling routes are available around Mount Kisco?

Mount Kisco offers a wide variety of road cycling routes. There are over 140 routes available, catering to different skill levels. You'll find approximately 15 easy routes, 79 moderate routes, and 49 challenging routes, ensuring options for every cyclist.

What is the best time of year for road cycling in Mount Kisco?

The region around Mount Kisco is beautiful for road cycling, especially during spring, summer, and fall. The fall season, in particular, offers stunning foliage views as you ride through the extensive woodlands and past picturesque reservoirs. Always check local weather conditions before heading out.

What are the typical terrain and elevation challenges for road cycling in Mount Kisco?

Road cycling in Mount Kisco is characterized by rolling hills and extensive woodlands, providing varied terrain. Routes can range from moderate rides with manageable elevation gains, such as the Halls Hill – Byram Lake Reservoir loop, to challenging routes with substantial climbs, like the Perkins Memorial Tower – Bear Mountain Bridge loop, which features over 1,300 meters of ascent.

Are there any easy road cycling routes suitable for beginners in Mount Kisco?

Yes, Mount Kisco has options for beginners. While many routes feature rolling hills, there are easier, well-paved sections and dedicated cycling paths like portions of the North County Trailway that offer a gentler introduction to road cycling in the area. Look for routes categorized as 'easy' on komoot.

What scenic viewpoints or landmarks can I see along the road cycling routes?

Many routes offer scenic views of the region's picturesque reservoirs and natural features. You can cycle past the Cross River Reservoir, the Titicus Reservoir, and the New Croton Reservoir. The New Croton Dam is a notable landmark offering great views, and some routes, like the Perkins Memorial Tower – Bear Mountain Bridge loop, provide sweeping views across the Hudson River and Harriman State Park.

Can I find circular road cycling routes in the Mount Kisco area?

Yes, many of the road cycling routes around Mount Kisco are designed as loops, allowing you to start and end at the same point. Examples include the popular Halls Hill – Byram Lake Reservoir loop and the Titicus Reservoir North Side – Cross River Reservoir loop, both offering scenic circular rides.

Is parking available near the road cycling routes in Mount Kisco?

Parking is generally available at common starting points for many routes, such as near Fox Lane High School or in various public areas within Mount Kisco. For specific routes, it's advisable to check the route details on komoot for recommended parking locations.

Are there family-friendly road cycling options in Mount Kisco?

While many routes involve rolling hills, families can find suitable options by choosing routes with less elevation gain or utilizing dedicated multi-use paths like sections of the North County Trailway. These paths often provide a safer and more relaxed environment away from vehicle traffic.

What do other road cyclists enjoy most about road cycling in Mount Kisco?

The road cycling experience in Mount Kisco is highly rated by the komoot community, with an average score of 4.9 stars. Cyclists often praise the diverse landscapes, including the scenic reservoirs and extensive woodlands, as well as the variety of routes that cater to different fitness levels, from moderate rides to challenging climbs.

Are there places to stop for coffee or food along the routes?

Mount Kisco and the surrounding towns offer various cafes and eateries where you can refuel during or after your ride. While specific stops vary by route, many routes pass through or near villages with amenities. Planning your route with komoot allows you to identify potential refreshment points along the way.

Are there challenging road cycling routes for experienced cyclists?

Absolutely. Experienced cyclists will find plenty of challenging routes with significant elevation gains. For instance, the Reservation Road – The Bedford Oak loop covers over 88 kilometers with more than 1,000 meters of climbing, providing a demanding ride through the region's hilly terrain.

Are there any routes that feature the Mianus River or Spahn Pond?

Yes, you can explore routes that incorporate these natural features. The Spahn Pond – Mianus River loop from Burden Preserve is a moderate 77.6 km ride that takes you through areas featuring Spahn Pond and along the Mianus River, offering a scenic and engaging experience.

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