5.0
(1)
116
riders
39
rides
Road cycling routes around Scotts Corners, located within Pound Ridge in Westchester County, New York, offer diverse landscapes and varied natural features. The region is characterized by rolling hills, scenic countryside roads, and numerous reservoirs, providing a mix of terrain for cyclists. Many routes utilize well-paved, low-traffic back roads, enhancing the riding experience through this picturesque area. The topography provides varied terrain suitable for different levels of road cyclists.
Last updated: July 10, 2026
13
riders
60.9km
02:48
660m
660m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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6
riders
23.4km
01:19
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5
riders
25.4km
01:20
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5
riders
41.8km
02:10
480m
480m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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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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You can't ride bikes on the trails, but a nice spot for lunch (byo) when rambling in the CT/NY liminal zone. Lock your bike (or drive there) for a short but sweet hike.
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This is a wonderful, quiet stretch of road. It winds through woodlands, and you will occasionally pass some beautiful houses.
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As you pass over Cross River Bridge, you get a great view of the water below. The traffic is normally light, so you should be able to go slowly to enjoy the view. There is no shoulder on the road as it crosses the river, so it is not safe to stop while on the bridge.
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Kents Pond is one of several lovely small ponds near Wilton Town Forest. The road that runs next to the pond is a quiet one, so if you are looking for a spot to have a break, you could pull off the road at this spot and enjoy the wonderful surroundings.
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This lovely smooth, paved road goes through Ward Pound Ridge Reservation over rolling hills. This is an especially pretty road to ride in the fall as the leaves change from green to orange, yellow, and red.
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There are over 45 road cycling routes around Scotts Corners, offering diverse landscapes and varied natural features. These routes cater to a wide range of cyclists, from leisurely rides to challenging climbs.
Yes, Scotts Corners offers several routes suitable for beginners and families. There are 15 easy routes, including options like the "Scotts Corners Cruise" mentioned in regional research, which is a 12-mile route with gentle inclines, ideal for casual riders. The hamlet of Scotts Corners also features a playground, making it a family-friendly starting point.
The region is characterized by picturesque rural settings, rolling hills, and scenic countryside roads. You'll find a mix of terrain, from relatively flat paths to routes with significant elevation gains. Many routes offer stunning vistas of several large reservoirs like the Cross River, Siscowit, and Titicus Reservoirs. The area also features natural beauty such as dense forests, babbling brooks, and even hidden waterfalls like Cliffside Falls.
Yes, many of the road cycling routes in Scotts Corners are designed as loops. For example, you can explore the Titicus Reservoir North Side – Grant Road loop from Levy Gorge or the Siscowit Reservoir – Church Hill loop from New Canaan, both offering scenic circular rides.
As you cycle, you can enjoy views of various reservoirs such as Cross River Reservoir and Siscowit Reservoir. The routes also pass through charming areas like the Bedford Village Historic District and the settlement of New Canaan, offering glimpses of local history and character.
Many of the cycling routes benefit from being on low-traffic back roads, which are particularly scenic in the fall when the foliage changes color. While specific winter conditions vary, the region's natural beauty is enjoyable across multiple seasons, with spring and summer also offering pleasant riding conditions.
While specific parking lots for every route aren't detailed, many routes start from areas with available parking. For instance, the popular Rings End Bridge – Pear Tree Point Cove loop starts from Mianus River Gorge Parking. The Scotts Corners hamlet itself also offers local parking options.
The Scotts Corners hamlet is a quaint commercial district with local shops and restaurants, providing convenient stops for refreshments. Many routes pass through or near small towns and villages in the broader Westchester County area, where you can find cafes and other amenities.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the diverse landscapes, the mix of rolling hills and scenic reservoirs, and the quiet, low-traffic back roads that enhance the riding experience through this picturesque region.
Yes, Scotts Corners offers challenging routes for experienced cyclists, with 4 difficult routes available. The region provides routes with significant elevation gains and varied terrain, such as the 91.2 km "Scotts Corner, Pound Ridge" route mentioned in regional research, which features substantial climbs and descents.
While Scotts Corners is primarily a rural area, public transport options in Westchester County can get you close. For detailed public transport information to Scotts Corners, it's best to consult local transit authority websites, as direct routes might be limited.
One of the longer routes is the Cross River Reservoir – Titicus Reservoir North Side loop from Mianus River Gorge Preserve, which spans approximately 80.4 kilometers (50 miles) and typically takes over 3 hours and 45 minutes to complete.


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