4.4
(7)
180
riders
47
rides
Road cycling around Millerton, New York, offers routes through the scenic Hudson Valley, characterized by rolling hills and the backdrop of the Taconic and Berkshire Mountain ranges. The region features dedicated paved paths, including sections of the Harlem Valley Rail Trail, which provide smooth surfaces with minimal traffic. Beyond the rail trail, local paved country roads present scenic views, though these routes typically lack shoulders. The terrain provides options ranging from gentle gradients to more challenging climbs.
Last updated: June 28, 2026
3.5
(2)
37
riders
36.8km
01:57
170m
170m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
8
riders
58.8km
02:41
600m
600m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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6
riders
65.0km
03:19
590m
590m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
6
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
7
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Millerton
The name stems from the nearby Ore Hill Mine, once the last active goethite mine in Connecticut. Operating from the 18th century until 1923, the mine extracted iron ore, contributing to the state's industrial development. Encompassing roughly 11 acres, Ore Hill Park provides a serene setting for a relaxing ride.
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Established in 1803, it holds the distinction of being the first free, public library in the United States. This pioneering accomplishment paved the way for public libraries across the nation.
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There are over 45 road cycling routes around Millerton, offering a variety of options for different skill levels and preferences.
Road cycling in Millerton features a mix of terrain. You'll find dedicated paved paths like sections of the Harlem Valley Rail Trail, known for their smooth surfaces. Beyond the rail trail, local paved country roads wind through picturesque rolling hills and offer views of the Taconic Mountains. While scenic, these country roads typically lack shoulders.
The komoot community highly rates road cycling in Millerton, with an average score of 4.4 stars from 7 reviews. Cyclists often praise the varied scenery, from the smooth rail trail sections to the challenging climbs through rolling hills and the Taconic Mountains.
Yes, the Harlem Valley Rail Trail is a prime attraction for road cyclists. It's a paved trail known for its smooth surface and minimal traffic, making it ideal for a pleasant ride. It currently spans 26 miles south from Millerton to Wassaic, with an 8-mile extension north nearing completion.
Yes, Millerton offers several easy road cycling routes suitable for beginners or families. An excellent option is the Wassiac Rail Station – Wassiac Bridge over a Creek loop from Village of Millerton, an easy 22.9-mile path with gentle elevation changes that passes by the Wassaic Rail Station.
For more challenging rides, explore routes that venture into the rolling hills and Taconic Mountains surrounding Millerton. The Babes Hill – Reed Hill loop from Centennial Watershed State Forest is a popular 37.0-mile route leading through rolling hills with notable elevation changes.
While cycling, you'll encounter the scenic Taconic Mountains and rolling hills. Nearby attractions include Stissing Mountain, offering panoramic views from its fire tower, and Brace Mountain, Dutchess County's highest point. You might also pass by Taconic State Park - Rudd Pond, or the internationally acclaimed Innisfree Gardens, known for their unique design.
Yes, many of the road cycling routes around Millerton are designed as loops. For example, the popular Rudd Pond – Rail trail bridge loop from Centennial Watershed State Forest is a 30.6-mile circular route that incorporates sections of the rail trail.
For routes utilizing the Harlem Valley Rail Trail, you can often find parking in downtown Millerton or near the Wassaic Metro North Station at the southern end of the trail. For other country road routes, look for designated parking areas at trailheads or public access points, though specific parking details may vary by route.
Yes, the Harlem Valley Rail Trail connects directly to the Wassaic Metro North Station, making it accessible via public transportation from New York City. This allows cyclists to take a train to Wassaic and begin their ride on the rail trail, which extends north towards Millerton.
Millerton and nearby towns offer various cafes and pubs where you can refuel. The town of Millerton itself has options for refreshments. For more information on local establishments, you can visit visitmillertonny.com.
The best time for road cycling in Millerton is typically from spring through fall, when the weather is mild and the scenery is vibrant. Summer offers warm temperatures, while spring and autumn provide cooler rides and beautiful foliage. Always check local weather conditions before heading out.


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