The best cycling routes around Millerton
5.0
(8)
62
riders
7
rides
Best touring cycling routes near Millerton NY traverse a landscape characterized by rolling hills, expansive farmlands, and dedicated rail trails. The region offers a mix of paved country roads and car-free pathways, providing diverse terrain for cyclists. Taconic State Park and the Harlem Valley Rail Trail are prominent features, offering scenic views and varied cycling experiences. This area provides a network of routes suitable for different skill levels, from flat, easy rides to more challenging paths with significant elevation gain.
Best touring cycling routes around Millerton
- The most popular touring cycling route is The Ore Pit loop from Village of Millerton, a 24.8 miles (39.9 km) trail that takes 2 hours 25 minutes to complete, offering moderate climbs through the local countryside.
- Another top favourite among local touring cyclists is Hunns Lake loop from Shekomeko, a moderate 17.5 miles (28.1 km) path. This route winds through picturesque rural landscapes, featuring rolling hills and scenic views.
- Local touring cyclists also love the West Cornwall Covered Bridge – Lakeville loop from Centennial Watershed State Forest, a 34.4 miles (55.4 km) trail leading through forested areas and past significant natural features, often completed in about 3 hours 37 minutes.
- Touring cycling around Millerton is defined by the Harlem Valley Rail Trail, scenic country roads, and the expansive Taconic State Park. The network offers options for various ability levels, from flat, easy rides to routes with considerable elevation changes.
- The routes in Millerton are highly rated by the komoot community with an average score of 5.0 stars from over 7 reviews. More than 60 touring cyclists have used komoot to explore Millerton's varied terrain.
Last updated: July 2, 2026
5.0
(8)
49
riders
41.2km
02:32
220m
220m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
28.1km
01:42
250m
250m
The Hunns Lake loop from Shekomeko offers a delightful touring cycling experience through the heart of Dutchess County. You'll wind through a classic New York landscape of rolling hills, peaceful agricultural lands, and dense wooded areas, with the serene Hunns Lake providing a picturesque focal point. The route combines well-paved roads with occasional unpaved or gravel sections, adding a touch of adventure to the journey.
This moderate 17.5-mile (28.1 km) cycling route features 807 feet (246 metres) of elevation gain, making it a satisfying ride that takes approximately 1 hour and 42 minutes to complete. It's a great option for cyclists looking for a rewarding outing without committing to an all-day epic, suitable for those who enjoy varied terrain and scenic countryside.
Dutchess County is known for its excellent cycling opportunities, and this circular cycling route near Shekomeko is a fine example. The region's diverse landscapes and charming villages make it a compelling destination for cyclists seeking both physical activity and natural splendor, offering a taste of the Hudson River Valley's beauty.
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3
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
1
riders
31.6km
02:01
390m
390m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Millerton
Tips from the Community
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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Constructed in 1862 using the Town lattice truss design, this bridge is one of the oldest covered bridges in Connecticut and the only remaining covered bridge in Litchfield County. Nestled amidst a picturesque rural setting, the bridge's red exterior with white trim complements the surrounding natural landscape, creating a charming scene.
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The road here runs directly next to Mudge Pond giving fantastic sweeping views of the pond and surrounding woodland. A sublime stretch of road to cycle on.
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The cemetery showcases a diverse range of headstones, from simple markers to elaborate sculptures, reflecting the changing styles and societal trends over the centuries. The cemetery offers a sense of serenity and tranquility, providing a space for reflection and contemplation amidst the natural beauty.
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Taconic State Park is a popular park on the border of New York and Massachusetts. There are several waterfalls within the park and multiple hiking trails for visitors to enjoy.
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A picturesque road circles Hunns Lake with plenty of opportunities to take in the views as you pedal on by. At just under 4km for a circuit round the lake on quiet roads, it is perfect for young cyclists.
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This pond is located in Taconic State Park and offers a nice place to cool off with a swimming area and a wading pool for young children. It's a great stopping point to rest and take in the beauty.
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Frequently Asked Questions
What types of cycling routes can I find around Millerton?
Millerton offers a diverse range of touring cycling routes, including dedicated car-free pathways like the Harlem Valley Rail Trail and scenic paved country roads. You'll find options suitable for various skill levels, from generally flat, easy rides to more challenging paths with significant elevation changes through rolling hills and farmlands.
Are there any easy touring cycling routes suitable for beginners or families?
Yes, the Harlem Valley Rail Trail is an excellent option for beginners and families. It's a paved, car-free pathway that is generally flat and easygoing, offering a pleasant ride through beautiful farmland and marshy areas. While the komoot guide primarily features moderate to difficult routes, the Rail Trail provides a very accessible experience.
What are some popular moderate touring cycling routes in the Millerton area?
Several moderate routes are popular among touring cyclists. One option is The Ore Pit loop from Village of Millerton, which is about 39.9 km and takes around 2 hours 25 minutes, featuring moderate climbs. Another is the Hunns Lake loop from Shekomeko, a 28.1 km path winding through picturesque rural landscapes.
Are there any challenging routes for experienced touring cyclists?
Yes, for experienced cyclists seeking a challenge, the Millerton area offers routes with considerable elevation changes. A notable difficult route is the West Cornwall Covered Bridge – Lakeville loop from Centennial Watershed State Forest. This 55.4 km trail leads through forested areas and past significant natural features, typically completed in about 3 hours 37 minutes.
What natural attractions or landmarks can I see while cycling near Millerton?
The region is rich in natural beauty. You can explore Taconic State Park, which offers spectacular views of the Taconic, Berkshire, and Catskill Mountain Ranges, and includes Rudd Pond for swimming and fishing. The Harlem Valley Rail Trail itself provides views of the Berkshire and Taconic Mountains. Nearby, Lake Wononscopomuc in Connecticut is also a significant natural attraction.
Is the Harlem Valley Rail Trail suitable for dogs?
The Harlem Valley Rail Trail is generally dog-friendly, allowing leashed dogs. It's a great car-free option for enjoying a ride with your canine companion, offering a flat and easy surface. Always ensure your dog is on a leash and you clean up after them.
What is the best time of year to go touring cycling in Millerton?
The best time for touring cycling in Millerton is typically spring, summer, and fall. These seasons offer pleasant weather for exploring the scenic country roads and rail trails. Fall is particularly beautiful with the changing foliage, while spring and summer provide lush green landscapes. Winter cycling is possible but can be challenging due to snow and ice.
Where can I find amenities like food and bike services in Millerton?
Millerton serves as a convenient hub for cyclists, especially for those using the Harlem Valley Rail Trail. The village offers a variety of amenities including restaurants, a diner, an ice cream shop, and a bike shop, making it an ideal stop for refreshments and any necessary bike services.
What do other touring cyclists say about the routes in Millerton?
The touring cycling routes around Millerton are highly regarded by the komoot community, with an average rating of 5.0 stars from over 7 reviews. Cyclists often praise the region's picturesque rural landscapes, the mix of dedicated rail trails and scenic country roads, and the opportunities to explore areas like Taconic State Park.
Are there any circular touring cycling routes available?
Yes, many routes in the Millerton area are designed as loops, allowing you to start and end in the same location. Examples include Rudd Pond loop from Sharon Station, which is a moderate 29 km ride, and the Cemetery Hill – Reed Hill loop from Sharon, a 31.6 km moderate route.
Where can I park my car to access the cycling routes?
Millerton is a significant trailhead for the Harlem Valley Rail Trail, and parking is generally available in the village to access this and other nearby routes. For routes within Taconic State Park, such as the Rudd Pond area, designated parking facilities are also available.
Most popular routes around Millerton
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