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Road cycling routes
United States
New York
Columbia County

Taconic Shores

The best road cycling routes around Taconic Shores

4.3

(3)

143

riders

23

rides

Road cycling around Taconic Shores offers diverse routes through a landscape characterized by rolling hills, farmland, and the serene Robinson Pond. The region is nestled between the Berkshire and Catskill mountains, providing a picturesque backdrop for rides. Cyclists can find numerous paved surfaces, with options ranging from easy, short rides to more challenging excursions with significant elevation gains. This area is a notable destination for road cycling, featuring accessible attractions and natural features.

Best road cycling routes around Taconic Shores

Last updated: May 17, 2026

3.5

(2)

60

riders

#1.

Rail Trail North Start – Rail trail bridge loop from Hillsdale

53.8km

02:51

290m

290m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Popular around Taconic Shores

Hiking around Taconic Shores

Cycling around Taconic Shores

Tips from the Community

Alex Tray
July 15, 2024, Rail Trail North Start

Started here to go south to Wassiac

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View of a pond and wildlife

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Scott
March 6, 2024, Ore Hill Park

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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Scott
February 27, 2024, Scoville Library

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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Scott
February 27, 2024, Lakeville

Nestled in the Litchfield Hills of Connecticut, Lakeville is a charming small town known for its scenic beauty. The town is surrounded by rolling hills, forests, and several lakes, including Lake Wononscopomuc, which is the largest natural lake in the state.

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oliviakellis
February 24, 2024, Snyder Pond

Located in Columbia County, Snyder Pond is a 25-acre lake with charming neighborhood surroundings.

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mtm05005
February 22, 2024, Taconic State Park

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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Tyler Sanders
January 31, 2024, The Ore Pit

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

How many road cycling routes are available in Taconic Shores?

There are over 20 road cycling routes around Taconic Shores, offering a variety of options for different skill levels. These routes explore the region's rolling hills, scenic farmland, and areas within Taconic State Park.

What are the typical difficulty levels for road cycling routes in Taconic Shores?

The road cycling routes in Taconic Shores range from easy to difficult. You'll find 4 easy routes, 17 moderate routes, and 2 challenging routes, ensuring options for beginners and experienced cyclists alike.

Are there easy road cycling routes suitable for beginners or families?

Yes, Taconic Shores offers several easy road cycling routes. The Harlem Valley Rail Trail, for example, provides a mostly paved and accessible experience. A good option is The Ore Pit – Rail Trail North Start loop from Harlem Valley Rail Trail, which is suitable for riders of all fitness levels.

What is the best time of year for road cycling in Taconic Shores?

The best time for road cycling in Taconic Shores is typically during the spring, summer, and fall months. These seasons offer pleasant weather to enjoy the diverse landscapes, from rolling hills and farmland to the serene Robinson Pond, without the challenges of winter conditions.

Are there any loop road cycling routes in Taconic Shores?

Yes, many of the road cycling routes in Taconic Shores are loops. For instance, you can explore Rail Trail North Start – Rail trail bridge loop from Town of Hillsdale or the more challenging Taconic State Park – Copake Iron Furnace loop from Taconic State Park – Copake Falls Area.

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

Road cycling routes in Taconic Shores often pass by picturesque landscapes and notable attractions. You might encounter the historic Copake Iron Works Furnace, or enjoy views from Sunset Rock Overlook. The region is also known for its serene Robinson Pond and the expansive Taconic State Park.

Are there any waterfalls accessible from the cycling routes?

Yes, some routes can bring you close to impressive waterfalls. For example, the Copake Iron Works Furnace – Bash Bish Falls loop from New Forge State Forest offers an opportunity to visit Bash Bish Falls, Massachusetts' highest waterfall, located near the border with New York.

Where can I park my car when accessing road cycling trails in Taconic Shores?

Parking is generally available at key access points for many routes, particularly within Taconic State Park – Copake Falls Area and near the Harlem Valley Rail Trail. Specific parking details can often be found on individual route pages on komoot.

What do other road cyclists enjoy most about road cycling in Taconic Shores?

The road cycling experience in Taconic Shores is highly rated by the komoot community, with an average score of 4.25 stars. Cyclists frequently praise the diverse terrain, from gentle rail trail sections to more challenging climbs, and the scenic beauty of the rolling hills and farmland.

Are there any challenging road cycling routes for experienced riders?

Absolutely. For experienced cyclists seeking a challenge, the region offers routes with significant elevation gains. A notable difficult route is the Taconic State Park – Copake Iron Furnace loop from Taconic State Park – Copake Falls Area, which covers over 60 miles and features substantial climbing through Taconic State Park.

Can I combine cycling with visits to historical sites?

Yes, the region is rich in history. The Taconic State Park – Copake Iron Furnace loop from Taconic State Park – Copake Falls Area specifically explores Taconic State Park and the historic Copake Iron Works Furnace, a well-preserved example of 19th-century industrial iron making.

Are there routes that connect to rail trails?

Yes, several road cycling routes in Taconic Shores incorporate or connect to rail trails, offering smoother, often flatter sections. An example is the Rudd Pond – Rail Trail North Start loop from Taconic State Park – Copake Falls Area, which leads through Taconic State Park and links to a rail trail.

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