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Routes
Cycling routes
United States
Connecticut
Northwest Hills Planning Region

Lakeville

The best cycling routes around Lakeville

5.0

(7)

63

riders

10

rides

Touring cycling around Lakeville features a diverse landscape with extensive paved trails and greenways, ideal for exploring the region. The area is characterized by numerous lakes, such as Lake Marion, and includes significant parklands like Ritter Farm Park with its prairies, woodlands, and ravines. A branch of the Vermillion River also flows through the area, contributing to the varied natural environment suitable for cycling.

Best touring cycling routes around Lakeville

  • The most popular touring cycling route is The Ore Pit…

Last updated: May 4, 2026

5.0

(7)

46

riders

#1.

The Ore Pit loop from Millerton

39.9km

02:25

130m

130m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Lakeville

Hiking around Lakeville

Road Cycling Routes around Lakeville

Tips from the Community

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, 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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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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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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The U.S. Bicycle Route 7 (USBR 7) is a super good, north-south bike trail that follows the Western New England Greenway through Connecticut, Massachusetts, and Vermont. This section in Massachusetts goes down the Rannapo Road and over the Housatonic River, where you have great views over the river. Then the road twists its way through the open countryside, sticking close to the river. It is a fantastic bike ride.

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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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An opportunity to cross the river. There are a few houses and maybe even a store. Early AM everything is closed there. I would count on it for supplies.

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Frequently Asked Questions

What types of touring cycling routes can I find in Lakeville?

Lakeville offers a diverse range of touring cycling routes. You'll find extensive paved multi-purpose trails and greenways, scenic loops around lakes like Lake Marion, and routes that meander through parks such as Ritter Farm Park. Some options also combine gravel and paved roads, featuring rolling hills and picturesque rural scenery. The city boasts over 130 to 140 miles of trails suitable for various cycling experiences.

Are there any easy touring cycling routes suitable for beginners in Lakeville?

Yes, Lakeville has several easy touring cycling routes. For instance, the Bartholomew's Cobble loop from Toms Hill is an easy 12.5-mile (20.1 km) trail. Another accessible option is the Cobble Park – Town Open Space loop from Mount Riga State Park, which is 17.1 miles (27.5 km) long and also rated easy. These routes are generally completed in about 1 to 1.5 hours.

What are some notable natural features or landmarks I can see while cycling in Lakeville?

Lakeville's cycling routes often pass by significant natural features. You can explore areas around Lake Marion, which is a central feature with bike trails encircling it. Ritter Farm Park offers prairies, woodlands, and ravines. The Vermillion River, a designated trout stream, also flows through the city. For specific landmarks, you might encounter highlights such as Bear Mountain or Lion's Head, depending on the route you choose.

Are there any touring cycling routes with significant elevation changes for a more challenging ride?

Yes, for cyclists seeking more challenging rides with notable elevation, Lakeville offers options. The West Cornwall Covered Bridge loop from Lime Rock Park is a moderate 13.0-mile (21.0 km) path that includes a significant elevation gain of 1080 feet (329 meters). For an even more demanding experience, the West Cornwall Covered Bridge – Lakeville loop from Centennial Watershed State Forest is a difficult 34.4-mile (55.4 km) route with an elevation gain of over 2500 feet (777 meters).

What do other touring cyclists enjoy most about cycling in Lakeville?

The touring cycling routes in Lakeville are highly rated by the komoot community, with an average score of 5.0 stars from over 7 reviews. Cyclists often praise the extensive paved trails, the scenic lake views, and the diverse parklands that make for varied and enjoyable rides. The area's commitment to maintaining green infrastructure and its picturesque natural setting are frequently highlighted.

When is the best time of year to go touring cycling in Lakeville?

Lakeville offers enjoyable cycling experiences throughout much of the year. Spring and fall provide pleasant temperatures and beautiful scenery, with autumn showcasing vibrant foliage. Summer is also popular, though it can be warmer. For specific events, the annual 'Tour of Lakeville Bike Ride' is held in the fall, offering a great community experience. Always check local weather conditions before heading out.

Are there any family-friendly cycling options in Lakeville?

Yes, Lakeville's extensive network of paved multi-purpose trails and greenways are ideal for family cycling. Many routes offer comfortable, flat sections suitable for all ages. The 10-mile scenic circuit around Lake Marion is a popular choice for families, providing panoramic views in a relatively easy setting. The city's numerous parks also offer safe and accessible areas for younger riders.

Where can I find information about parks and trails in Lakeville?

Lakeville is home to over 100 parks and conservation areas, covering more than 3,000 acres. For detailed information on the city's extensive park and trail system, including maps and facilities, you can visit the official Lakeville city website. Specifically, the Parks & Trails section provides comprehensive resources.

Are there opportunities for mountain biking near Lakeville?

While this guide focuses on touring cycling, Lakeville and its surroundings do offer options for mountain biking. Within Lakeville, you can find mountain biking trails at West Lake Marion Mountain Bike Trail, which caters to various skill levels. Nearby, you can also explore Murphy-Hanrehan Park Reserve, Lebanon Hills Regional Park, and Buck Hill Mountain Bike Skills Park for more rugged adventures.

Can I access Lakeville's cycling routes using public transport?

Lakeville is primarily a car-dependent community, but some public transport options exist, mainly through regional bus services. However, direct public transport access to specific trailheads for cycling might be limited. It's generally recommended to drive to a suitable parking area near your chosen route. For detailed public transport information, it's best to consult local transit authority websites.

Are there any circular touring cycling routes in Lakeville?

Yes, many of Lakeville's touring cycling routes are designed as loops, allowing you to start and end at the same point. Examples include the 10-mile scenic circuit around Lake Marion, the The Ore Pit loop from Village of Millerton (24.8 miles), and the West Cornwall Covered Bridge loop from Lime Rock Park (13.0 miles). These circular routes make planning your ride convenient.

Are there any permits required to cycle on Lakeville's trails?

Generally, most of Lakeville's paved multi-purpose trails and greenways do not require specific permits for cycling. These public trails are freely accessible. However, for certain specialized parks or mountain biking trails, or if you are participating in organized events, there might be specific fees or permits required. It's always a good idea to check with the specific park or trail management if you plan to visit a less common area.

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