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Road cycling routes
United States
Connecticut
Capitol Planning Region

Lamentation Mountain State Park

The best road cycling routes in Lamentation Mountain State Park

5.0

(2)

122

riders

51

rides

Road cycling in Lamentation Mountain State Park and its surrounding areas offers routes through a landscape defined by the prominent traprock ridge of Lamentation Mountain. This region features rugged cliffs, forested slopes, and panoramic views across the Connecticut countryside. While the park itself is primarily known for hiking, the broader area provides paved roads suitable for road cycling, often traversing mixed hardwood and evergreen forests. The terrain includes varied elevations, from gentle stretches to more challenging climbs along the Metacomet…

Last updated: June 28, 2026

5

riders

#1.

Coe Hill – Wadsworth Falls loop from Highland Pond Preserve

49.7km

02:27

640m

640m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

5.0

(1)

5

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

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

Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Lamentation Mountain State Park

Hiking in Lamentation Mountain State Park

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MTB Trails in Lamentation Mountain State Park

Cycling in Lamentation Mountain State Park

Tips from the Community

Matthew
February 26, 2024, Rock in the Hammonasset River

If you bike down Cottage Road, you can access the Hammonasset River at the Town of Madison Canoe/Kayak Launch. This is a popular spot for just soaking in views of the river under the West Main Street Bridge.

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Lisa
February 25, 2024, Wadsworth Falls

It's well worth hopping off your bike here for the short walk to Wadsworth Falls, AKA Wadsworth Big Falls. This is widely considered one of the best waterfalls in Connecticut, and its 30-foot drop is especially impressive after a big rain.

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Lisa
February 25, 2024, Highland Pond

You'll catch some nice views of water through the trees as you cycle past Highland Pond. There are a few wide spots on the road where you can pull over if you like. If you want to leave your bike for a little while and stretch your legs, there's also a nice walking trail on the southeast side of the lake.

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This waterfall is considered one of the best in the entire state. It offers a perfect place to cool off and enjoy the sights and sounds. It is best to visit after rainfall, as the waterfall becomes more impressive. However, be cautious and watch your footing, as the rocks can get slick. Make sure you step off the bike before heading down the path.

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Guilford's historic center is built around the town green, which was laid out in 1639. The green is host to a number of events throughout the year as well as a number of memorials and monuments. The historic district consists of over 600 buildings built over the centuries from the 17th through the 20th. One of the highlights is the Henry Whitfield House, built from stone in 1639 it is now a museum and holds the title of oldest house in Connecticut.

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Alex
January 24, 2024, Highland Pond

Cyclists find a serene retreat at Highland Pond in Middletown, USA. The pond, nestled amid scenic landscapes, provides a peaceful spot for a rest during a cycle ride. Cyclists can enjoy moments of tranquility, observe birds, and take in the natural surroundings, enhancing their cycling journey in Middletown.

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EuroCyclingTrips
January 20, 2024, Savage Hill

Savage Hill is a great name for a road the points uphill. The climb up Savage Hill Road isn't as bad as the name might suggest and is a peaceful residential road.

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Town Of Cromwell Open Space and Dog Park spans across Coles Road in Cromwell, Connecticut. This is a pleasant place to ride past as you explore the area.

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Frequently Asked Questions

How many road cycling routes are available in Lamentation Mountain State Park and its vicinity?

There are over 50 road cycling routes in and around Lamentation Mountain State Park, offering a variety of distances and difficulty levels. These routes traverse diverse landscapes, from forested roads to areas with views of the prominent traprock ridge.

Are there road cycling routes suitable for beginners in the Lamentation Mountain State Park area?

Yes, the region offers 17 easy road cycling routes. An example is the Snow Hill – Savage Hill loop from Highland Historic District, which is 18.7 miles long and features an elevation gain of about 186 meters, making it a good option for those new to road cycling in the area.

What kind of terrain can I expect on road cycling routes around Lamentation Mountain State Park?

The terrain around Lamentation Mountain State Park is characterized by the prominent Metacomet Ridge, featuring varied elevations from gentle stretches to more challenging climbs. You'll cycle through mixed hardwood and evergreen forests, with opportunities for views of rugged cliffs and the Connecticut countryside. While the park's interior is rugged, the surrounding paved roads offer scenic cycling.

Are there any challenging road cycling routes for experienced riders?

Yes, for experienced riders seeking a challenge, there are 3 difficult routes available. A notable option is the Rock in the Hammonasset River – Guilford Historic Town Center loop from Francis T. Maloney High School, an extensive 87.2-mile route with over 1,000 meters of elevation gain, connecting diverse landscapes from river areas to historic town centers.

Can I find routes with scenic views or viewpoints?

Absolutely. While the mountain summit itself is primarily for hiking, many road cycling routes in the vicinity offer glimpses of the dramatic traprock ridge and panoramic views across the Connecticut countryside. The region is known for its scenic beauty, especially along the Metacomet Ridge.

Are there any circular or loop road cycling routes?

Yes, many of the road cycling routes in the area are designed as loops. For instance, the Roadbike loop from Highland Pond Preserve is a 20.6-mile circular route that takes about 1 hour 35 minutes to complete, leading through varied terrain.

What do other road cyclists enjoy most about cycling in this area?

The road cycling routes in Lamentation Mountain State Park and its surroundings are highly rated by the komoot community, with an average score of 5.0 stars from 1 review. Cyclists often appreciate the diverse landscapes, from forested roads to views of the traprock ridge, and the variety of routes catering to different ability levels.

Are there any routes that pass by natural attractions like waterfalls?

Yes, some routes incorporate natural attractions. The Wadsworth Falls – Mattabassett Trolley Trail loop from Saw Island is a moderate 34.5-mile path that offers a mix of natural scenery, including sections near Wadsworth Falls, providing a refreshing stop along your ride.

What is the best season for road cycling around Lamentation Mountain State Park?

The best seasons for road cycling are typically spring, summer, and fall. These seasons offer pleasant temperatures and vibrant scenery, from spring blossoms to autumn foliage. While winter cycling is possible, conditions can be challenging due to cold weather and potential ice or snow.

Is there parking available near the road cycling routes?

Yes, parking is generally available at various starting points for routes in the region. Many routes begin from public access points or designated parking areas, such as those near Highland Pond Preserve or Francis T. Maloney High School, making it convenient to start your ride.

Can I expect to see wildlife while road cycling?

The park and surrounding areas are home to diverse ecosystems, supporting wildlife such as deer, foxes, and numerous bird species. While road cycling, you might encounter various birds and smaller mammals, especially in the quieter, more forested sections of the routes. The area is also an important raptor migration path.

Are there any family-friendly road cycling options?

While Lamentation Mountain State Park itself is rugged, the broader region offers easier, less strenuous routes that can be suitable for families. Look for routes designated as 'easy' in the area, which typically feature less elevation gain and shorter distances, providing a more relaxed cycling experience.

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