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Routes
Road cycling routes
United States
Connecticut
Western Connecticut Planning Region

Squantz Pond State Park

The best road cycling routes in Squantz Pond State Park

4.0

(1)

102

riders

16

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Road cycling routes in Squantz Pond State Park traverse a landscape characterized by steep, wooded slopes and the waters of Squantz Pond. The region features diverse flora, including forests of maple, oak, and hemlock trees, alongside rugged wilds and rock formations. This area offers varied terrain with significant elevation changes, providing a "mountain-like" setting for road cyclists.

Best road cycling routes in Squantz Pond State Park

  • The most popular road cycling route is Squantz Pond – Squantz Pond loop from…

Last updated: May 4, 2026

3

riders

#1.

Squantz Pond – Squantz Pond loop from New Fairfield

25.8km

01:18

360m

360m

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

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Moderate

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

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

Moderate

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

Moderate

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

Easy
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Popular around Squantz Pond State Park

Hiking in Squantz Pond State Park

Running Trails in Squantz Pond State Park

Cycling in Squantz Pond State Park

Tips from the Community

Zachary
September 26, 2024, View of the Housatonic River

This well-maintained dirt road is great for biking, especially int he autumn when the fall leaves transform the trail. The road takes you right up to the water with excellent views of the Housatonic River.

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Andrus
February 25, 2024, Harrybrooke Park

Harrybrooke Park is a hidden gem in an ideal setting near the river. In addition to the lovely surroundings the the Historic Harden House Museum is open to visitors.

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Matthew
February 20, 2024, Disbrow Pond

Disbrow Pond is a small body of water just off the side of Sawmill Road. You get a pretty great view from the bridge crossing over the water, but you can hop off the bike and go down next to the water if you pull into the entrance on the north side of the reservoir.

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Jamie S.
February 20, 2024, Squantz Pond

Squantz Pond is a 288-acre lake in Fairfield County, Connecticut on the town line of Sherman and New Fairfield. As you ride on CT-39, you get fantastic views over this large body of water.

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Jamie S.
February 14, 2024, Squantz Pond

Squantz Pond is a 288-acre lake in Fairfield County, Connecticut on the town line of Sherman and New Fairfield. As you ride on CT-39, you get fantastic views over this large body of water.

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Douglas Nadig
September 26, 2021, Harrybrooke Park

on exit path from park.

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Opportunity to have a decent meal along this route. Friendly folks refill water and it has a proper washroom as well. In general Kent is a good stop to refill or rest before heading further as supply station might become sparse.

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Frequently Asked Questions

What is the general difficulty level for road cycling in Squantz Pond State Park?

Road cycling in Squantz Pond State Park offers a range of difficulties, from easy to difficult. The terrain is characterized by steep, wooded slopes and significant elevation changes, providing a "mountain-like" setting. You'll find routes with over 3,000 feet of elevation gain for experienced riders, as well as easier options.

Are there road cycling routes suitable for beginners in Squantz Pond State Park?

Yes, Squantz Pond State Park offers some road cycling routes suitable for beginners. While many routes feature significant elevation, there are options with up to 1,000 feet of elevation gain over shorter distances, making them more manageable for those new to road cycling.

What kind of views can I expect on road cycling routes in Squantz Pond State Park?

Road cycling routes in Squantz Pond State Park offer picturesque views of the 270-acre Squantz Pond, surrounded by steep, wooded slopes. You'll experience diverse natural features, including forests of maple, oak, and hemlock trees, rugged wilds, and interesting rock formations. Many routes provide scenic vistas of the pond and the area's rolling hills.

When is the best time of year to go road cycling in Squantz Pond State Park?

The fall is an especially beautiful time for road cycling in Squantz Pond State Park. The foliage erupts in vibrant reds, oranges, and golds, creating a stunning backdrop that is beautifully reflected in the pond's surface. The combination of challenging inclines and picturesque autumn views makes it a compelling destination during this season.

Are there any loop road cycling routes in Squantz Pond State Park?

Yes, many of the road cycling routes in Squantz Pond State Park are designed as loops, allowing you to start and end in the same location. Examples include the Squantz Pond – Squantz Pond loop from New Fairfield and the View of Squantz Pond – Squantz Pond loop from New Fairfield, which offer scenic rides around the area.

What do other road cyclists enjoy most about road cycling in Squantz Pond State Park?

The road cycling experience in Squantz Pond State Park is highly rated by the komoot community, with an average score of 4.0 stars. Cyclists often praise the region's "mountain-like" terrain, the challenging inclines, and the stunning natural beauty, especially the views of Squantz Pond and the vibrant seasonal foliage.

How many road cycling routes are available in Squantz Pond State Park?

There are over 20 road cycling routes available in Squantz Pond State Park. These routes cater to various fitness levels, with options ranging from easy to difficult, ensuring there's a suitable ride for almost every road cyclist.

Are there any challenging road cycling routes for experienced riders?

Yes, experienced road cyclists will find challenging routes in Squantz Pond State Park. For example, the Squantz Pond – Bulls Bridge loop from New Fairfield is a difficult 54.7-mile (88.0 km) trail with over 1,000 meters of elevation gain, offering a substantial workout and varied terrain.

Are there places to eat or stay near the road cycling routes in Squantz Pond State Park?

While Squantz Pond State Park itself is focused on natural recreation, the surrounding towns like New Fairfield offer various amenities. You can find cafes, pubs, restaurants, and accommodation options nearby to refuel and relax after your ride.

What kind of surfaces can I expect on the road cycling routes?

Many of the road cycling routes in the Squantz Pond State Park area feature mostly well-paved surfaces, making them ideal for road bikes. This allows for smooth riding while enjoying the scenic and often challenging terrain.

Is there public transport access to Squantz Pond State Park for cyclists?

Public transport options directly to Squantz Pond State Park are limited. Most visitors access the park and its cycling routes by car, often parking within or near the park facilities. It's advisable to plan your transportation in advance.

Are there any permits required for road cycling in Squantz Pond State Park?

Generally, specific permits are not required for road cycling on public roads and designated routes around Squantz Pond State Park. However, it's always a good idea to check the official Squantz Pond State Park website or local regulations for any updates or specific rules regarding park access or activities.

Most popular routes in Squantz Pond State Park

Hiking in Squantz Pond State Park

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