Squantz Pond State Park
Squantz Pond State Park
4.7
(3)
8
riders
3
rides
Touring cycling routes in Squantz Pond State Park navigate a landscape characterized by steep, forested slopes and rugged wilderness. The park's 172 acres on the southwestern shore of Squantz Pond feature granite boulders and dense forests of maple, oak, and hemlock trees. Flowing streams and intriguing rock formations are present throughout the area. The trail system extends into the adjacent Pootatuck State Forest, offering an expanded network for non-motorized activities.
Last updated: July 2, 2026
48.7km
03:15
770m
770m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
33.4km
02:08
410m
410m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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2
riders
14.2km
00:55
180m
180m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.7
(3)
1
riders
24.9km
01:38
300m
300m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
25.6km
01:45
430m
430m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Squantz Pond State Park
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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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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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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This is one of three old covered wooden bridges spanning over the Housatonic River. While the one at Cornwall is still intact, the original Old Covered Bridge in Sheffield was destroyed by fire and had to be rebuilt.
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The touring cycling routes in Squantz Pond State Park feature a diverse landscape characterized by steep, forested slopes, rugged wilderness, and granite boulders. You'll find a mix of well-paved sections suitable for various skill levels, as well as unpaved and more challenging segments. The area is known for its 'mountain-like' environment, offering continuous scenic views of Squantz Pond and the surrounding natural beauty.
Yes, Squantz Pond State Park offers several challenging routes. For instance, the Observatory Hill โ Seeley Hill loop from New Fairfield is a difficult 48.5 km route with a substantial 770 meters of elevation gain, predominantly on paved surfaces. Another demanding option is the Leonard Pond โ Hatch Pond loop from Sherman, which covers 59.6 km with 560 meters of elevation gain.
Absolutely. Squantz Pond State Park has several moderate touring cycling routes. The Bulls Bridge loop from Sherman is a popular moderate 33.4 km ride with 410 meters of elevation gain, largely on paved roads. Another good option is the Whalen Pond loop from Brookfield Center, a moderate 24.9 km ride with 300 meters of elevation gain.
While cycling in Squantz Pond State Park, you'll encounter stunning natural beauty. The clear blue waters of Squantz Pond reflect the surrounding steep, forested slopes. The landscape includes rugged wilderness, flowing streams, and intriguing rock formations like Council Rock, which holds historical significance for the Schaghticoke Tribe. The western shoreline of Squantz Pond is undeveloped, showcasing granite boulders and dense forests of maple, oak, and hemlock trees.
The park's natural setting is particularly vibrant in the autumn, making it a favorite spot for photographers and cyclists seeking to capture the colorful fall foliage. While cycling is enjoyable throughout the warmer months, fall offers a unique scenic experience with the changing leaves.
Yes, many of the touring cycling routes in Squantz Pond State Park are designed as loops. Examples include the Bulls Bridge โ Birch Hill loop from Sherman, a moderate 38.8 km ride, and the Observatory Hill โ Seeley Hill loop from New Fairfield, a more difficult 48.5 km option.
Yes, the park's trail system extends into the adjacent Pootatuck State Forest, providing an expanded network of multi-use trails. This connection offers touring cyclists even more options for exploring the region's natural beauty.
The touring cycling routes in Squantz Pond State Park are highly rated by the komoot community, with an average score of 4.8 stars from over 4 reviews. Cyclists often praise the continuous scenic views and the variety of terrain, from well-paved sections to more challenging segments.
Many routes in the area feature predominantly paved surfaces. For example, the Observatory Hill โ Seeley Hill loop from New Fairfield is largely on paved roads, as is the Bulls Bridge loop from Sherman. These routes offer a smoother ride while still providing significant elevation changes and scenic views.
There are 5 touring cycling routes detailed for Squantz Pond State Park, offering a range of difficulties from moderate to difficult, and varying distances to suit different preferences.
Yes, for those looking for longer rides, the Leonard Pond โ Hatch Pond loop from Sherman is a substantial 59.6 km route, leading through forested areas and past ponds, typically completed in about 3 hours 40 minutes.


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