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Western Connecticut Planning Region

Sandy Hook

Western Connecticut Planning Region

Sandy Hook

The best road cycling routes around Sandy Hook

4.8

(40)

238

riders

rides

Want to go road cycling around Sandy Hook? We’ve reviewed all of the road rides around Sandy Hook to identify the best. Explore them all here, and find your perfect road cycling route around Sandy Hook.

Last updated: November 15, 2025

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1. Barn Hill Pond – Cranberry Pond loop from Seymour

68.4km

03:19

700m

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

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Moderate

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2. Beachside Avenue - Great stretch to ride – Pequot Avenue (brand new surface) loop from Sandy Hook

100km

04:46

910m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

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3. Radey Pond – Hesseky Meadow Pond loop from South Britain Historic District

50.8km

02:23

520m

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

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Moderate

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4. View of Housatonic River – Minor Bridge loop from Bethel

67.7km

03:33

890m

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

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Moderate

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5. Newtown Forest Association – View of Saugatuck Reservoir loop from Sandy Hook

60.4km

02:49

590m

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

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Moderate

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The best road cycling routes around Sandy Hook

1. Barn Hill Pond – Cranberry Pond loop from Seymour

2. Beachside Avenue - Great stretch to ride – Pequot Avenue (brand new surface) loop from Sandy Hook

3. Radey Pond – Hesseky Meadow Pond loop from South Britain Historic District

4. View of Housatonic River – Minor Bridge loop from Bethel

5. Newtown Forest Association – View of Saugatuck Reservoir loop from Sandy Hook

Most popular routes around Sandy Hook

Most popular attractions around Sandy Hook

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