Wooster Mountain State Park
Wooster Mountain State Park
4.9
(7)
122
riders
16
rides
Touring cycling in Wooster Mountain State Park offers routes through a diverse natural setting characterized by rugged terrain, gently rolling hills, and dense forests. The park, covering over 400 acres, features trails that wind through oak woodlands and open meadows. While internal park trails are often geared towards mountain biking due to their rugged nature, the surrounding area provides opportunities for touring cyclists to explore scenic roads and varied landscapes. The park also features scenic overlooks providing views of the…
Last updated: July 13, 2026
15
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.8
(5)
19
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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9
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
9
riders
25.6km
01:34
180m
180m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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As you pass over Cross River Bridge, you get a great view of the water below. The traffic is normally light, so you should be able to go slowly to enjoy the view. There is no shoulder on the road as it crosses the river, so it is not safe to stop while on the bridge.
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Cross River Reservoir is a freshwater lake in scenic Westchester County. It is in a gorgeous forest setting, and when you cycle past it here on the Old Post Road Bridge, the views are simply stunning. As you look out over both sides of the bridge, there is nothing but tranquil water and a tree-lined shoreline. In the fall, the colors are stunning!
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In summer, it is a great place for hiking, and in winter, when the lake is covered with ice, it is great for ice skating.
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Not as good a bridge to stop at as 1/2 mile north on same road by the Ward Pound reservation entrance but still nice
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Nice place to stop for as picture. Moderately light traffic
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The Titicus Reservoir has been supplying NYC with water since 1893. It's beautiful riding here, and often pretty quiet too.
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offers possible resting spots with shade. good for people watching as well :)
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There are over 15 touring cycling routes available in and around Wooster Mountain State Park on komoot, offering a diverse range of experiences for cyclists.
The park and surrounding area feature a mix of rugged terrain, gently rolling hills, dense forests, and open meadows. While some internal park trails are more suited for mountain biking due to their ruggedness, the touring routes often navigate scenic roads and paths that offer varied landscapes, from flat sections to significant elevation gains.
While the park's internal trails can be rugged, many touring routes in the broader area offer varied experiences. For a relatively flat and scenic option, consider routes that incorporate sections of the Maybrook Trailway, which is known for its accessible paths. Always check individual route details for difficulty and terrain to ensure it suits your family's needs.
Wooster Mountain State Park is generally dog-friendly for hiking, and many outdoor areas in Connecticut welcome leashed dogs. However, when cycling, especially on shared-use trails or roads, it's important to ensure your dog is well-behaved and on a leash to ensure safety for everyone. Always check specific trail regulations before you go.
The park offers scenic overlooks with panoramic views of the surrounding countryside. You might also encounter a historic stone tower, built in the 1930s by the Civilian Conservation Corps, which provides breathtaking vistas. The area is also home to diverse wildlife, including deer and various bird species, and features two stocked ponds.
Yes, several touring cycling routes in the region are designed as loops. For example, the Lake View – Trail at Lake Naraneka loop from Land Cons. Of Ridgefield (Danbury Road) offers views of Lake Naraneka, and the Maybrook Trailway – Maybrook Trailway loop from Town Open Space (Beaver Brook Road) provides a longer, scenic circuit.
Wooster Mountain State Park has designated parking areas for visitors. When planning your cycling trip, check the starting points of specific routes on komoot, as many tours begin from established parking locations like those near Land Conservation areas or Town Open Spaces.
While direct public transport to the park's entrance might be limited, the city of Danbury, where the park is located, has public transportation options. Cyclists may need to plan for a combination of public transport and cycling to reach the park or specific route starting points.
The spring and fall seasons generally offer the most pleasant conditions for touring cycling in Wooster Mountain State Park, with milder temperatures and beautiful foliage. Summer can be enjoyable, but be prepared for warmer weather. Winter cycling is possible but may require specialized gear due to colder temperatures and potential snow or ice.
The area is highly rated by the komoot community, with an average score of 4.8 stars. Cyclists often praise the diverse natural settings, including dense forests and rolling hills, and the scenic views offered by routes like the Cross River Reservoir – Cross River reservoir dam loop from Town Open Space (Tanton Hill Road).
Yes, for those seeking a challenge, routes like the Cross River Reservoir – Cross River reservoir dam loop from Town Open Space (Tanton Hill Road) feature significant elevation gain, making them suitable for experienced touring cyclists looking for a more demanding ride.
Route durations vary significantly based on distance and difficulty. For example, a moderate route like the Lake View – Trail at Lake Naraneka loop from Town Open Space (Tanton Hill Road) might take around 1 hour 50 minutes, while more difficult and longer routes can take upwards of 3 to 4 hours.


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