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Western Connecticut Planning Region

Ridgefield

New Canaan – Siscowit Reservoir loop from Ridgefield

Western Connecticut Planning Region

Ridgefield

New Canaan – Siscowit Reservoir loop from Ridgefield

Moderate

4.8

(4738)

6,390

riders

New Canaan – Siscowit Reservoir loop from Ridgefield

02:31

53.8km

480m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: June 29, 2026

Waypoints

Start point

Parking

Get Directions

971 m

Branchville Road Open Space

Highlight • Natural

This is the only protected open space right off Branchville Road, which makes it a great stopover if you're cycling this scenic route.

Tip by

5.99 km

Deer Run Pond

Highlight • Lake

Want a break from a scenic ride along Nod Road or nearby Whipstick Road? Pull off onto Nod West Drive for a few moments beside this small pond.

Tip by

6.94 km

Whipstick Road Open Space

Nature Reserve

8.96 km

Millstone Road Open Space

Nature Reserve

17.1 km

This is a lovely road section on the way up to Pine Hill. All along this wetland, the trees, streams and ponds freshen the air to make your ride absolutely pleasant. No matter the effort you put into it, you're definitely going to enjoy it.

Tip by

22.4 km

Mill Pond Park

Highlight • Lake

Mill Pond Park is located off Millport Avenue and contains a large pond. There are some lovely walking trails nearby and if the weather is right you can ice skate on the pond in the winter. It is the perfect little park literally at any time of year and is surprisingly serene and peaceful.

Tip by

32.0 km

New Canaan

Highlight • Settlement

New Canaan is a wealthy little town about an hour's train ride away from Manhattan.

Tip by

37.1 km

West Road Pond

Highlight • Lake

39.6 km

Siscowit Reservoir

Highlight • Lake

The first dam across Rippowam River is thought to have been built here sometime in the 1700s by John Raymond. Throughout the years it has been rebuilt about as often as it's been renamed. The current name of Siscowit means "muddy place" in a local indigenous language.

Tip by

47.3 km

Onatru Reservation and Onatru Park

Highlight • Trail

Lewisboro Parks & Recreation are owned by the Town of Lewisboro. It encompasses the house, buildings, fields and a preserve that were donated to the local community in order to preserve them for future generations. There are a number of trails around the parks constructed by members of the local community. It includes Onatru Reservation and Onatru Park farm itself.

Tip by

53.8 km

End point

Parking

Way Types & Surfaces

Way Types

29.5 km

20.1 km

4.29 km

Surfaces

40.3 km

13.4 km

113 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (240 m)

Lowest point (50 m)

Weather

Today

Friday 4 September

28°C

18°C

28 %

Additional weather tips

Max wind speed: 15.0 km/h

to get more detailed weather forecasts along your route

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New Canaan – Siscowit Reservoir loop from Ridgefield

Branchville Road Open Space

Deer Run Pond

Cheese Spring Pond

Mill Pond Park

New Canaan

West Road Pond

Siscowit Reservoir

Onatru Reservation and Onatru Park

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