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Status unknown — verify before visiting

We don't have current condition data for this trail. Check with the land manager before you go.

Lake Windwing, Bennett’s Pond and Pine Mountain route map
DifficultLoop

Lake Windwing, Bennett’s Pond and Pine Mountain

Ridgefield, Connecticut

6.3 mi

Distance

1,581 ft

Elev. Gain

Loop

Route Type

Difficult

Difficulty

About This Trail

Imported description
It’s a great hike where you start on a lake (Windwing), walk around a second lake (Bennett’s Pond) which often has swans or other wildlife and then to the beautiful view from Pine Mountain. Start at the end of the cul-de-sac from the parking lot by on the red trail along lake Windwing. It's recommendable to walk this trail counterclockwise and continue on the red trail until it intersects with the blue trail. Follow the sign to Bennett’s Pond on the blue trail. Then follow the trail around Bennett’s Pond. You will get close to Route 7 and hear the cars driving by when you’re at the end of Bennett’s Pond but only for a few minutes. You will be able to enjoy walking next to Bennett’s Pond on the other side back before the trail will take you ultimately up on a bit of a longer hike all the way up to Pine Mountain. The first section is on the yellow blaze and then once you leave Bennett’s Pond behind (which you can only see in the fall or early spring from up high) on the red blaze trail. Enjoy the beautiful view up on Pine Mountain before you take the hike back down on the red blaze trail. The section when you turn left rather than going straight to Pine Mountain Road is a bit steep. Take the blue trail at a sharp turn to the right and then the yellow trail. It leads to a broader trail back to the lake. Off-line map recommended to stay on the trail as it is not always marked very clearly.

Trail Conditions

Trail Conditions

Unknown

We have no current condition data for this trail. Check with the operator before you go, and submit a report below if you've been recently.

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Elevation Profile

Min:165 ft
Max:312 ft
482 ft
482 ft
165 ft214 ft263 ft312 ft0.0 mi1.6 mi3.1 mi4.7 mi6.3 mi

Trail Details

Route Type
Loop
Surface
Dirt

Official sources & verification

We don't have curated agency sources for this trail in our cache yet. Outdoors is not the permitting authority — confirm conditions, permits, and access with the managing agency before you go. If you know who manages this trail, please tell us.

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Legacy import — verify before navigating

Path geometry came from our pre-launch legacy database. Routes have not yet been re-verified against the operator and may differ from the actual trail.

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