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Hiking trails & Routes

Western Connecticut Planning Region

Bennett's Pond State Park – Great Viewpoint loop from Lake Windwing

Hiking trails & Routes

Western Connecticut Planning Region

Bennett's Pond State Park – Great Viewpoint loop from Lake Windwing

Moderate

2.7

(27)

49

hikers

Bennett's Pond State Park – Great Viewpoint loop from Lake Windwing

02:51

10.0km

220m

Hiking

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: September 10, 2026

Waypoints

A

Start point

Parking

1

304 m

Lake Windwing

Highlight • Lake

The Lake Windwing area has some nice trails that are fun in the summer and covered with snow in the winter. The lake itself is nice to visit while on …

Tip by

2

2.85 km

Bennett's Pond

Highlight • Lake

Nice view of Bennett's Pond. It is a great place to escape to for some peace and quiet. You would never guess that you are so close to craziness on Route 7.

Tip by

3

3.18 km

Bennett's Pond

Highlight • Lake

Nice view of Bennett's Pond. It is a great place to escape to for some peace and quiet. You would never guess that you are so close to craziness on Route 7.

Tip by

4

3.47 km

Bennett's Pond State Park

Highlight • Forest

Bennett's Pond State Park covers 460 acres of beautiful woodlands and open space. Once part of a grand estate, the park features hiking and biking trails, a 56-acre pond, and …

Tip by

5

4.42 km

Bennett's Pond

Highlight • Lake

This pond is part of the headwaters of the Saugatuck River, ultimately providing drinking water to lower Fairfield County. The trail circles the entire pond. We were there in August, …

Tip by

6

7.21 km

Ives Cabin Chimney Ruin

Highlight • Historical Site

This is all that's left of a cabin built by Charles and Moss Ives in 1903 (Charles Ives was a well-known composer). Here is a picture of what the cabin …

Tip by

7

7.58 km

Great Viewpoint

Highlight • Viewpoint

Very nice place with a wonderful view. Just right for a short break.

Tip by

B

10.0 km

End point

Parking

Way Types & Surfaces

Way Types

10.0 km

< 100 m

Surfaces

9.55 km

453 m

< 100 m

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Elevation

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

Highest point (280 m)

Lowest point (160 m)

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Weather

Powered by Foreca

Today

Monday 12 October

20°C

10°C

0 %

Additional weather tips

Max wind speed: 11.0 km/h

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