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Lower Connecticut River Valley Planning Region

Middletown

Wadsworth Falls – Jennings Pond loop from Middletown

Lower Connecticut River Valley Planning Region

Middletown

Wadsworth Falls – Jennings Pond loop from Middletown

Moderate

3.5

(11)

riders

Wadsworth Falls – Jennings Pond loop from Middletown

03:28

74.7km

800m

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: April 2, 2026

Tips

Cycling is not permitted along parts of this route

After 37 m for 56 m

After 5.93 km for 59 m

After 74.7 km for 56 m

Waypoints

Start point

Parking

Get Directions

5.96 km

Wadsworth Falls

Highlight • Waterfall

This waterfall is considered one of the best in the entire state. It offers a perfect place to cool off and enjoy the sights and sounds. It is best to …

Tip by

8.78 km

Lucy Strickland Estate

Nature Reserve

37.1 km

Beautiful Cedar Lake is a local recreational area for the residents of Chester. Two springs feed into this 80-acre water body. Its tree-lined shore and tranquil setting make it a beautiful vista when cycling past on W. Main Street.

Tip by

38.2 km

Pattaconk Brook Waterfall

Highlight • Waterfall

There is a cute waterfall right next to the road where Pattaconk Brook flows through Town Park. You get a particularly good view if you are travelling south-east to north-west.

Tip by

39.2 km

Wig Hill

Highlight • Summit

This is one of the tallest hills in the area, offering some nice views over nearby green space. It also puts you on Wig Hill Road, which follows an overpass …

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42.4 km

Jennings Pond

Highlight • Lake

Jennings Pond is a pond created by a small dam on the eastern side of the pond which sits between two private properties. The pond is surrounded by trees and …

Tip by

45.4 km

Deep River

Highlight • Settlement

This town embodies the quintessential charm of New England, with its picturesque Main Street lined with boutiques, cafes, and historic landmarks.

Tip by

74.7 km

End point

Parking

Way Types & Surfaces

Way Types

68.4 km

4.64 km

1.27 km

184 m

156 m

< 100 m

Surfaces

70.4 km

4.05 km

189 m

151 m

Elevation

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

Highest point (160 m)

Lowest point (0 m)

Weather

Today

Saturday 23 May

16°C

9°C

68 %

Additional weather tips

Max wind speed: 10.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Wadsworth Falls – Jennings Pond loop from Middletown

Wadsworth Falls

Cedar Lake

Pattaconk Brook Waterfall

Wig Hill

Jennings Pond

Deep River

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