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Lower Connecticut River Valley Planning Region

Deep River Center

Jennings Pond – Deep River loop from Deep River Landing

Lower Connecticut River Valley Planning Region

Deep River Center

Jennings Pond – Deep River loop from Deep River Landing

Moderate

5.0

(4344)

13,833

riders

Jennings Pond – Deep River loop from Deep River Landing

03:39

75.8km

770m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: April 19, 2026

Waypoints

Start point

Train Station

Get Directions

3.78 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

6.81 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

8.47 km

Cedar Lake

Lake

27.5 km

Sawmill Pond

Lake

30.9 km

County Road

Highlight (Segment) • Climb

This is a nice steady climb with an even gradient throughout. Winding through a blanket of tall trees on either side. If you're travelling east to west, you're in luck …

Tip by

51.0 km

Beautiful river road

Highlight (Segment) • Cycleway

Running along Hammonasset River, this good quality road has fantastic views of the boulder strewn river surrounded by gnarly old trees. A fantastic stretch of road to cycle on.

Tip by

57.8 km

Town Open Space (Kelseytown & Carter Hill Rds)

Nature Reserve

67.0 km

Comstock Pond/Stream

Nature Reserve

68.5 km

Ivoryton Pond

Highlight • Lake

Falls River feeds Ivoryton Pond which has a small dam at the eastern end. Water from here flows into the much larger Mill Pond a little further east on Main …

Tip by

74.6 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

75.8 km

Deep River Landing

Highlight • Viewpoint

A waterside viewing point looking out onto the Connecticut River. A very tranquil spot, keep your eyes out for the wildlife such as eagles and ospreys.

Tip by

75.8 km

End point

Train Station

Way Types & Surfaces

Way Types

41.6 km

34.3 km

Surfaces

52.4 km

23.5 km

Elevation

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

Highest point (190 m)

Lowest point (0 m)

Weather

Today

Tuesday 2 June

24°C

5°C

0 %

Additional weather tips

Max wind speed: 13.0 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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Jennings Pond – Deep River loop from Deep River Landing

Jennings Pond

Pattaconk Brook Waterfall

County Road

Beautiful river road

Ivoryton Pond

Deep River

Deep River Landing

Nearby routes

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