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Lower Connecticut River Valley Planning Region

Jennings Pond – Deep River loop from Centerbrook

Lower Connecticut River Valley Planning Region

Jennings Pond – Deep River loop from Centerbrook

Moderate

4.7

(1279)

7,651

riders

Jennings Pond – Deep River loop from Centerbrook

02:39

53.5km

560m

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: May 12, 2026

Tips

The surface for a segment of your route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 41.0 km for 93 m

Waypoints

Start point

Parking

Get Directions

3.31 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

4.80 km

Comstock Pond/Stream

Nature Reserve

14.5 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

15.1 km

Cedar Lake

Lake

35.6 km

Village Green

Nature Reserve

36.8 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

39.8 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

41.1 km

Evelyn & Hawthorne Smyth Sanctuary

Highlight • Lake

Evelyn & Hawthorne Smyth Sanctuary is a small nature Preserve off of Essex Street near Post Cove and the Connecticut River. As you ride, you get nice views over the water in this attractive area.

Tip by

41.8 km

River Road

Highlight (Segment) • Viewpoint

River Road, along with a few of the other paved roads and bridges in the area, offers views of the Connecticut River. There are a bunch of neighborhoods on the …

Tip by

50.0 km

Post Cove

Highlight • Lake

Post Cove is a small, pretty pond fed by the Connecticut River. When riding by, be on the lookout for songbirds and ducks by the water and in the tall grasses and reeds.

Tip by

53.5 km

End point

Parking

Way Types & Surfaces

Way Types

30.1 km

22.4 km

877 m

< 100 m

Surfaces

35.1 km

18.3 km

< 100 m

Elevation

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

Highest point (130 m)

Lowest point (0 m)

Weather

Today

Monday 25 May

21°C

13°C

97 %

Additional weather tips

Max wind speed: 16.0 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 Centerbrook

Ivoryton Pond

Cedar Lake

Jennings Pond

Deep River

Evelyn & Hawthorne Smyth Sanctuary

River Road

Post Cove

Nearby routes

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