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United States

Connecticut

Lower Connecticut River Valley Planning Region

Deep River Landing – Jennings Pond loop from Deer Lake

Routes

United States

Connecticut

Lower Connecticut River Valley Planning Region

Deep River Landing – Jennings Pond loop from Deer Lake

Hard

4.8

(5646)

10,393

riders

Deep River Landing – Jennings Pond loop from Deer Lake

04:48

77.0km

930m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: March 27, 2026

Waypoints

Start point

Parking

Get Directions

5.99 km

Lake Hammonasset Public Watershed Land

Nature Reserve

38.7 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

42.5 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

43.0 km

Little House Brewing Co.

Highlight • Pub

Delicious beer in a quaint downtown area. Outdoor seating in the backyard. But watch out for the yellowjackets!

Tip by

46.5 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 …

Tip by

47.4 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

48.6 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

49.1 km

Cedar Lake

Lake

51.8 km

Pattaconk Lake

Highlight • Lake

Pattaconk Lake is most popular for fishing and boating, but it makes for a great stop during a bike ride, too. There are a number of hiking trails around the …

Tip by

62.8 km

Hidden Lake

Lake

77.0 km

End point

Parking

Way Types & Surfaces

Way Types

33.3 km

24.5 km

12.8 km

5.76 km

655 m

Surfaces

26.2 km

20.3 km

17.2 km

13.2 km

147 m

Elevation

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

Highest point (180 m)

Lowest point (0 m)

Weather

Today

Tuesday 19 May

32°C

16°C

25 %

Additional weather tips

Max wind speed: 18.0 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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Deep River Landing – Jennings Pond loop from Deer Lake

Deep River Landing

Jennings Pond

Little House Brewing Co.

Wig Hill

Pattaconk Brook Waterfall

Cedar Lake

Pattaconk Lake

Nearby routes

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