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Northwest Hills Planning Region

Housatonic River – Class IV unmaintained fun loop from Kent

Northwest Hills Planning Region

Housatonic River – Class IV unmaintained fun loop from Kent

Moderate

4.9

(2648)

5,487

riders

Housatonic River – Class IV unmaintained fun loop from Kent

01:47

30.7km

420m

Gravel riding

Moderate gravel ride. 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: August 12, 2026

Waypoints

A

Start point

Parking

1

153 m

Fife 'n Drum Restaurant & Inn

Highlight • Restaurant

Opportunity to have a decent meal along this route.
Friendly folks refill water and it has a proper washroom as well.

In general Kent is a good stop to refill …

Tip by

2

4.47 km

Cool dirt road

Highlight • Trail

This is part and beyond is part of the Appalachian trail and is recreational part that is open to bicycles. It is a dead end tho!

Tip by

3

6.85 km

Housatonic River

Highlight • River

With its spring in Massachusetts the Housatonic River flows for 149 miles to southern Connecticut into Long Island Sound. The Appalachian Trail follows the river from the covered wooden Bulls …

Tip by

4

6.90 km

Class IV unmaintained fun

Highlight (Segment) • Trail

40mm+ tires recommended

Tip by

5

9.99 km

Skiff Mountain

Highlight • Summit

B

30.7 km

End point

Parking

Way Types & Surfaces

Way Types

26.1 km

2.89 km

1.54 km

151 m

Surfaces

17.1 km

11.5 km

1.75 km

310 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 (420 m)

Lowest point (110 m)

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Weather

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Sunday 4 October

17°C

8°C

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