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Western Connecticut Planning Region

Sherman

Western Connecticut Planning Region

Sherman

The best cycling routes around Sherman

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(6)

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rides

Looking for the best cycling routes around Sherman? On this page, we bring you the best bike rides around Sherman so you can just get out and go. All you’ve got to do is choose your route!

Last updated: November 28, 2025

5.0

(5)

riders

1. Bike loop from Pawling

46.5km

02:55

450m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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2. Bulls Bridge – River Trail loop from Pawling

101km

07:07

1,270m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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3. Bulls Bridge loop from Sherman

40.9km

02:28

350m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

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4. River Trail – Bulls Bridge loop from Pawling

70.0km

04:58

850m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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5. Leonard Pond – Hatch Pond loop from Sherman

59.6km

03:40

560m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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

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The best cycling routes around Sherman

1. Bike loop from Pawling

2. Bulls Bridge – River Trail loop from Pawling

3. Bulls Bridge loop from Sherman

4. River Trail – Bulls Bridge loop from Pawling

5. Leonard Pond – Hatch Pond loop from Sherman

Most popular routes around Sherman

Most popular attractions around Sherman

Get inspired with the komoot mobile app

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