Want to go road cycling around Winson? We’ve reviewed all of the road rides around Winson to identify the best. Explore them all here, and find your perfect road cycling route around Winson.

Last updated: October 20, 2025

5.0

(4)

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1. Windrush Valley Country Lane – View of the Cotswolds Valley loop from Barnsley

50.8km

02:42

440m

Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Intermediate

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2. Flat, Smooth, and Quiet Lanes – Down Ampney War Memorial Cross loop from Winson

48.2km

02:16

220m

230m

Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Intermediate

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3. Stump Shack Food Truck – Chedworth Countryside Views loop from Winson

32.1km

01:36

250m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

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4. Oaksey Village – Down Ampney War Memorial Cross loop from Winson

54.8km

02:35

290m

300m

Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5. The Twig – Lynwood & Co Northleach loop from Bibury

24.8km

01:17

200m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

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The best road cycling routes around Winson

1. Windrush Valley Country Lane – View of the Cotswolds Valley loop from Barnsley

2. Flat, Smooth, and Quiet Lanes – Down Ampney War Memorial Cross loop from Winson

3. Stump Shack Food Truck – Chedworth Countryside Views loop from Winson

4. Oaksey Village – Down Ampney War Memorial Cross loop from Winson

5. The Twig – Lynwood & Co Northleach loop from Bibury

Most popular routes around Winson

Most popular attractions around Winson

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