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Oswestry

Oswestry

The best road cycling routes around Oswestry

4.6

(7)

803

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rides

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

Last updated: October 21, 2025

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1. Ostwestry to Ellesmere Lake loop via Whittington Castle

63.6km

02:44

360m

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

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Intermediate

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2. The Swan Inn, Pontfadog – Chirk Castle Gates loop from Oswestry

42.6km

02:10

620m

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

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Intermediate

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5.0

(1)

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3. Mereside Lake – Whittington Castle loop from Oswestry

44.8km

02:15

190m

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

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Intermediate

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4. Roadbike loop from Morda

57.8km

02:34

590m

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

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Intermediate

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5. The Knockin Shop – Kinnerley Coffee Stop loop from Oswestry

45.0km

01:51

190m

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 Oswestry

1. Ostwestry to Ellesmere Lake loop via Whittington Castle

2. The Swan Inn, Pontfadog – Chirk Castle Gates loop from Oswestry

3. Mereside Lake – Whittington Castle loop from Oswestry

4. Roadbike loop from Morda

5. The Knockin Shop – Kinnerley Coffee Stop loop from Oswestry

Other adventures around Oswestry

Most popular routes around Oswestry

Most popular attractions around Oswestry

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