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Routes
Road cycling routes
United Kingdom
England
West Midlands Region
Warwickshire
Stratford-On-Avon

Little Wolford

The best road cycling routes around Little Wolford

4.6

(117)

4,644

riders

361

rides

Road cycling around Little Wolford features a landscape characterized by quiet country lanes, rolling hills, and picturesque market towns. The region offers a mix of gentle gradients along river valleys and more challenging climbs, providing varied terrain for road cyclists. Routes often pass through historic villages and offer views of the surrounding rural scenery.

Best road cycling routes around Little Wolford

  • The most popular road cycling route is Moreton-in-Marsh — Market town – Long Compton Village loop from Cherington,…

Last updated: May 9, 2026

5.0

(1)

12

riders

#1.

Moreton-in-Marsh — Market town – Moreton-in-Marsh market town loop from Cherington

29.4km

01:34

290m

290m

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

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Easy

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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

Moderate

6

riders

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

Moderate

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

Moderate
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Popular around Little Wolford

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Tips from the Community

Michael Schaaf
March 31, 2025, Waldron Hill

Nice little kicker. Mind the relatively busy road and blind crest though!

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Great coffee and cake.

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This is one of England's tallest remaining maypoles. It is a striped pole that stands over 20 metres high. It has been present since the days of Shakespeare, and its original incarnation was made of wood (until it was struck by lightning and destroyed). The current pole is made of aluminium and is officially a Grade II historical monument listed by English Heritage.

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Danyil
August 20, 2024, Waldron Hill

Small hill with nice views of Cotswolds/Welford. The road surface is pretty bad in Welford direction but gets significantly better as approaches Long Marston.

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Mark Ngui
January 17, 2024, Ilmington Village

There are two pubs: The Howard Arms (gastropub) and The Red Lion.

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nice road side village from which you can start plenty rides into this part of the Cotswolds. Don't miss the store for refueling.

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Dovers Hill is a good climb with decent road surface, steep in places but fairly constant gradient. Enjoy!

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Short and steep (15% for a short segment). Decent road surface and little traffic. At the top you can circle Shenlow hill or head across to Winderton. All worth doing and with some nice views to enjoy.

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Frequently Asked Questions

How many road cycling routes are available around Little Wolford?

There are over 360 road cycling routes around Little Wolford, offering a wide variety of options for different skill levels and preferences.

Are there easy road cycling routes suitable for beginners in Little Wolford?

Yes, Little Wolford offers over 100 easy road cycling routes. An excellent option for beginners is the Moreton-in-Marsh — Market town – Long Compton Village loop from Cherington, which is 18.4 miles (29.6 km) long and features gentle terrain.

What are the options for advanced road cyclists seeking a challenge?

For experienced cyclists, there are nearly 30 difficult routes. A notable challenging option is the Baker's Hill View – Chipping Campden Market Hall loop from Shipston-on-Stour, a 34.8-mile (55.9 km) path with significant elevation gain and expansive views.

What is the typical duration of road cycling routes near Little Wolford?

Route durations vary significantly. Shorter, easy routes like the Moreton-in-Marsh — Market town – Long Compton Village loop from Cherington can be completed in about 1 hour 34 minutes, while longer, more challenging routes such as the Pillerton Hersey Church – Walton Hall loop from Shipston-on-Stour can take over 3 hours.

Are there any circular road cycling routes in the area?

Yes, many routes around Little Wolford are designed as loops, allowing you to start and finish at the same point. Examples include the Quiet Lanes by the River Stour – Shenington Road Climb loop from Shipston-on-Stour and the Roadbike loop from Shipston-on-Stour.

What kind of scenery can I expect on road cycling routes around Little Wolford?

Road cycling around Little Wolford is characterized by quiet country lanes, rolling hills, and picturesque market towns. Routes often pass through historic villages and offer views of the surrounding rural scenery and river valleys.

What do other road cyclists enjoy most about road cycling in Little Wolford?

The area is highly rated by the komoot community, with an average score of 4.5 stars from over 100 reviews. Road cyclists often praise the quiet country lanes, varied terrain, and the charm of passing through historic villages and market towns.

Are there any interesting landmarks or attractions to see along the road cycling routes?

Yes, many routes pass by significant historical and natural sites. You might encounter ancient monuments like The King Stone or The Rollright Stones Stone Circle. Routes also often lead through charming settlements such as Moreton-in-Marsh.

When is the best time of year for road cycling in Little Wolford?

The region's quiet country lanes and rolling hills are enjoyable throughout the warmer months, typically from spring to autumn. These seasons offer pleasant weather for exploring the picturesque villages and scenic landscapes.

Are there road cycling routes that include pub stops?

While specific pub stops are not detailed in every route description, the routes frequently pass through charming market towns and villages. These settlements often host traditional pubs, providing ample opportunities for refreshment breaks during your ride.

What is the typical terrain like for road cycling in this region?

The terrain around Little Wolford offers a mix of gentle gradients along river valleys and more challenging climbs over rolling hills. This variety provides options for both relaxed rides and more strenuous workouts.

How can I find less crowded road cycling routes?

Many of the routes around Little Wolford utilize quiet country lanes, which generally offer a less crowded cycling experience compared to busier main roads. Exploring routes that venture away from larger towns can further enhance tranquility.

Most popular routes around Little Wolford

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