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.
Last updated: May 9, 2026
5.0
(1)
12
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
10
riders
55.9km
03:07
940m
940m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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7
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
6
riders
46.4km
01:59
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
69.9km
03:15
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Nice little kicker. Mind the relatively busy road and blind crest though!
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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.
1
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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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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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There are over 360 road cycling routes around Little Wolford, offering a wide variety of options for different skill levels and preferences.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.


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