4.5
(840)
4,585
hikers
219
hikes
Hikes around Cherington Gloucestershire explore the rolling hills and woodlands of the Cotswolds Area of Outstanding Natural Beauty. The landscape is characterized by quiet country lanes, shallow climbs, and footpaths connecting several nearby villages. The network of trails offers routes across varied terrain suitable for multiple fitness levels.
Last updated: May 8, 2026
4.1
(12)
47
hikers
6.30km
01:43
100m
100m
Moderate hike. Great for any fitness level. Mostly accessible paths. Sure-footedness required.
4.5
(15)
73
hikers
14.4km
03:56
220m
220m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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4.7
(10)
32
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.5
(2)
11
hikers
10.2km
02:49
170m
170m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.0
(2)
12
hikers
14.1km
03:51
220m
220m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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At the heart of many beautiful roads and climbs in the North Cotswolds
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"The name "Brailes" is thought to originate either from the Old Welsh breg-lis - "hill court" - or the Old English byrgels - "burial place". Castle Hill Motte in the middle of the village is a natural knoll that was made higher in the Norman era to form the motte of a motte-and-bailey castle. Its construction may have been ordered by Roger de Beaumont, who was Earl of Warwick from 1123–53. Earthworks of both the motte and the bailey survive, and the site is a Scheduled Monument. Brailes was the home of William de Brailes, a 13th-century medieval painter of illuminated manuscripts. Of the many artists who painted such manuscripts, William is one of only two whose name has been recorded. It was also the birthplace of Thomas de Brayles (died c.1340), a senior judge and Crown official of the early fourteenth century, whose highest office was Chancellor of the Irish Exchequer. On the other side of Stocks Hill is Brailes House, the former home to the Sheldon family. The Sheldons have held the manor of Brailes since 1547." Source: Wikipedia https://en.wikipedia.org/wiki/Brailes
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This was a damp, drizzly, mizzly evening so the view was a bit limited. However, I imagine that on a sunny, summer evening or a crisp, clear winters morning the views will be spectacular.
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"The small market town of Shipston-on-Stour is situated in South Warwickshire and ideally located for visitors to the North Cotswolds and Stratford-upon-Avon. It is surrounded by places of interest including Chipping Campden, Broadway, and Moreton-in-Marsh. The towns name derives from being known in ancient times as 'Sheep-wash-Town'. Shipston was for a long time an important sheep market town and after the demand for local wool began to diminish the town continued to flourish thanks to the opening in 1836 of a branch line from the horse-powered tramway built a decade before to link Stratford with Moreton-in-Marsh. The line became a modern railway in 1889. The town was also an important coaching town and many of the inns from that era surviving in the area of the High Street. Shipston today is a charming historic and thriving town with interesting and unusual features.. It is becoming increasingly popular with tourists due to its wonderful mixture of shops, pubs, restaurants and hotels. Shipston was a working Wool Town and developed many woolen skills, including those for making tapestries including the famous Sheldon Tapestries in neighbouring farming hamlet of Barcheston. which became central to the history of English tapestry making. It is today officially commemorated by the 'Wool Fair' which takes place on Spring Bank Holiday Monday. In the Tudor period the little hamlet of Barcheston on the outskirts of Shipston was the first manufacturing home in England for the weaving of magnificent woollen tapestries. They are also known as the Sheldon Tapestries. They are profusely decorated with flowers and mythological motifs and often highlighted in silk. Technically, for that period, they were unrivalled throughout the land. Unfortunately very few have survived." Source: https://www.cotswolds.info/places/shipston-on-stour.shtml
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Shipston Cemetery Chapel was built and consecrated in the mid 19th century. It is a Grade II Listed Building consisting of two mortuary chapels - one for members of the Church of England and one for Nonconformists. The cemetery itself is also a Commonwealth War Graves Commission site. Source: https://wikimapia.org/23796671/Cemetery-Chapel
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"Barcheston church is a delightful largely fifteenth century building in a secluded spot close to Shipston on Stour. It's most distinguishing feature externally is the leaning north west tower, which inclines dramatically to the west (and is sometimes referred to as 'Warwickshire's Pisa'!). The effect is somewhat alarming, but it has been this way for some centuries, having settled soon after it was built, as witnessed by the additional buttress propping up the west face; hopefully it will be staying put for the foreseeable future. The church has more of a Cotswold appearance than one is normally used to seeing in Warwickshire, and would perhaps seem more at home if it stood over the Gloucestershire or Oxfordshire borders, very much a sign of how far south we are in the county. The layout is quite irregular, the chancel is off centre and the south aisle is more of a seperate chapel only half the length of the nave. The first glimpse upon entering via the lean-to south porch is the view looking across to the north aisle, with it's very domestic looking windows (a post Reformation alteration, possibly to admit more light) and an arcade that seems to be leaning even more dramatically than the tower (where the arcade meets the tower wall there is a bracket 'propped up' by a carved 'helping hand', very apt and much needed assitance judging by the angle!)." Copyright: Aidan McRae Thomson 2012 Source: https://warwickshirechurches.weebly.com/barcheston---st-martin.html
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This was the start/finish point of this walk. "The Church of St Barnabas and St Nicholas was built in the Imperial period, replacing a Medieval church on the same site. The bell turret was added in the 19th Century, during renovation. The church is situated north east of the Manor House, Burmington. There is a fair amount of Medieval masonry in the church walls perhaps dating from as early as the 13th century, but the only ancient architectural detail surviving is part of the chancel arch of c1200. The church had fallen into decay and the nave was rebuilt in 1693; it formerly had a central tower, 4.9m square, but this was then abolished and the chancel reduced in size. A further very complete restoration was also carried out in the 19th century when all the windows, doorways, and roofs were renewed, the bell-turret added, and other work done. In 1311 Burmington was a chapel annexed to the church at Wolford. The chancel arch has two big re-used late 12th century corbels and the NW tower has a pyramid roof." Source: https://www.ourwarwickshire.org.uk/content/catalogue_her/church-of-st-barnabas-and-st-nicholas-burmington
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Yes, the area is well-suited for circular hikes. Many trails are designed as loops, starting and ending in the same place, which is convenient if you're arriving by car. A good example of a moderate circular route is the Long Compton loop via Whichford Wood — The Cotswolds, which takes you through pleasant sections of woodland.
The hiking terrain around Cherington is typical of the Cotswolds, featuring rolling hills rather than steep mountains. You can expect a mix of quiet country lanes, footpaths through open fields, and trails through woodlands. Most routes involve shallow climbs, making them accessible to most fitness levels. Be aware that some paths can become muddy, especially after rain.
Definitely. There are plenty of easier options suitable for a family outing. For a straightforward and enjoyable walk, consider the Shipston Cemetery Chapel – St Martin's Church, Barcheston loop from Burmington. It's a relatively flat 6.8 km route through open countryside that takes under two hours.
Most trails in the Cherington area are great for walking with a dog. You'll be crossing through farmland with livestock, so it's essential to keep your dog on a lead in these areas. The Long Compton Woods loop from Long Compton is a good choice, offering a shorter walk with plenty of woodland scenery for you and your canine companion to enjoy.
Yes, combining a good walk with a pub stop is a popular activity here. The The George Inn, Brailes – Historic Church and Cemetery loop from Cherington is a moderate route that is perfect for this, as it is planned around a classic country pub.
Walks around Cherington showcase classic Cotswolds scenery. You'll see rolling green hills, charming stone-built villages, and peaceful woodlands. Depending on your route, you might also encounter historic sites like the ancient King's Men and King Stone circles on the King's Men Stone Circle – The King Stone loop from Long Compton.
There is a wide variety of routes to choose from, with over 200 trails mapped on komoot around Cherington. These range from short, easy strolls to more challenging day hikes, ensuring there's a walk for every ability and preference.
The area is highly regarded by the komoot community, with an average rating of 4.5 stars. Hikers often praise the beautiful Cotswolds scenery, the quiet country lanes, and the mix of woodland and open field paths.
Parking is generally available in the villages where most trails start, such as Cherington, Long Compton, or Burmington. This is often on-street parking, so please park considerately. For popular routes, it's a good idea to arrive earlier in the day to secure a spot.
Reaching the trailheads by public transport can be challenging as Cherington is a rural village. Bus services connect to larger nearby towns like Shipston-on-Stour, but services may be infrequent, especially on weekends. It's best to check local bus timetables in advance when planning your trip.
While most trails are easy to moderate, there are options for those seeking a challenge. The area has around 10 designated difficult hikes. These longer routes require a good level of fitness and will take you on extended journeys through the varied landscape of the Cotswolds.


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