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Winchcombe

The best walks and hikes around Winchcombe

4.6

(1761)

13,511

hikers

81

hikes

Hiking around Winchcombe offers access to the diverse landscapes of the Cotswolds Area of Outstanding Natural Beauty. The region is characterized by verdant rolling hills, the dramatic Cotswold scarp, and extensive limestone grassland, including Cleeve Hill, the highest point in the Cotswolds. Tranquil river paths along the River Isbourne and serene woodlands like Thrift Wood provide varied terrain for exploration. Historical features such as Sudeley Castle and Belas Knap Long Barrow are integrated into the trail network.

Best hiking trails…

Last updated: April 24, 2026

4.7

(34)

210

hikers

#1.

Cleeve Hill loop from Winchcombe

14.2km

04:00

280m

280m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

4.5

(29)

122

hikers

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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4.4

(11)

28

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Tips from the Community

Dan Pratt 🇬🇧
August 25, 2025, Belas Knap Long Barrow

Shame you can’t actually go inside !

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Old picnic bench behind the spring house

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The gargoyles outside. Bullet holes in the wall outside. Twin stone coffins inside. Worth taking your time here.

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Ian
March 20, 2025, Winchcombe Village

Parking at Back Lane Library car park for £1 all day. Cash, or Ringo App adds a 40% handling fee

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pretty impressive neolithic burial mound

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crazy its not better protected

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Well poor visibility and high wind made it a little hard to see too far.

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Lovely walk to and from the Cafe across Cleeve Common

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More Information

Classic Cotswold scenes

The Cotswolds are rightly famous for their uniquely idyllic towns and villages and the rural magnificence of the gently undulating hills. Walks around Winchcombe explore the very centre of this wonderful part of Britain. From the gothic shadow of the parish church of St Peters, which is well-known for its gargoyles, there are many walks of great interest.

A variety of routes fan out from the town, taking the intrepid to castles boasting award-winning gardens, historic remains and charming villages. The Neolithic burial ground of Belas Knap is a popular excursion. Situated below the crest of a prominent ridge, it rewards with sweeping views of the surrounding countryside. Meanwhile, nearby villages exhibit the limestone brickwork and thatched roofs of Tudor manor houses built on the wealth of the wool trade.

Exploring the highest land in the Cotswolds

The ancient Anglo-Saxon town is situated perfectly for an excursion onto the highest area of upland in Gloucestershire, Cleeve Common. Some of the best hiking trails around Winchcombe culminate on Cleeve Hill, the highest point in the Cotswolds at 1,083 feet (330 m).

From the town centre, trails follow the peaceful River Isbourne to the eastern flanks of the common. From here it is not far to the trig point on the summit. The viewpoint to the north offers a stupendous vista down to Cheltenham and Gloucester and beyond to the Malvern Hills, the Bristol Channel and the distant Welsh Black Mountains.

Get closer to nature

There is a myriad of wildlife to enjoy during hikes around Winchcombe. Cleeve Common is a haven for plants, insects, birds, reptiles and mammals, which thrive on the unique limestone grassland. The common’s thin, nutrient-starved topsoil leads to a great diversity of plant life, as individual species struggle to claim a monopoly. There are several varieties of orchid found here as well as other wildflowers.

Elsewhere in the surrounding countryside, rabbits inhabit the fields and meadows in abundance, whilst adders often sun themselves on exposed rocks. Roe deer are less brazen, often hiding from any hint of human activity. Nevertheless, the lighter-footed hiker might stand a chance of catching a glimpse.

Frequently Asked Questions

How many hiking trails are there around Winchcombe?

Winchcombe offers a wide variety of hiking experiences, with over 80 routes available on komoot. These range from easy riverside strolls to more challenging ascents into the Cotswold hills.

What types of terrain and landscapes can I expect on hikes in Winchcombe?

Hikes around Winchcombe feature the quintessential Cotswold landscape, including verdant rolling hills, the dramatic Cotswold scarp, and extensive limestone grasslands. You'll find tranquil river paths along the River Isbourne, serene woodlands like Thrift Wood, and panoramic views from high points such as Cleeve Hill.

Are there any easy, family-friendly walks in Winchcombe?

Yes, Winchcombe has a good selection of easy walks suitable for families. For example, the Winchcombe Village – The Lion Inn loop from Winchcombe is an easy 6.5 km route that explores the local area. Many of the Winchcombe Gateway Walks are also designed for varying abilities, including shorter, gentler options.

Can I bring my dog on the hiking trails in Winchcombe?

Many trails around Winchcombe are dog-friendly, allowing you to explore the Cotswold countryside with your canine companion. However, always keep dogs under control, especially when passing through farmland with livestock, and be mindful of local signage regarding leads or restrictions in certain areas like nature reserves.

What historical landmarks or attractions can I see while hiking near Winchcombe?

Winchcombe's trails are rich in history. You can pass by the stunning Belas Knap Long Barrow, a Neolithic burial site, or the ruins of Hailes Abbey. Many walks also offer views of or pass close to Sudeley Castle, a historic Grade I listed monument with beautiful gardens. The parish St Peter's Church in Winchcombe itself is another notable historical point.

Are there any circular walks starting from Winchcombe?

Yes, Winchcombe is an excellent base for circular walks. The town is a hub for several routes, including the 42-mile Winchcombe Way, which is a figure-of-eight route, and the Winchcombe Gateway Walks, which are specifically designed as circular trails of varying lengths originating and ending in the town.

What is the best time of year to go hiking in Winchcombe?

Winchcombe offers enjoyable hiking year-round. Spring brings carpets of bluebells in woodlands like Thrift Wood and the annual Walking Festival in May. Summer provides longer daylight hours for extended hikes. Autumn showcases beautiful foliage across the Cotswolds, while winter offers crisp, clear views, though some paths may be muddy.

Are there any challenging hikes with significant elevation gain in the area?

For those seeking a challenge, Winchcombe provides access to routes with notable elevation gain, particularly those ascending to Cleeve Hill. As the highest point in the Cotswolds, Cleeve Hill offers a good workout and rewards hikers with extensive panoramic views across the Severn Vale and beyond.

What do other hikers enjoy most about hiking in Winchcombe?

The area is highly rated by the komoot community, with an average score of 4.8 stars from over 250 reviews. Hikers often praise the diverse landscapes, the well-maintained paths, and the blend of natural beauty with historical landmarks. The stunning views from the Cotswold scarp and the charm of Winchcombe itself are frequently highlighted.

Are there options for longer, multi-day hikes from Winchcombe?

Absolutely. Winchcombe is situated directly on the renowned 102-mile Cotswold Way National Trail, making it an ideal starting or stopping point for multi-day adventures. Other long-distance routes like the Winchcombe Way, Isbourne Way, Windrush Way, Wardens Way, and Gloucestershire Way also criss-cross the town, offering extensive options for longer treks.

Where can I find parking for hiking trails in Winchcombe?

Winchcombe offers various parking options for hikers. There are public car parks within the town, often conveniently located near trailheads. Specific parking details can usually be found on individual route descriptions or local council websites.

Can I reach hiking trails in Winchcombe using public transport?

Winchcombe is accessible by public transport, primarily bus services connecting it to larger towns like Cheltenham. These services can drop you directly in the town center, from where many popular hiking routes, including the Winchcombe Gateway Walks and sections of the Cotswold Way, are easily accessible on foot.

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