Cleeve Hill loop from Winchcombe
Cleeve Hill loop from Winchcombe
4.7
(34)
210
hikers
04:00
14.2km
280m
Hiking
Embark on the Cleeve Hill loop from Winchcombe, a moderate hiking route that spans 8.8 miles (14.2 km) with an elevation gain of 905 feet (276 metres). This journey, estimated to take 3 hours and 59 minutes, leads you from the charming Winchcombe Village through tranquil farmland and lush meadows.…
Last updated: April 23, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Parking
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383 m
Highlight • Settlement
Tip by
3.60 km
Highlight • Historical Site
Tip by
8.79 km
Highlight • Natural Monument
Tip by
14.2 km
End point
Parking
Way Types & Surfaces
Way Types
6.70 km
4.56 km
1.47 km
1.41 km
< 100 m
Surfaces
6.30 km
2.48 km
1.92 km
1.91 km
971 m
632 m
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Elevation
Highest point (330 m)
Lowest point (90 m)
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Weather
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Tuesday 5 May
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This route was planned by komoot.
The trail typically starts and ends in the picturesque town of Winchcombe. You can usually find parking in Winchcombe itself, which is recognized as a 'Walkers are Welcome' town. Specific parking details might vary, so it's always a good idea to check local signage upon arrival.
This loop is generally rated as moderate in difficulty. The main challenge is the steep climb up Cleeve Hill, which requires a moderate level of fitness. While the ascent is steady, it can be particularly slippery in wet conditions. The varied terrain includes well-trodden paths, rugged sections, and open hilltops.
The terrain is quite diverse, ranging from tranquil farmland and meadows to rolling hills and quiet woodlands. Sections can be very muddy, especially after rain. You'll also traverse Cleeve Common with its unique limestone grassland. Sturdy, waterproof hiking boots are highly recommended, and layers of clothing are advisable due to changing conditions and exposure on the hilltops.
The route offers several highlights. You'll pass through Winchcombe Village, encounter the ancient Belas Knap Long Barrow, and enjoy superb panoramic views from the Summit view from Cleeve Hill. On a clear day, these vistas can extend over the River Severn, into Wales, and include the Malvern Hills and even the Black Mountains.
Yes, the trail is generally dog-friendly. However, much of the walk traverses Cleeve Common, which is home to grazing sheep and cattle. It is essential to keep dogs under close control, preferably on a leash, especially when near livestock, to ensure their safety and the well-being of the animals.
Spring and summer are particularly rewarding, as Cleeve Common's limestone grassland is rich in wildflowers and butterflies. However, the trail can be enjoyed year-round. Be aware that sections can be very muddy in wet conditions, and winter can bring colder, potentially icy, or snowy weather, requiring appropriate gear.
No, there are no specific permits or entrance fees required to hike this loop or to access the Cotswolds Area of Outstanding Natural Beauty (AONB). The trails are freely accessible to the public, though visitors are encouraged to follow the Countryside Code and respect private land.
Yes, the route incorporates significant sections of the famous Cotswold Way National Trail. It also overlaps with parts of the Winchcombe Way, Gustav Holst Way, and the National Byway, offering opportunities to explore further if you wish.
While the full loop is rated moderate due to the steep climb and distance, shorter, easier routes of about 4 miles are available, featuring mostly level sections. Families with older children or those accustomed to hiking might enjoy the full loop, but younger children might find the ascent challenging. Consider the shorter options for a more family-friendly experience.
Winchcombe, being the starting and ending point, is a charming town with historic buildings and offers various options for refreshments, including pubs and cafes. It's a great place to relax and refuel before or after your hike.
For truly unparalleled 360-degree views, make sure to seek out 'The Single Beech' (also known as the lonely beech) on Cleeve Common. It's the highest tree in the Cotswolds and offers exceptional vistas across the landscape, making it a perfect spot for a break and photos.