4.4
(452)
3,584
hikers
23
hikes
Family friendly hiking trails around Winterslow are characterized by diverse woodlands, rolling Wiltshire countryside, and historical features. The region offers paths through open fields, gentle descents into wooded areas, and climbs onto hillsides. Ancient Roman roads form part of several hiking routes, allowing exploration of both natural beauty and historical interest.
Last updated: August 25, 2026
4
hikers
12.6km
03:25
160m
170m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3.0
(1)
2
hikers
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

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4
hikers
10.3km
02:46
120m
120m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
6
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
2
hikers
6.48km
01:48
110m
110m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Great walk lots of fun! Make sure to bring some snacks with you as it is quite a treck!
2
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Follow the sign to the World. Other roads are private.
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This part of the Clarendon Way passes along an old roman road between Buckholt and Middle Winterslow. The terrain is generally ok, but can be muddy in winter! The Clarendon Way joins Salisbury and Winchester over 24 miles.
0
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Tough climbing to get up there but great views towards the north
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Scenic path through a field with great views to Salisbury Cathedral
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The ford on the River Bourne is found at the end of Tanners Lane at Winterbourne Earls. A little bridge will take you over the ford to rejoin the road.
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There are over 20 family-friendly hiking trails around Winterslow, offering a variety of options for different ages and abilities. Most of these, 17 to be exact, are rated as easy, making them perfect for a relaxed family outing.
The family-friendly trails in Winterslow feature a diverse landscape. You can expect paths through picturesque rolling hills, open fields, and extensive woodlands. Some routes even follow sections of ancient Roman roads, adding a historical touch to your walk.
Yes, Winterslow offers several easy and shorter routes ideal for families with young children. For example, the St John's Church – Pump House Bakes loop is just over 4 km long and can be completed in about an hour and ten minutes, offering a gentle stroll through the countryside.
Many of the family-friendly trails in Winterslow are circular, allowing you to start and end at the same point without retracing your steps. The St John's Church loop is a great example, offering a pleasant 5.6 km circular walk.
Absolutely! Winterslow's trails are rich in history and natural beauty. You can explore ancient Roman roads, or visit nearby historical sites like the Danebury Iron Age hill fort or the Figsbury Ring. The Roman Road – Buckholt House loop specifically incorporates sections of an ancient Roman road.
The hiking routes in Winterslow are highly regarded by the komoot community, with an average rating of 4.4 stars from over 370 reviews. Hikers often praise the diverse woodlands, the scenic Wiltshire countryside, and the well-maintained paths that make for an enjoyable outdoor experience.
Many of the trails in Winterslow are dog-friendly, allowing you to bring your furry companions along for the adventure. It's always a good idea to keep dogs on a lead, especially when passing through fields with livestock or nature reserves like Langley Nature Reserve.
On a family hike in Winterslow, you'll experience diverse woodlands, offering shaded paths and rich natural environments. You'll also traverse rolling Wiltshire countryside with expansive views, and may even spot unique features like the Bulford Kiwi Chalk Figure or the Manor Farm Trig Point.
Yes, parking is generally available near the starting points of many popular trails in Winterslow. Specific parking information can often be found on individual route pages on komoot, helping you plan your family outing efficiently.
Winterslow offers enjoyable family walks throughout the year. Spring brings blooming wildflowers, summer provides warm, sunny days perfect for picnics, autumn showcases beautiful foliage, and even winter offers crisp, quiet walks through the serene countryside. Always check local weather conditions before heading out.
For families with older children looking for a greater challenge, the Roman Road – Buckholt House loop is a moderate 12.6 km trail that takes around 3.5 hours to complete. It offers varied terrain and combines historical interest with natural beauty.


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