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South West England

Winterslow

The best family-friendly hikes and walks around Winterslow

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.

Best family friendly hiking trails around Winterslow

  • The most popular family friendly hiking route is Roman Road – Buckholt House loop from Winterslow, a 7.8 miles (12.6 km) trail that takes 3 hours 24 minutes to complete. This route follows sections of an ancient Roman road and winds through woodlands.
  • Another top favourite among local hikers is St John's Church loop from Winterslow, an easy 3.5 miles (5.6 km) path. This trail leads through the local countryside, offering a less strenuous outing.
  • Local hikers also love the St John's Church – Pump House Bakes loop from Winterslow, a 2.7 miles (4.4 km) trail leading through varied local scenery, often completed in about 1 hour 10 minutes.
  • Hiking around Winterslow is defined by diverse woodlands, rolling countryside, and ancient Roman roads. The network offers options for different ability levels, including many easy family friendly hikes.
  • The routes in Winterslow are highly rated by the komoot community with an average score of 4.4 stars from over 300 reviews. More than 3000 hikers have used komoot to explore Winterslow's varied terrain.

Last updated: August 25, 2026

4

hikers

#1.

Roman Road – Buckholt House loop from Middle Winterslow

12.6km

03:25

160m

170m

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

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Moderate

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

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

Moderate

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
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Tips from the Community

Olivia
May 18, 2025, Winterbourne Earls Ford

Great walk lots of fun! Make sure to bring some snacks with you as it is quite a treck!

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Follow the sign to the World. Other roads are private.

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stay of main road

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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.

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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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Jake May
September 10, 2023, Bridleway from Pitton

Narrow, scenic little path

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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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Frequently Asked Questions

How many family-friendly hiking trails are available in Winterslow?

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.

What kind of terrain can we expect on family hikes around Winterslow?

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.

Are there any easy, short walks suitable for families with young children or toddlers?

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.

Can we find circular routes for family hikes in Winterslow?

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.

Are there any historical landmarks or interesting sights to see along the trails?

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.

What do other hikers say about the family-friendly trails in Winterslow?

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.

Are the trails around Winterslow suitable for dogs?

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.

What are some of the natural features we might encounter on a family hike?

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.

Is there parking available near the trailheads for family walks?

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.

What is the best time of year for family walks in Winterslow?

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.

Are there any longer, more challenging routes for families with older children?

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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