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Winterslow

The best walks and hikes around Winterslow

4.4

(467)

3,672

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22

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Hiking around Winterslow offers a diverse landscape characterized by ancient Roman roads, extensive woodlands, and rolling Wiltshire countryside. The area features varied terrain, including paths through fields, gentle descents into wooded areas, and climbs onto hillsides. Hikers can explore historical routes and enjoy expansive views across the region. This network of trails provides options for different fitness levels.

Best hiking trails around Winterslow

  • The most popular hiking route is Roman Road – Buckholt House loop from Winterslow, a 7.8…

Last updated: October 27, 2026

4

hikers

#1.

Roman Road – Buckholt House loop from Middle Winterslow

12.6km

03:25

160m

170m

Moderate hike. Good fitness required. Easily walkable paths.

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Moderate

Hard hike. Very good fitness required. Easily walkable paths.

Hard
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Moderate hike. Good fitness required. Easily walkable paths.

Moderate

Easy hike. Easily walkable paths.

Easy

Easy hike. Easily walkable paths.

Easy
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Popular around Winterslow

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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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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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Located here are the remains of a medieval palace built by Henry II in the 12th century. The palace was a favourite residence amongst British monarchs and was known for its beautiful gardens and for being the site where the Constitutions of Clarendon were issued in 1164. The palace was destroyed during the English Civil War in the 17th century, but its ruins can still be visited today

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Frequently Asked Questions

How many hiking trails are available around Winterslow?

Winterslow offers a diverse network of over 20 hiking trails, catering to various preferences and fitness levels. You'll find everything from easy strolls to more challenging treks through the picturesque Wiltshire countryside.

Are there any easy or beginner-friendly hiking routes in Winterslow?

Yes, Winterslow has several easy routes perfect for beginners or those looking for a relaxed walk. For example, the St John's Church loop from Winterslow is an easy 3.5-mile (5.6 km) trail that takes about 1 hour 31 minutes to complete, leading you through the local countryside.

Can I find circular walks in the Winterslow area?

Many of the trails around Winterslow are circular, offering convenient starting and ending points. A popular circular option is the Roman Road – Buckholt House loop from Winterslow, which is a moderate 7.8-mile (12.6 km) route following ancient paths and passing through woodlands.

What kind of historical sites or landmarks can I see while hiking in Winterslow?

Winterslow is rich in history. You can hike along sections of ancient Roman roads, which are part of longer-distance trails like the Monarch's Way. The Clarendon Palace Ruins – Clarendon Palace Ruins loop from Winterslow, a challenging 16.6-mile (26.7 km) path, allows you to explore the sparse but historically significant Clarendon Palace Ruins. Additionally, the area has broader archaeological interest, including evidence of prehistoric settlements and an Iron Age hillfort at Ashley's Copse.

Are there any good viewpoints or scenic spots on the Winterslow trails?

Absolutely. Many trails around Winterslow offer expansive views of the picturesque Wiltshire countryside. Hikers on routes like the Roman Road – Buckholt House loop can enjoy scenic vistas. The Clarendon Way, which passes through Winterslow, also provides excellent views towards Salisbury Cathedral. For specific viewpoints, consider exploring Figsbury Ring or The Bulford Kiwi Chalk Figure, both nearby highlights offering unique perspectives.

What do other hikers enjoy most about the trails in Winterslow?

The trails in Winterslow are highly rated by the komoot community, with an average score of 4.4 stars from over 300 reviews. Hikers often praise the diverse landscape, which includes ancient Roman roads, extensive woodlands, and rolling Wiltshire countryside. The varied terrain and historical context are frequently highlighted as key attractions.

Are the hiking trails in Winterslow suitable for families with children?

Yes, many of the easier trails around Winterslow are suitable for families. The varied terrain, including woodlands and open fields, offers an engaging experience for children. Shorter, less strenuous loops like the St John's Church – Pump House Bakes loop from Winterslow (2.7 miles / 4.3 km) are good options for a family outing.

Are dogs allowed on the hiking trails in Winterslow?

Generally, dogs are welcome on public footpaths and bridleways in the Winterslow area. However, it's always recommended to keep dogs under control, especially when passing through fields with livestock, and to follow the Countryside Code. Many of the woodland and countryside paths are ideal for dog walking.

Where can I find parking for hiking trails in Winterslow?

Winterslow is a village with various access points to its trail network. While specific dedicated car parks for every trail might not be available, parking can often be found in or near the village center, or at designated spots close to popular trailheads. It's advisable to check local signage and respect private property when parking. For more information on local highways and access, you might find resources on the Winterslow Parish Council website.

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

Winterslow offers enjoyable hiking experiences throughout the year. Spring brings blooming wildflowers, while autumn showcases beautiful foliage in the woodlands. Summer provides longer daylight hours, and winter walks can be crisp and scenic, though some paths may become muddy. Always check local weather conditions before heading out.

Are there any long-distance hiking opportunities that pass through Winterslow?

Yes, the significant Clarendon Way passes directly through Winterslow. This historic path connects Salisbury and Winchester, spanning 24 miles (38.6 km). Sections of this route, including those that follow an ancient Roman road, offer opportunities for longer-distance hiking or multi-day treks.

What kind of natural features can I expect to see on the trails?

The trails around Winterslow frequently lead through diverse natural features. You'll encounter extensive woodlands, offering shaded routes and varied flora and fauna. The region also features varied terrain, including gentle descents into woodland, climbs onto hillsides, and paths through open fields, providing a dynamic hiking experience.

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