Tollard Royal & Berwick Down loop from Win Green — Cranbourne Chase & West Wiltshire Downs

Embark on the Tollard Royal & Berwick Down loop from Win Green, a moderate hike spanning 5.5 miles (8.8 km) with an elevation gain of 594 feet (181 metres). This route takes approximately 2 hours and 28 minutes to complete, guiding you through varied terrain including gravel paths, unpaved sections, and chalk tracks. You will traverse woodlands, open fields, and downland hillsides, experiencing both steep climbs and descents. The highlight is Win Green, the highest point in the Cranborne Chase AONB, where a distinctive clump of beech trees atop a Bronze Age bowl barrow marks the summit, offering expansive panoramic views across several counties.

Be prepared for diverse ground conditions; bridleways can become muddy after rain or snow, and some steep paths are best walked downhill, especially when damp. Sure-footedness is required, and sturdy shoes are highly recommended for your comfort and safety. As you hike, you will pass through charming villages like Tollard Royal, where you might consider a stop at the King John Inn, and Berwick St James, which features a church and a pub.

This trail is nestled within the Cranborne Chase & West Wiltshire Downs Area of Outstanding Natural Beauty, underscoring its ecological importance and natural beauty. Parts of the route follow the historic Ox Drove, an ancient droving route, and incorporate sections of the Wessex Ridgeway. Keep an eye out for local wildlife such as skylarks, hares, pheasants, and kites, which are often spotted in this protected landscape.