The Winchester 3 Peaks challenge | 6.5 miles (Winchester Walking Weekend)

Discover Winchester from a different perspective on a guided walk linking three of the city's most beautiful hilltop viewpoints.

We'll begin at St Giles Hill, with its sweeping views over the historic city skyline, before continuing to the peaceful paths of St Catherine's Hill, a place rich in nature and history. Finally, we'll climb to Oram's Arbour, the great Iron Age earthwork that offers a remarkable sense of the city's past.

Along the way you'll hear stories of Winchester's landscape, history, and the people who shaped it. Expect fresh air, wonderful views, and a chance to see some of the most atmospheric corners of the city.

Come along, stretch your legs, and experience Winchester from the hills that surround it. You'll be pleased to say you did the "Winchester 3 Peaks Challenge 2026".

At around 6.5 miles, most of the challenge is in the 3 climbs. Up to the top of St Giles Hill involves sloping paths and up to 150 paved steps. To the top of St Catherine's Hill is a much longer climb, though with solid steps for descent. Oram's Arbour provides an altogether easier ascent over a longer distance.

It will probably take us about 4 hours in total including breaks. We'll take lunch on St Catherine's Hill and another drink break as we head towards Oram's Arbour.

It is important to bring your food and drink needs for the day, and a small mat to sit on would be a useful addition.

Clothing should include layers needed for the conditions. Stout footwear is advisable.