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Upwey & the South Dorset Ridgeway: guided walk in Dorset
Follow a long-distance footpath to Friar Waddon and return along the South Dorset Ridgeway, with views from Weymouth Bay to Abbotsbury.
- Distance6.2 miles (10 km)
- Time3–4 hours
- DifficultyModerate
- TypeHalf Day
- StartUpwey Wishing Well, DT3 5QW
- PriceFrom £200 (private guided walk)
The terrain
- A steady climb from the village onto the chalk ridge.
- Open ridge paths on grass and chalk tracks.
- Field paths and farm tracks back down to Upwey.
What you'll see
- Upwey Wishing Well. The spring that is the source of the River Wey.
- The Ridgeway. Bronze Age burial mounds strung along the skyline.
- Weymouth Bay. Views out to sea and across to Portland.
- Big skies. Some of the widest views in South Dorset.
From walkers who've been with us
“A wonderfully organised walk combining beautiful scenery, expert guiding and great company, all while raising money for a fantastic cause. I'm definitely coming again.”
Walk it with a local guide
Every WildBoots walk is led by a qualified Mountain Leader with outdoor first aid training. Book it as a private guided walk for your own group, or join one of our small group walks. Dogs are welcome on most walks.