Winchcombe Way Weekender - Day 1 -Western Loop - 21 miles

Sat May 23 2026 at 08:00 am to 06:00 pm UTC+01:00

Winchcombe Long Stay car park, Back Ln, Winchcombe, Cheltenham, GL54 5PZ | Cheltenham

Steven Massey Hiking Tours
Publisher/HostSteven Massey Hiking Tours
Winchcombe Way Weekender - Day 1 -Western Loop - 21 miles
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Join us for Day 1 - The Western Loop of the Winchcombe Way.
The Winchcombe Way is a beautiful 42 mile figure of eight trail with it's centre being in the Cotswolds town of Winchcombe. The trail has been designed to show the highlights of the North Cotswolds and it doesn't disappoint.
Both loops (Sat & Sun ) will start and finish in Winchcombe.
Of course it is up to you weather you want to do both days or just the Saturday or Sunday.
Tickets for this Saturday walk cost £20. This payment is non-refundable. It will only be refunded in the event of a non-weather related cancellation. *Tickets/spaces for this walk/event are pre booked and pre paid, please don't just turn up on the day with cash*
So, on the Saturday we will be doing the Western Loop, 21 miles.
2,100ft of elevation.
Highlights include -
Cleeve Hill – The highest point in the Cotswolds, offering sweeping, big-sky views across the Severn Vale and beyond.
Winchcombe – A characterful Cotswold town of honey-coloured stone, rich in history and the perfect start and finish point.
Belas Knap Long Barrow – A haunting 5,000-year-old hilltop burial chamber with panoramic views and a real sense of ancient mystery.
Dumbleton – A peaceful, unspoilt village tucked beneath the escarpment, full of quiet rural charm.
Please bring plenty of water - minimum 2 ltrs - it's a long day.
Also bring plenty of snacks and a hearty lunch.
Bring layers and check weather the day before.
Last time I put this weekend on a few years ago we did have dinner on the Saturday evening in the White Heart, that can be arranged again.
How to find us -
Winchcombe Long Stay car park, Back Ln, Winchcombe, GL54 5PZ
What 3 Words - ///about.clerk.defender
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Winchcombe Long Stay car park, Back Ln, Winchcombe, Cheltenham, GL54 5PZ, United Kingdom

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