Winchcombe is a Cotswold town with timbered inns, quality shops, centuries-old architecture and stunning countryside offering beautiful walks, and a castle!
There are 12 routes to explore the Cotswolds from Winchcombe
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Tuesday, 2nd December, 2025
Firm Trails and Far Views
Broadway
- Length
- 5 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Tuesday, 12th August, 2025
An Evening Walk in Woodmancote
Cheltenham
- Length
- 4 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Wednesday, 30th July, 2025
Up to the Common and down to the Mill
Cheltenham
- Length
- 5.5 miles
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Tuesday, 5th August, 2025 – Start: Please note 9.30am start
A Roman road and a couple of Swells!
Bourton-on-the-water
- Length
- 6.5 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Tuesday, 2nd September, 2025 – Start: Please note 9.30am start
Cleeve Hill searching for lost landscapes
Cheltenham
- Length
- 6 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Thursday, 17th July, 2025 – Start: Please come prepared for hot weather, with suitable sun protection and PLENTY OF WATER
Quintessential North Cotswolds
Broadway
- Length
- 4.5 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Thursday, 10th July, 2025
A Valley, a Wood and a glorious Common
Broadway
- Length
- 9.5 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Thursday, 14th August, 2025
Winchcombe's Ups and Downs
Broadway
- Length
- 7 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Tuesday, 4th November, 2025
Gotherington and around Oxenton Hill
From the Shutters Inn we head off to the village of Oxenton then on to the larger village of Teddington. From there we walk on to Alstone and back to Gotherington via Dixton Wood. Gotherington has a station on the Gloucestershire Warwickshire Railway and it is well worth having a…
Cheltenham
- Length
- 6.5 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Tuesday, 19th August, 2025
Andoversford: Hello Blackberry Way.
Burford
- Length
- 7 miles
- Difficulty
- Moderate fitness, may be steep slopes
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Tuesday, 16th September, 2025
Cotswold Crest: Two Ways, One View
Cheltenham
- Difficulty
- Moderate fitness, may be steep slopes
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Tuesday, 1st July, 2025
Across the wolds – a Withington to Foxcote classic Cotswold round
Start and meet at the Withington Jubilee Village Hall car park Withington Village (Jubilee) Hall, Withington, GL54 4BP. Entrance is 100m on the RHS after the Mill Inn This walk is a little longer than many and bringing a snack and drink to enjoy at Foxcote would be good. Although…
Bourton-on-the-water
- Length
- 7 miles
- Difficulty
- Moderate fitness, may be steep slopes