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
Wednesday, 16th December, 2026 – Start: 10:00 am
Taking it Steady - Hailes, A Hill and a Beautiful Valley
| Length | 4 miles |
| Difficulty | May be steep slopes, moderate fitness |
Tuesday, 6th April, 2027 – Start: 9:30 am
Guiting Power - Hawling - Roel Hill Farm and some lost villages! A Guided, Self Guided Walk
| Length | 8 miles |
| Difficulty | Uneven, steep slopes, good fitness |
Tuesday, 2nd February, 2027 – Start: 10:00 am
A Midwinter Ramble across Cleeve Hill and Common. A Guided, Self Guided Walk.
| Length | 4 miles |
| Difficulty | Unsurfaced paths, basic fitness |
Tuesday, 1st June, 2027 – Start: 9:30 am
Winchcombe: the Cotswold Gateway! A Guided, Self Guided Walk
| Length | 6 miles |
| Difficulty | May be steep slopes, moderate fitness |
Tuesday, 6th July, 2027 – Start: 9:30 am
Guiting Power: Naunton Circular. A Guided, Self Guided Walk
| Length | 6.5 miles |
| Difficulty | Easy access |
Tuesday, 16th February, 2027 – Start: 10:00 am
Andoversford, Brockhampton and Sevenhampton. A Guided, Self Guided Walk.
| Length | 5 miles |
| Difficulty | Unsurfaced paths, basic fitness |
Monday, 17th May, 2027 – Start: 10:00 am
Badgers Mount and Prestbury Hill Reserve
| Length | 4.5 miles |
| Difficulty | May be steep slopes, moderate fitness |
Monday, 16th November, 2026 – Start: 10:00 am
A Tudor Castle, Salt Path and a hidden Roman Mosaic
| Length | 7.5 miles |
| Difficulty | May be steep slopes, moderate fitness |
Wednesday, 14th October, 2026 – Start: 10:00 am
Andoversford, Brockhampton and Sevenhampton
| Length | 5 miles |
| Difficulty | Unsurfaced paths, basic fitness |
Wednesday, 7th October, 2026 – Start: 10:00 am
A Classic Cotswolds Autumn Walk to Guiting Power
| Length | 7.5 miles |
| Difficulty | May be steep slopes, moderate fitness |
Thursday, 29th October, 2026 – Start: 10:00 am
Autumn in Stanton
| Length | 6 miles |
| Difficulty | May be steep slopes, moderate fitness |
Tuesday, 18th August, 2026 – Start: 10:00 am
Beyond the Grasshopper: Exploring the Paths around Temple Guiting
| Length | 7 miles |
| Difficulty | May be steep slopes, moderate fitness |