The Cotswold Round

Starting in the Regency town of Cheltenham this circular walk links the picturesque towns of the North Cotswolds with some of the most scenic walking in England. Walk between the most beautiful villages in the Cotswolds and discover why the Cotswolds are a honey pot for walkers. 

Typical Cotswold cottages and villages, lush green countryside, historic houses, welcoming country pubs and inviting shops make the Cotswolds a walkers paradise and during the week you spend in the Cotswolds you are sure to fall in love with the Cotswolds over and over again.
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Sally Thompson 
updated on: April 18, 2018
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Hiking route · United Kingdom
Cheltenham to Winchcombe
Difficulty easy
Distance 12.7 km
Duration 3:30 h
Ascent 286 m
Descent 242 m

Starting in the thriving regency town of Cheltenham, you will skirt past an iconic horse racing course before climbing through fields to Cleeve ...

from Jack Cunliffe,   Macs Adventure
recommended route Difficulty moderate
Distance 19.5 km
Duration 7:00 h
Ascent 424 m
Descent 424 m

Following the Cotswold Way from the small town of Winchcombe through Hailes and its ruined abbey, past Breckbury Camp and down into the villages ...

from Macs Adventure,   Macs Adventure
Difficulty moderate
Distance 21.1 km
Duration 5:15 h
Ascent 482 m
Descent 446 m

Starting in the town of Broadway, climbing to the iconic Broadway Tower and on to Dover Hill before descending through open fields and shaded ...

from Jack Cunliffe,   Macs Adventure
recommended route Difficulty easy
Distance 17.4 km
Duration 5:30 h
Ascent 174 m
Descent 171 m

Starting in Moreton-in-Marsh you wind your way through fields and over streams to Longborough, a typical Cotswolds village. From here you will ...

from Macs Adventure,   Macs Adventure
Hiking route · United Kingdom
Bourton-on-the-Water to Cheltenham
Distance 26 km
Duration 6:14 h
Ascent 334 m
Descent 380 m

Starting in Bourton-on-the-Water you will follow the Windrush river upstream to Naunton, passing through woods and fields before continuing on to ...

from Jack Cunliffe,   Macs Adventure