Winchcombe immediate vicinity can be found Sudeley Castle and the remains of Hailes Abbey, which was one of the main centres of pilgrimages in Britain due to a phial possessed by the monks said to contain the Blood of Christ. There is nothing left of the now-vanished Winchcombe Abbey. St Peter's Church in the centre of the town is noted for its grotesques. The Michelin star restaurant "5 North Street" is in Winchcombe. Winchcombe sits on seven long-distance footpaths: The Cotswold Way, the Gloucestershire Way, the Wychavon Way, St Kenelm's Trail, St Kenelm's Way, the Warden's Way and the Windrush Way.
Berkeley Castle received a royal charter from King Henry II giving him permission to rebuild the castle. Fitzharding built the circular shell keep during 1153–56, probably on the site of the former motte. The building of the curtain wall followed, probably during 1160–90 by Robert and then by his son Maurice. Much of the rest of the castle is 14th century and was built for Thomas de Berkeley, 3rd Baron Berkeley: Thorpe's Tower, to the north of the keep, the inner gatehouse to its southwest, and other buildings of the inner bailey. The castle was ransacked in 1326 by the forces of