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.
Are Castle – remains of the defensive wall have survived. In addition, on the southern side of the site, is an old gate tower (also called the "Schellenturm"), as well as the ruins of the palas, which once had a heated bishop’s chamber. The first bergfried probably stood on the pointed dome of rock in its northern corner. North of that are extensive remains of the Romanesque castle chapel dating to the 12th century. Below Are Castle lie the remains of the "Gymnicher Porz", "Porz" standing for "Pforte" or "portal". This was the lower gateway on the access road to the castle