Before settling at Wrotham in Kent, Mahoney's landscape subjects were taken from the parts of southern England where he spent his holidays: the Cotswolds, Wiltshire and Suffolk. He also produced occasional paintings when visiting Edward Bawden and John Aldridge in Great Bardfield, Essex. 

After settling at Oak Cottage, excursions by Mahoney were rare although he did produce paintings whilst at Pevensey in Sussex (1958), Veryan in Cornwall (1959) and Puncknowle in Dorset (circa 1962), the latter two holidays partly funded by the Artist's General Benevolent Institution.