| WENDOVER | Market town at the foot of the Chiltern Hills in Buckinghamshire (8) |
| TRING | Market town in Hertfordshire in the Chiltern Hills (5) |
| LOVAT | Rising in the Chiltern Hills, another name for the River Ouzel; or, a muted green colour used for Scottish tweed, moleskins, kilt socks and country knits (5) |
| ITCH | Skin irritation begins in the Chiltern Hills (4) |
| BICESTER | Oxfordshire location of a chord line joining the Chiltern and Varsity lines (8) |
| ESCORIAL | Town at the foot of Sierra de Guadarrama, famous for its palace and monastery designed for Philip II of Spain (8) |
| CHALFONT | Felt lost, chasing around here on the Chiltern Way? (8,2,5) |
| IVINGHOE | - Beacon, one of Chiltern Hills |
| CHAMONIX | French town at the foot of Mont Blanc |
| TOTNES | Market town at the head of the estuary of the River Dart in Devon |
| AMERSHAM | Market town in Buckinghamshire which is the last station on the Metropolitan main line |
| CHESHAM | Buckinghamshire market town at the terminus of a branch of the Metropolitan line (7) |
| MENTMORE | Village in Buckinghamshire, home to a vast Grade I listed house designed by Joseph Paxton for the Rothschilds in the 19th century (8) |
| CLIVEDEN | Country house and estate in Buckinghamshire, formerly the home of Nancy Astor (8) |
| CHEQUERS | Country home of the British prime minister in Buckinghamshire since 1921 (8) |
| GERRARDS | Chiltern line station between Denham and High Wycombe (8,5) |
| HUNDREDS | Chiltern ___, nominal office applied for by MPs when resigning (8) |
| PINEWOOD | Film and TV studio founded in Buckinghamshire in 1936 (8) |
| KELSO | Market town at the confluence of the Tweed and Teviot |
| BALA | Market town at the end of a large Welsh lake |