| Annan Church | Annan Old Church- official start of the Kentigern Way. |
| St Andrew’s Parish Church | Two Church of Scotland congregations, St. Andrew’s in Annan and Brydekirk. |
| Annan Museum | Situated on the Main Street, Annan Museum offers a fascinating account of the long and turbulent History of Annan. |
| St Brydeskirk | The village of Brydeskirk sprang up around the small chapel of St Brydeskirk which took its name from a nearby well dedicated to St Bryde. |
| St Kentigern’s Graveyard | St Kentigern’s graveyard in Hoddom is considered to be the site of a major episcopal Seat founded by the Saint. Little remains to be seen, but archaeological evidence indicates the prior existence of an ancient and substantial structure. |
| Hoddom | Site of a 12th century church. |
| Hoddom Castle | The 16th century Hoddom Castle has close associations with the powerful Bruce family who owned the Lordship of Annandale within which lay the barony of Hodelm (Hoddom). |
| St Mungo’s Church | Dating from the 12th century, St Mungo’s church lay within the See of Glasgow and was part of the wider organisation of religion in mediaeval Scotland. |
| Lochmaben Castle | Lochmaben was the seat of the Bruce’s, the Feudal Lords of Annandale. The castle was built by Edward 1 in the 13th century. |
| Lockerbie Memorial | Dedicated to the remembrance of the terrible incident when a bomb exploded on Pan Am flight 103 killing 270 people from 21 countries – the deadliest act of terrorism ever to take place in the United Kingdom. |