Tolbooth, 60 High Street, Kirkcudbright

The Tolbooth, located at 60 High Street in Kirkcudbright, was built around 1580 and has undergone repairs and alterations in 1591, 1625, and 1751. It is a long three-storey building featuring a tower at the eastern end. The structure is constructed from rubble with some red sandstone dressings, and it has irregular door and window openings from various periods. In the centre of the three-storey range, there are remains of a roll-moulded arch that is now blocked, with a plaque above it engraved with 'Royal burgh of kircudbrightshire 1455-1755'. The upper floor has narrow slit lights that were originally used as a gaol.

The two-stage tower includes a forestair, with a door at the top that has much weathered, roll-moulded reveals, and a blocked window above. The second stage features a set-off with one blocked window, a clock, and a louvered belfry opening with a pointed head. The tower is topped with a machicolated parapet adorned with pyramidal finials and a circular stone spire. A weathervane in the shape of a fully rigged ship model commemorates the Battle of Trafalgar of 1805.

Additionally, the Market Cross, erected in 1610, features a common 17th-century design with a square plinth, a chamfered shaft, scrolls, and a triangular carved capstone. The Well has two sun heads in lead spouts, and above it is a plaque in a bolection moulded frame inscribed: "This Fount - non Riches - Life supplies, Art gives what Nature Here Denies, Posterity Must surely Bliss, St Cuthbert's sons who purchased this." Water was introduced on 23 March 1762, and the table was renewed in 1840 and again in 1865.