Tolbooth, Main Street, West Wemyss

The Tolbooth on Main Street in West Wemyss is likely from the late 17th century. It is a two-storey, three-bay structure featuring a narrow clock tower and pend, built in a regular terrace style. The building is constructed from harled rubble with stone margins on the first floor.

On the northwest elevation facing Main Street, the tower projects from the center bay, with a broad segmentally-arched pend to the right and a forestair to the left of center at ground level. The outer bays have windows on the first floor.

The tower is a five-stage, square-plan structure. The northwest elevation has a chamfered angle on the right and a forestair on the left. At the first stage, there are two carved panels high up; the lower panel displays the arms and initials of David, 2nd Earl of Wemyss (1610-1679), while the upper panel features a coronet and an inscription that is said to have read: "THIS FABRIC WAS BUILT BY EARL DAVID / WEMYSS AND TOWN / FOR THE CRIBBING OF VICE AND SERVICE TO / CROWN." There is a boarded timber door on the return to the left. The second stage of the tower has an arrowslit on the northwest side, and the third stage features arrowslits on each elevation. The fourth stage displays a clock face on each elevation, while the fifth stage mirrors the third but has wider openings that lead to a lead/copper splay-foot spire topped with a swan weathervane.

The building has blinded windows, clay pantiles, and harled chimneystacks with cans and ashlar-coped skews.

Inside, the second floor is now a single room, which was formerly partitioned, and features an 18th-century-style decorated plaster ceiling. There are two fireplaces on the east side, and the roof has been rebuilt.