Westwood, on The Crofts, was built in the early 1840s on land bought by the notable Manx architect Thomas Brine, who died in an accident in Castletown Square in 1840; it is thought possible, though not certain, that Brine designed the house himself before his death. Ownership passed through several hands across the nineteenth century, including a period from 1865 in which it belonged to Charlotte Woods, widow of Balladoole. The house presents an imposing symmetrical façade to The Crofts, set behind cast-iron railings, with Victorian sliding-sash windows and a columned entrance portico, and together with neighbouring Elderbank and Crofton it forms a recognised architectural group within the Castletown Conservation Area.

Whitegates is a left-hander on the course as it heads out of Ramsey towards Stella Maris. It is a plain place-name point with no further TT-specific story found.

Cumberland port on the eastern side of the Irish Sea, with longstanding commercial links to the Isle of Man. Whitehaven was one of the principal English ports dealing with Mann. Manx agricultural produce, fish and other goods crossed to Cumberland, while coal, manufactured goods and passengers travelled in the opposite direction. By the eighteenth century the two ports were also competitors within the same Irish Sea trading system. In 1752 the merchants and shipowners of Whitehaven prepared a memorial to the Treasury complaining of the growth of Manx smuggling. They stated that the port had formerly enjoyed a profitable trade supplying tobacco to Irish markets, but that tobacco manufacture on the Isle of Man had greatly reduced it because manufactured tobacco was being carried clandestinely from the Island into Ireland. They made a similar complaint about the coal trade from Whitehaven and neighbouring ports to Dublin. Smuggling vessels, they said, operated publicly in large fleets and at a common risk. Government cruisers were too slow and too easily seen, with "scarce one in a hundred" of the smuggling vessels falling into their hands. The memorial proposed a greater number of smaller, well-manned boats and stronger legal penalties. The Whitehaven complaints formed part of a sustained English campaign against the Manx running trade before Revestment. Correspondence among the Atholl Papers shows the memorial continuing to circulate in government discussion in the following years. The connections were not solely hostile. Manx produce found a ready market at Whitehaven, while the town was used for printing and publishing material connected with the Island. Richard Townley's two-volume journal of the Isle of Man, for example, was printed at Whitehaven by Ware in 1791. Nineteenth-century descriptions continued to list Whitehaven, together with Liverpool, as one of the principal markets for Manx cattle, pigs, poultry, butter and eggs.

Whitehouse on Main Road, Kirk Michael, is registered as a farmhouse. No further verifiable history specific to this property could be found online beyond that register description.

Willaston Corner was the second of the circuit's two hard right-handers, reached after Parkfield Corner as the course climbed away from Glencrutchery Road toward the Willaston/Ballanard area of Douglas before threading through to Cronk-y-Berry and Edge's Corner. No source found gives an explicit coordinate for the corner itself. The Wikipedia article on the Willaston Circuit carries a single infobox coordinate (54.1717N, -4.4762W) for the circuit as a whole, taken from a Manx Motor Racing Club circuit-map image, but that point is not tied specifically to Willaston Corner and so is not reported here as the corner's location. The corner takes its name from the Willaston locality/suburb of Douglas that the circuit itself is named after.

This disused windmill stands at Ballawhane Farm on Leodest Road, Andreas, a reminder of the wind-powered milling once used across the flat, exposed farmland of the northern plain around Andreas. No further verifiable detail about its construction date or operating history could be found online beyond its register listing.

Windy Corner is a right-hand bend on the open, exposed section of the A18 Mountain Road at about the 32.5-mile point of the course. As the name suggests, it sits where the prevailing wind funnels up an eastern gully onto the road, producing gusty, unpredictable conditions that riders and spectators alike have long noted.

Woodlands Towers, on Ashley Road in Onchan, was registered as a protected building on 20 July 1990. No further verifiable history of the house's construction, design, or occupants was found beyond its registered status.

This is a registered building named Woodlands on Alexander Drive, Douglas. No further verifiable historical detail specific to this property could be found.

Yn Thie Thooit ("the thatched house" in Manx) is a genuine Manx thatched cottage at Lhen Bridge, one of only around 23 surviving examples of traditional thatch on the Island. It came into the ownership of Manx National Heritage in 1989 through a bequest from Catherine Craine Guyler, a former Home Economics teacher at Ramsey Grammar School and chairwoman of the Isle of Man Federation of the Women's Institute, who had originally bought the property for £175 in 1961. Set on the beachside at The Lhen, close to Lhen beach and the Cronk y Bing nature reserve, it once stood near the popular Lhen Bridge Café, remembered locally for its homemade bread and cakes. MNH now lets the cottage as a four-star self-catering holiday cottage, managed on its behalf by Island Escapes.

Officially listed as 'Ramsey Youth Centre', this building on Waterloo Road was registered as a protected structure by the Isle of Man Government in February 1986. No further published history of the building or its earlier use has been found.