Porth Mawr
Porth Mawr isn’t the oldest building in the town – the castle ruins date back to the thirteenth century.It is one of the best surviving fortified gatehouses in Wales, and despite some ninteenth century alterations it is largely original to when it was built around 1480.
It was the gatehouse to the castellated Herbert family home – Cwrt-y-Carw, which has since been replaced with an elegant Regency villa (1824 ). If you’ve visited Tretower, just down the valley, that should give you an idea of what the original house was like here.
As you climb the stairs notice the ‘murder hole’ through which they would have poured boiling hot oil onto invaders as they tried to get upstairs.
From the roof you can see a nice Tudor chimney, a fine view of the town, and you can hear the busy A40 below . The present road was essentially the divide between English and Welsh lordships who were at war with one another. The Welsh Herberts owned Porth Mawr and the English Rumseys owned a manor in the town. So it was essential to have the gatehouse here as there would have been attacks.

Televillage
It is great to see new, carefully planned developments emerge, such as the Televillage built in the centre of Crickhowell itself. The estate built at Upper House Farm has a great feeling – the way the houses relate to one another very well. It almost has a sense of the medieval about it - a street that has grown organically.
Televillage was developed in 1995 as a place where you could work and live as offices were built alongside the houses – the idea being to encourage people to come and work via the internet. Whilst that idea didn’t work, and the offices are now used separately to most of the houses, the housing estateis a great success. The cars have been excluded from the main street and are parked at the rear and the gardens must be managed communally which means that there is a coherent design.

Pont Crughywel
A well known feature of the town is the 16th century bridge spanning the River Usk – thirteen arches can be seen from one end of the bridge, whilst only twelve are visible from the other end.

The Bear Hotel
A cobbled forecourt, archway into the inner courtyard and 19th-century stagecoach timetable in the bar are all reminders of the Bear's former role as a staging post for the Stagecoach. The inn dates back to 1432.

Glangrwyney Court
Glangrwyney Court was built around 1800 in the Georgian style It has typical palladian architecture and both the house and its four acres of established gardens are listed Grade II.