Neither Monmouth nor its castle were attacked in the rebellion of Owain Glyndŵr between 1400 and 1415, although nearby Abergavenny and Grosmont were burned down in the uprising. The unrest of the period had a negative impact on the development of the town.[39] But the bridge continued its important function as a toll-gate. Philip Jones, Member of Parliament for Monmouth Boroughs in 1589, bequeathed an annual sum of about £120, the rent from his lands and houses at 'Bayliepitte', to the mayor and bailiffs of Monmouth on condition that the borough exempt those people passing through the gate or coming into Monmouth with cattle from paying tolls on fair days.[40]