He became disillusioned with the Norton and rode for Moto Guzzi in 1935 giving them their first victory at the TT Races, only the second time a non-English motorcycle had won (the first being an Indian, ridden by Oliver Godfrey in 1911).

Described by the motorcycle press at the time as the "Irish Dasher"[7] his stylish riding style was influenced by watching fellow TT competitor Alec Bennett[7] Over the years many scraps took place between the likes of Jimmie Guthrie, Jimmie Simpson, Charlie Dodson, Harold Daniell, Freddie Frith and Wal Handley during these races.

In 1957 he returned to celebrate the Golden Jubilee of the TT races riding a 350cc Moto Guzzi round the course at just over 82 mph.

[12] The Isle of Man Examiner newspaper described Woods as an "enthusiastic amateur"[14] and he started the 1922 Junior TT with the number 40 entered by Cotton.

At Sulby on lap 2, Woods slipped off the motor-cycle[17] and got up and continued, but hit the same kerb again at Governor's Bridge, losing part of the exhaust.

Further problems occurred at Braddan Bridge when Woods had to stop to replace an exhaust valve after the inlet push-rod had broken.