In addition to Hystudio's suggestions there are 2 sets that come to mind...
Tomy/Plarails 'Thomas Holiday Set
Trackmasters Original 'Thomas' Christmas Delivery Set
The Trackmaster Christamas Delivery set is from a time when Trackmaster and Tomy Trains were pretty much identical except for the track. To me it is the neatest set with a working Santa that appears and disappears from his house when Thomas's train pulls up and I believe its the only Thomas that has a Santa hat.
BTW, Welcome to BluePlasticTracks.
There is also a newer style Trackmaser II (Revolution) type set 'Holiday Cargo Delivery Set' But even though the train does fit the size of the Plarail/Tomy, Trackmaster and Wooden tracks, its big toothed wheels would probably slip a lot on the wooden rails .
Also, in case you weren't aware, there are sellers who 3D print track adapters that can connect your Wooden rails to Trackmaster or Tomy/Plarail.
TrainLab is one of those. They even make a personalized track piece to go with the Wooden Rails. https://trainlab.com/
Tomy/Plarails 'Thomas Holiday Set
Trackmasters Original 'Thomas' Christmas Delivery Set
The Trackmaster Christamas Delivery set is from a time when Trackmaster and Tomy Trains were pretty much identical except for the track. To me it is the neatest set with a working Santa that appears and disappears from his house when Thomas's train pulls up and I believe its the only Thomas that has a Santa hat.
BTW, Welcome to BluePlasticTracks.
There is also a newer style Trackmaser II (Revolution) type set 'Holiday Cargo Delivery Set' But even though the train does fit the size of the Plarail/Tomy, Trackmaster and Wooden tracks, its big toothed wheels would probably slip a lot on the wooden rails .
Also, in case you weren't aware, there are sellers who 3D print track adapters that can connect your Wooden rails to Trackmaster or Tomy/Plarail.
TrainLab is one of those. They even make a personalized track piece to go with the Wooden Rails. https://trainlab.com/