Buds are appearing in October - can I repot?

[rbarata]

Your orchid is a Dendrobium. It seems to be a nobile type.
With these you don't need to cut anything (in fact you don't need to cut anything in any orchid) because many of the blooms will appear from older canes.
They bloom in late winter/early spring and grow new canes in the spring/summer so during that season they need lots of water.
When the summer ends and temps go down, the older canes lose their leaves and you must reduce watering drastically.
The medium you have in the pot looks like soil? It seems to be preventing the roots from breeding. Most orchids are epiphyte so their roots need moisture and airflow to dry them fast so that rot doesn't set in.
To achieve this you need a coarse medium like bark that creates little voids between the bark, letting air get in and out.
I think you might have the wrong type of medium and maybe watering too much for the season.
I would repot it now before you lose more roots. Also your pot is too large (at least half of what you have is adviseable). Denbrobium nobile like to be pot bound.