Well I grew up inside the religion so I had no experience of celebrating it and the WT told you to steer clear of all the things associated with it because of its pagan origins. I remember talks full of big long quotes out of "The Two Babylons" book by Alexander Hislop (which was also full of ludicrous assumptions and tenuous connection to myths.)
But as I live in the Northern Hemisphere when winter nights are dark and cold, I personally used to be cheered up walking home from the meetings and seeing white lights festooned on deciduous tree branches. It was light in the darkness.
After I went fully POMO I had no issue sending Christmas cards to friends and acquaintances, or giving a gift to work colleagues to say thank-you for all of their hard work in the year gone past. I enjoyed the mince pies, the works parties with Xmas Fare and the boss buying alcoholic beverages for their staff!
Was it a rebellion against my JW upbringing? No it wasn't. It was me being a normal human being in the society beyond 'The Society'.
The early Christian Church celebrated festivals fully aware that they were created to supplant the pagan ones. They simply dedicated the festival to God/Jesus instead of whichever pagan deity had owned the occasion previously. In fact, when you think about it Jehovah Witnesses do the same thing in a similar way. They buy an old church or church hall, strip it out and convert it into a kingdom hall. Then they have (in our case it was someone over from the Bethel) to give a Dedication Talk and rededicate the building "to the worship of Jehovah God in the local community". So what's the difference I ask you?
And finally, Bro CT Russell had no issue with celebrating Christmas. In the December 1, 1904 WT magazine, Page 3468, this is what he wrote:
The way I see it, I have no problems joining in and celebrating a joyous and bright festival in the middle of a dark, dismal season of the year. If you, for whatever reason, don't wish to that's up to you, but no worries.
And while I am here "Season's Greetings to Everyone" and wishing us all a happy and healthy New Year 2023 whatever you believe.