Can future winterbashYYYY.stackexchange.com site/s be modified so that users can see what hats they obtained in a year? (So for example in 2024, a user could see what hats they obtained in 2023.)
Or some other idea?
There are blogs for the results of each years' Winter Bash. Last year's Winter Bash closing blog post is here and you could see the top 5 users in the leaderboard.
This is the archive link to all past Winter Bash blog posts.
If you're not just interested in the top hat collectors from each year, but you would like to see other users too. You could also use the Wayback Machine to see the past years' leaderboard, type in each years' Winter Bash leaderboard link in this format