Regular Hats
In celebration of the 6th anniversary of Winter Bash, some of the most beloved hats from previous Winter Bash are making a comeback. (Stack Overflow Blog)
The year and name of a hat's previous appearance are noted below each hat.
Click on each of the hats for a larger image.
IDENTIFICATION DIVISION

earn a silver badge
from 2015: Amazing Grace
The Mad Hatter

edit, or suggest an edit, 5 times in a single UTC day without commenting on the post
from 2016: The Hatter
Foot of the Rainbow

earn a gold badge
from 2013: I See Your Point
Just Jesting

post 10 comments that each earn an upvote
from 2012: Just Jesting
Explorer

post an accepted answer that receives no other votes for 12 hours
from 2015: Explorer
Too Cool

vote on seven questions or answers using the Android or iOS app
from 2013: Before It Was Cool
The Milliner

collect 11 hats
from 2013: The Milliner
Hero Of Time

ask a question when it is 7:00 (am or pm) in any time zone
from the original Arqade's Hat Dash - 2011: Link's Hat
Sherlock

ask a question and answer it yourself, with both posts getting a score of 3
from 2016: Elementary
Taco Tuesday Any Day

post five answers that each get a score of at least 3
from 2016: Don't Wanna Taco 'Bout it
Werewolf Hunter

edited 5 questions that were posted more than a year ago
from 2014: Werewolf Hunter
Like Clockwork

visit the site on 10 consecutive UTC days
from 2016: Like Clockwork
Think!

for 6 separate questions or answers, post gets edited by owner after you comment on it
from 2013: R-E-S-P-E-C-T
Fashionable

get over 9,000 combined total views on all questions that you asked during Winter Bash
from 2016: Trendsetter
Silencium

answer a question that has never been commented on; your answer gets no comments and scores 7+
from 2012: I Do Say
Brunhilde

earn 150 reputation points on three different sites (not including Stack Overflow) within 15 days.
from 2012: Brunhilde
It’s-a me!

delete 6 comments from under posts (not your own) that were edited by their owners after you commented on them
from the original Arqade's Hat Dash - 2011: The Numismatic
This Is Fine

delete 10 of your own comments posted in 2017 before the start of Winter Bash
from 2016: This Is Fine
I’ll Handle It

vote to close a question, edit it from closed, vote to reopen
from 2015: Do it Yourself
Fascinator

use the site's search function on 3 consecutive UTC days
from 2015: Fan-hat-ic
Waffles

answer a question scoring -3 or lower; the question eventually becomes 3+ and your answer becomes 5+
from 2014: Waffles
And YOU Get A Hat!

own any hat while the entire site collectively has at least 20 distinct hats
from 2015: Every! Body! Gets! A Hat!
Extra Toppings

post a competing answer to an existing accepted answer, reaching a score of at least +3
from 2014: 30 Minutes or Less