Section 1:
https://imgur.com/a/sYOuozo

2:

Candy cane headband (hat)

Desc: it's brain food

3:

Festive leader's crown (hat)

Desc: I have 150 real elves in my basement

4:

Holly wings (hat)

Desc: They don't fly, but they are Christmas-themed

5:

Icicle ears (hat)

Desc: I wish for.... ears!

6:

Festive failure (hat)

Description: What does Santa pay every month? Jingle Bills!

_

Section 2:
https://imgur.com/a/1yKn1VX

1.

Brick buddy mystery gift of rushed presents (tool)

Desc: The last brick buddy mystery box at brick-mart

2.

Snowy brick buddy (hat)

Desc: Brain Freeze!

3.

Goodie bag of season's greetings (tool)

Desc: Welcome to Christmas once again!

4.

Pine horns (hat)

Desc: fresh from the Christmas tree

5.

Stocking top hat (hat)

Desc: It counts as a top hat because of the shape

6.

Ornament head (head)

Desc: hollow, but otherwise full of Christmas spirit

7.

Festive lights crown (hat)

Desc: Light up my forehead!