Tag Archives: spooky vintage Halloween pictures

Today in Halloween: Princess of Pumpkinland

Here’s another look at vintage Halloween pictures from the world wild web.

I’m not sure what to make of the creepy, rough-hewn masks of yesterday we’ve seen in a lot of these old snapshots. Were mask-making skills so rudimentary more than a half-century ago? Or was a lot of detail lost in these photos? Was it possible to tell, face to face, the character or person the mask was based on?

In this one, a girl cradles a pumpkin while she sits among other pumpkins.

Her mask is a puzzler. The arched brows, full but frozen lips …. who knew there had ever been a market for Tallulah Bankhead masks?


Today in Halloween: Clowns and Indians?

Here’s another of our looks back at old-timey Halloween costumes, pulled from the vast array somebody plunked down on the Internet.

Your guess is as good as mine – likely better – on a time frame for this snapshot. The boots on the kid in the middle are interesting and make me guess early first half of the 20th century.

As for the costumes?

The fringe on the kids on the outside makes me think they’re western getups, maybe Indian costumes.

And while I can’t quite figure out the mask on the kid in the middle, that outfit sure looks like one worn by a clown or jester.

More next time.

Today in Halloween: A truly frightening bust

Here’s another dip into the vintage Halloween snapshots resource that is the vast series of tubes we know as the Internet.

I’ve seen a lot of these photos on the web but there’s little explanation of their origin. I’ve been making some (not-so) educated guesses on a few of them.

This one seems to be another with a rural setting, based in part on what looks like a field or rolling hills in the background and … holy hell, what’s the deal with the trick-or-treater on the right?

The other three have that mix of old clothes and bizarrely terrifying masks that we’ve become accustomed to in these vintage photos. Ditto for the one on the right, with two very noticeable exceptions.

Maybe I’m missing the point here, but wonder why this kid put on a creepy mask and then stuffed her bust with a couple of couch cushions?

We’ll never know.

Trick-or-treater on the right, I dub thee Zombie Mamie Van Doren.

Today in Halloween: Trick-or-treating trio

Here’s another vintage trick-or-treating picture from the vast resources of the Interwebs.

What I like about this picture is that – just guessing here – it’s a snapshot of three brothers, trying out their spooky masks before heading out to trick or treat.

Two of the kids are in what look like elf masks and hats, while the oldest (tallest, anyway) has what might be a clown mask.

Look closely at the oldest boy. He’s missing part of his left arm. Makes you wonder what happened.

If he’s anything like one of my uncles, he lived to a ripe old age and enjoyed tormenting kids with that abbreviated appendage. To this day, I have vivid memories of my Uncle Oren, who was missing a hand, and how he would good-naturedly tease me by poking his stump into my belly. We would laugh and laugh, but it was a little unnerving.

‘Til next time.

Today in Halloween: One is the loneliest trick-or-treater

I don’t think I ever went trick-or-treating by myself. Not that I was an in-demand Halloween night companion, but I pretty much always made the rounds with cousins and friends in town.

So there’s no snark from me about this solo trick-or-treater. Here’s hoping she (she rather than he? I’m thinking that’s a witch costume) joined up with a whole pack of trick-or-treaters at the end of her sidewalk.

And I’m hoping she has many happy Halloween memories to this day.



Today in Halloween: Creepy trick-or-treaters, outstanding in their field

It’s time for another vintage Halloween photo, a snapshot of trick-or-treating and masquerading long gone.

And good riddance.

This photo, undated but probably from sometime in the 1950s or earlier, has a weird vibe to it. Looks like a rural setting, maybe a Halloween photo of a bunch of classmates outside a school.

The paper bags that a couple of the kids are wearing are … interesting. Maybe they were from families too poor to afford masks. Or didn’t believe in Halloween.

It’s “Children of the Corn: The Early Years.”

The masks we do see are just unsettling, though. The little boy to the left, wearing overalls and a bow tie? That mask is freaky.

And what the hell is the teacher/parent/adult guardian wearing? That outfit must have given those kids nightmares for weeks afterward.

And that house, or church, in the background? What’s that in the upstairs window?

Just kidding.


Today in Halloween: Spooky farm boy trick-or-treaters

I grew up on a farm out in the country, so I know that there’s not always time to run into town and shop for Halloween costumes. Especially back 40 or 50 years ago, when Halloween costumes were in short supply.

So you get yourself a mask and some of dad or grandpa’s clothes and you make do, dagnabbit!

So while there’s familiarity to today’s installment of unsettling – even creepy – vintage trick-or-treaters, there’s also a little chill.

Maybe it’s the rosy red cheeks and hair bow (I think?) on the kid on the right.

Maybe it’s the authentic, backwoods-feeling addition of the cap on lefty.

I did a Google image search of the mask on the right and it gave me dozens of Facebook photos of women with blonde hair and heavily made-up faces.

Personally, I’d be insulted if I were them.