Four children in Halloween costumes including a clown, a jester, Donald Duck, and a leopard.
via Canva

Halloween dating back to the 1960s provided plenty of feel-good creativity. Costumes would range from homemade ghosts getups all the way into clowns to pop culture icons that were inspired by TV and comic books. Kids then roamed the streets with pillowcases brimming with candy, while teens flocked to school dances and parties to tout their best fits.

1. The Halloweens of the 1960s were much fun indeed

Two children in Halloween costumes pose in front of a carved pumpkin and two lit candles.
u/mackzegreat / via Reddit.com

2. Trick-or-Treat or The Purge? Hard to Tell

Three children in vintage costumes stand in front of a white picket fence. One is dressed as a cavewoman, another as a caveman, and the third as an astronaut. A toddler in a brown outfit stands in front of them.
rlprice74/Reddit.com

3. Cuteness Overload: ‘Kodachrome of a 1960 Crew’

Four children in vintage Halloween costumes stand side by side holding treat bags. Their costumes include a clown, a wizard or jester, Donald Duck, and a leopard. They are smiling or posing near a doorway.
Slow-moving-sloth/Reddit.com

4. This crew looks like it was ready for some trouble

Four children wearing black-and-white striped prison uniforms and matching caps, connected by chains.
u/dahneeze / via Reddit.com

5. Why so serious?

Two people in Halloween costumes, a witch wearing a pointed hat and a vampire in a cape and glasses, posing indoors.
u/the_belle_jar / via Reddit.com

6. All Dressed Up and Ready To Lasso Some Candy

A young child wearing a large hat, striped shirt, and suspenders stands and smiles in a living room with wooden floors and patterned wallpaper. An adult is partly visible behind a sofa in the background.
Right0rightoh/Reddit.com

7. Pumpkin carving back in the 1960s was a whole scene

A man takes a photo of three children carving pumpkins on a stone wall in a yard.
u/electricaspect / via Reddit.com

8. Oh, these kids are the definition of attentive

A man wearing glasses carves a pumpkin while two young children watch closely.
u/pinback65 / via Reddit.com

9. A solid 1967 Halloween right here

An adult wearing a skull mask holds a young girl in a costume, while a woman beside them carries a child in a tiger costume, all holding trick-or-treat bags.
u-theph / via Reddit.com

10. Someone’s dad in a terrifying 1960 Halloween getup

A child dressed as a scarecrow, wearing a straw hat, plaid shirt, red bandana, suspenders, and straw details, stands on a lawn in front of two houses with bushes and flowers in the background.
AJistheGreatest/Reddit.com

11. When all else fails, this isn’t the worst costume path to take

A child in a homemade robot costume made from metal cans and buckets stands outside on grass with arms raised. The photo appears old, dated February 1965, with houses and bushes in the background.
Slow-moving-sloth/Reddit.com

12. ‘Halloween Party for the Kiddies, 1960s’

A group of children wearing party hats sit around a table decorated for Halloween with festive tableware, pumpkin decorations, and a cake. The room has green walls and floral curtains, with Halloween decor throughout.
WarnerToddHuston/Reddit.com

Meet the Writer

Matt has spent over the last 8 years as both a writer and editor, working in Seattle and Brooklyn, where he is now based. He loves escaping the tirelessly fast pace of the “Mad Apple” that is NYC by taking walks and runs through parks where he’s able to catch up on the latest tea about society from the city’s ever chatty, always hungry, occasionally maniacal, pigeons. They always have a lot to say. When he’s not taking his urban nature strolls, or dutifully combing the deepest rabbit holes of the internet to find the content that’s worth sinking your mind’s teeth into, he’s likely holed up at a dark-lit dive bar with a new book and/or some friends, or just easily he could be on the hunt for the next addition to his steadily growing plant family.