Sleepy Hollow Halloween
Halloween Characters
Hackley Founders Day
Guess the Song
Phrases Emoji Puzzles
100

This scary rider in The Legend of Sleepy Hollow doesn’t have a head.

Who is the Headless Horseman?

100

This character is known as “the friendly ghost.”

Who is Casper?

100

This person founded Hackley

Who is Frances Hackley?

100

“I’ve got the eye of the tiger, a fighter, dancing through the fire…”

What is Roar?

100

🐦⏰🪱

What is "The early bird catches the worm"?

200

Each Halloween, the real town of Sleepy Hollow celebrates with this spooky annual event featuring floats, costumes, and—of course—the Horseman.

What is the Sleepy Hollow Halloween Parade?

200

This creepy monster howls at the full moon and turns from a human into a beast.

What is a wearwolf?

200

This is Hackley's logo

What is a hornet?

200

“I stay out too late, got nothing in my brain, that’s what people say…”

What is Shake It Off?

200

❌👉🐎

What is "Hold your horses"?

300

This man wrote The Legend of Sleepy Hollow.

Who is Washington Irving?

300

This classic vampire from Transylvania hates sunlight and loves drinking blood.

Who is Dracula?

300

“Before the current colors, Hackley School originally featured this color"

What is green?

300

“Just a small town girl, living in a lonely world…”

What is Don't Stop Believin'?

300

🐢🏁

What is "Slow and steady wins the race"?

400

The Headless Horseman is said to be the ghost of a soldier who lost his head during this war.

What is the American Revolutionary War?

400

This spooky creature is said to rise from the grave and is often depicted with green skin and bolts in its neck.

Who is frankenstein?

400

Hackley was founded this year.

When is 1899?

400

“I got that sunshine in my pocket, got that good song in my feet…”

What is Can't Stop the Feeling?

400

🥚🥚🧺❌

What is "Don't put all of your eggs in one basket"?

500

Many people think the Headless Horseman is really this man in disguise.

Who is Brom Bones?

500

This spooky figure wears a black cloak and carries a scythe, often said to collect souls.

Who is the Grim Reaper?

500

"United we help one another", one of Hackley's mottos, is originally written in this language

What is latin?

500

"Boy take me back cause I wanna stay"

What is Save Your Tears?

500

🦉🌙

What is "night owl"?