The Thieves Guild
A Collection of D&D 5e Resources
D&D Riddles, Brain Teasers, Tricks and Puzzles


riddles brain teasers

A collection of riddles, puzzles and brain teasers. Can you think your way through every solution? Click the "View Answer" link in order to reveal the solution (note: this requires javascript to be enabled in your browser).

Random Riddle

It is a tolling of the night.
When all is still.
And the wind whispers near the mill.
Twas struck twelve times!
And his voice rang out!
And then, it was stilled.
A clock striking midnight
Riddle Number: 117 of 409
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Riddle 1

You eat something you neither plant nor plow.
It is the son of water, but if water touches it, it dies.
Salt, Ice

Riddle 2

A serpent swam in a silver urn
A golden bird did in its mouth abide
The serpent drank the water, this in turn
Killed the serpent. Then the gold bird died.
An oil lamp

Riddle 3

My tines are long
My tines are short
My tines end ere
My first report
Lightning, or lightning bolt.

Riddle 4

Turn us on our backs
And open up our stomachs
You will be the wisest of men
Though at start a lummox
A book

Riddle 5

The hungry dog howls
For crust of bread
His cry goes unheard
It's far overhead
Moon (the dog is howling at the moon).

Riddle 6

Bury deep,
Pile on stones,
My mind will always
Dig up them bones

Riddle 7

A cloth poorly dyed
And an early morning sky
How are they the same?
Their color changes easily

Riddle 8

It occurs once in every minute
Twice in every moment
And yet never in one hundred thousand years.
Letter 'M'

Riddle 9

Never ahead, ever behind,
Yet flying swiftly past;
For a child I last forever,
For adults I'm gone too fast.

Riddle 10

Two horses, swiftest travelling,
Harnessed in a pair, and
Gazing ever in places
Distant from them.
Your eyes - Or the sun & the moon

Riddle 11

It can be said:
To be gold is to be good;
To be stone is to be nothing;
To be glass is to be fragile;
To be cold is to be cruel.
Unmetaphored, what am I?
A heart

Riddle 12

Round she is, yet flat as a board
Altar of the Lupine Lords.
Jewel on black velvet, pearl in the sea
Unchanged but e'er changing, eternally.

Riddle 13

Twice four and twenty blackbirds
sitting in the rain
I shot and killed a quarter of them
How many do remain?
This riddle can be viewed from several different ways, and COULD have different answers, depending on how the question is viewed...
Answer 1: 2x(4+20)=48, if 1/4 of 48 are shot (12) ... these 12 will remain (dead) and the rest will fly away.
Answer 2: Upon shooting any of the birds, the rest will all fly away. So the answer could be "none."
Answer 3: 2x(4+20)=48, if 1/4 of 48 are shot (12) ... there will be 36 birds left (48-12=36).

Riddle 14

First will be last
Last will be first
And all in between will also be cursed
Open the door and the thing will be there
So be carefull and beware!
Death cometh upon all mankind.

Riddle 15

It has a golden head
It has a golden tail
but it has no body.
Gold coin

Riddle 16

A leathery snake,
With a stinging bite,
I'll stay coiled up,
Unless I must fight.
A whip

Riddle 17

There is not wind enough to twirl
That one red leaf, nearest of its clan,
Which dances as often as dance it can.

Riddle 18

At night they come without being fetched,
And by day they are lost without being stolen

Riddle 19

I am, in truth, a yellow fork
From tables in the sky
By inadventant fingers dropped
The awful cutlery.
Of mansions never quite disclosed
And never quite concealed,
The apparatus of the dark
To ignorance revealed.
Lightning, (Emily Dickinson)

Riddle 20

Many-maned scud-thumper,
Maker of worn wood,
Portly pusher,

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