100 Riddles and Their Answers

One hundred riddles (and their answers!) that will leave your players stumped.

1It has a golden head. It has a golden tail. It has no body. Answer: A gold coin.
2It wears a leather coat to keep its skins in working order. Escorts you to other realms, without a magic portal. Answer: Book.
3It dampens as it dries. Answer: Towel.
4What has two hands on its face but no arms? Answer: A clock
5What kind of coat is always wet when you put it on? Answer: A coat of paint.
6Many have heard me, yet nobody has seen me. I won't speak back unless spoken to. What am I? Answer: An echo.
7What five long word become shorter when you add two letters? Answer: Short
8What is not alive but grows, does not breaths but needs air. Answer: Fire
9Better old than young; the healthier it is, the smaller it will be. Answer: A Wound.
10This fire is smothered best not by water or sand but by words. Answer: Desire.
11Two friends stand and travel together, one nearly useless without the other. Answer: Boots
12Feed me and I will live, give me a drink and I will die. Answer: Fire.
13A curved stick and a straight twig means red sap and a snapped trunk. Answer: Death by arrow.
14No warning of Timber could have stopped the dropping petals. Answer: Death by axe.
15A fitting cravat for a poorly chosen suit. Answer: Death by hanging.
16I build castles, yet tear down mountains, make some men blind, and others see. What am I? Answer: Sand.
17As I was going to St Ives I met a man with 7 wives. Each wife had 7 kids. Each kid had 7 cats. Each cat had 7 kittens. How many were going to St Ives? Answer: 1.
18What do banana, grammar and assess all have in common? Answer: if you take the first letter and put it on the end of the word, reading it backwards they spell the same word.
19Twelve men walking by, twelve pears hanging high. Each took a pear and left eleven hanging there. How did it happen? Answer: Each is someone's name.
20River bridge crossing, look out for the guards. Can you spell that without any 'R's? Answer: T-H-A-T.
21What is it that you keep when you need it not, but throw out when you do need it? Answer: An anchor.
22The foolish man wastes me, The average man spends me, And wise man invests me, Yet all men succumb to me. What am I? Answer: Time.
23What is something that dawns on you even when it shouldn't? Answer: The obvious.
24When you come to the end of all you know, I am there. Who am I? HINTS: I start out wonderful, but then begin worse. Answer: The letter W.
25What has four legs in the morning, two legs in the afternoon and three legs in the evening? Answer: A Man. when he was a child he crawled on all four, when he was older, he walked on two legs and when he was old aged, he used a cane.
26I’m made out of five letters, And I’m made out of seven letters; I have keys but I don’t have locks, I’m concerned with time, but not with clocks. Answer: A Piano.
27Forty white horses on a red hill. They champ, they stamp, and then stand still. Answer: Teeth.
28I can fly like a bird not in the sky, which can always swim and can always dry. I say goodbye at night and morning hi. I'm part of you what am I. I follow and lead as you pass, dress yourself in black my darkness lasts. I flee the light but without the sun, Your view of me would be gone. Answer: A shadow.
29I am what men love more than life, fear more than death or mortal strife, what dead men have and rich require. I'm what contented men desire. Answer: Nothing.
30Two men drink poisoned Iced Tea. One man drinks his fast and lives. The other man drinks his slow and dies. How is this possible? Answer: The poison is in the ice not the tea. The ice melts in the slower drinker's tea.
31Towns without houses, forests without trees, mountains without boulders and waterless seas. Answer: A Map.
32Two bodies in one, the longer I stand, the faster I run. Answer: Hourglass.
33Men desire me in public, but fear me in private. Answer: Truth.
34What is so fragile, even speaking its name will break it? Answer: Silence.
35What must you first give to me in order to keep it? Answer: Your word.
36Though I'm tender, I'm not to be eaten, Nor -- though, mint fresh -- your breath to sweeten. Answer: Money. Legal tender; minted coins.
37You never see it, but it's almost always there, and most people quickly notice when it's absent. Answer: Oxygen/Breathable Air.
38An untiring servant it is, carrying loads across muddy earth. But one thing that cannot be forced, is a return to the place of its birth. Answer: River.
39Blessed are the first. Slow are the second. Playful are the third. Bold are the fourth. Brave are the fifth. Answer: Answer: Blade.
40Brought to the table. Cut and served. Never eaten. Answer: Cards.
41It can pierce the best armor, And make swords crumble with a rub. Yet for all its power, It can't harm a club. Answer: Rust.
42It is a journey whose path depends, on an other's vision of where it ends. Answer: Book.
43Men seize it from its home, tear apart its flesh, drink the sweet blood, then cast its skin aside. Answer: Orange.
44Names give power, Magic to control. But what is broken, by naming it? Answer: Silence.
45Passed from father to son, And shared between brothers. Its importance is unquestioned, Though it is used more by others. Answer: Name.
46Today he is there to trip you up, And he will torture you tomorrow. Yet he is also there to ease the pain, When you are lost in grief and sorrow. Answer: Alcohol.
47In the form of fork or sheet, I hit the ground. And if you wait a heartbeat, You can hear my roaring sound. Answer: Lightning.
48I have no tears but I perspire, I stretch but cannot respire, I can jump, walk, run and dance, Though I have no mind. I'll take a stance. What am I? Answer: A leg.
49The beast of the plains, it goes through the ground, constantly on the search for its next meal. While it hates the taste of dwarves and elves, it loves the taste of halfling. Answer: Bulette.
50This thing can stay completely hidden in even the broadest of daylight. In halls and rooms that monster waits to ambush its next victim. Watch out from below, because it is the floor that this thing waits. Answer: Rug of smothering.
51In the world below, almost everything below has a heart as dark as their surroundings. This thing is the one exception, giving a light glow in the world of the Underdark. Answer: Flumph.
52You keep it, but it never ages. Once shared it is gone forever. Answer: Secret.
53I can bring down the mightiest of men. Nobody can defy me. I am the enemy of flight. Yet you can’t even sense my presence. What am I? Answer: Gravity
54The more you walk on me the more we get along, and while other may still use me, with you is where I belong. What am I? Answer: Shoes
55I give mirth and merriment and they say I smell quite old but I can turn a timid man into one that is quite bold. What am I? Answer: Wine
56I am green with envy when I am placed below the sky. I do not breathe the air you breathe but I never wonder why. If you go and shelter me, I simply shrink and die. The answer to this riddle is simply who am I? Answer: A plant
57I guard precious treasures and yet my body never moves, but I open like a book when something of yours is used. When finally I'm gutted always feel quite blue. I always feel so useless without the gold that I consume. What am I? Answer: A Treasure Chest
58My body's thin and slender and I grow shorter every day. You can use my single purpose, and I'll be sure to lead the way. When I am placed upon a pastry then my life is soon to fade. What am I? Answer: A candle
59I am what's desired above of all fame and wealth. Without me it's assured that you'll begin to lose your health. I'm not a fluid dancer, but you can put me on a shelf. What am I? Answer: Food
60I give people purpose, I am the gardener pulling weeds. In fact I keep a watchful eye over everybody's deeds. I am the cobbler making shoes I am the blacksmith shoeing steeds. What am I? Answer: A job
61Born by fire, stone, or rain I feel most comfortable at home on the planes. When I am out of my element, I feel much disarray. What am I? Answer: An elemental
62I am gifted to you only when I am unwanted. I have the power to kill kings or the lowliest paupers. My strength is unquestioned and I move far and wide, yet my power can falter from potions imbibed. What am I? Answer: Sickness or Disease
63The more you take out the bigger I get. What am I? Answer: A hole
64I am green for some time, but blue thereafter. If it is dark, I am likely to eat you. What am I? Answer: Grue
65Up and down they go and travel, but never do they move an inch. Answer: Stairs
668 _ _ _ 1 _ _ _ 2 0' Answer: 549763 (Put all the numbers in alphabetical order)
67Halo of water, tongue of wood, skin of stone and long I've stood. My fingers short reach to the sky, inside my heart men live and die. What am I? Answer: Castle
68Flying on invisible wings. I am massive in size. Then if my master commands, I am as small as he wishes. All men wish to own me, but when I touch them, They cannot touch me. I cry when I am with my brothers. Darkness follows wherever I go. I’m a friend, I’m an enemy. I am freedom. What am I? Answer: A Cloud
69A face I do have, but see I do not. When they see my hands, they oft ponder in thought Answer: A watch
70The more you take, the more you leave behind. What am I? Answer: Footsteps
71What kind of room can you never enter? Answer: A Mushroom.
72What is long, brown, and sticky? Answer: A stick.
73What has a head and a tail, can flip but has no legs? Answer: A coin.
74What is black when you buy it, red when you use it, and white when you throw it away? Answer: Coal.
75What belongs to you, but other people use it more than you do? Answer: Your name.
76Tall I am young, Short I am old, While with life I glow, Wind is my foe. What am I? Answer: A candle.
77I can build castles, I can stop a flood, I can show the time flow, I can make people blind, I can make others see. What am I? Answer: Sand
78If I'm in front I don't matter, If I'm in back I make everything be more, I am something yet I am nothing. What am I? Answer: Zero
79I shine brightest in the dark. I am there but cannot be seen. To have me costs you nothing. To be without me costs you everything. Answer: Hope.
80I am taken from a mine, and shut up in a wooden case, from which I am never released, and yet I am used by almost everybody. Answer: Pencil lead.
81What goes round the house and in the house but never touches the house? Answer: The sun.
82What comes once in a minute, twice in a moment, but never in a thousand years? Answer: The letter M.
83He who has it doesn't tell it. He who takes it doesn't know it. He who knows it doesn't want it. What is it? Answer: Counterfeit money.
84What goes round and round the wood but never goes into the wood? Answer: The bark of a tree.
85I have a little house in which I live all alone. It has no doors or windows, and if I want to go out I must break through the wall. Answer: A chick in an egg.
86There are four siblings in this world, all born together. The first runs and never wearies. The second eats and is never full. The third drinks and is always thirsty. The fourth sings a song forever. Answer: Water, fire, earth, wind.
87A cloud was my mother, the wind is my father, my son is the cool stream, and my daughter is the fruit of the land. A rainbow is my bed, the earth my final resting place, what am I? Answer: Rain.
88Poke your fingers in my eyes and I will open wide my jaws. Linen cloth, quills or paper, all will split before my might. What am I? Answer: Shears/Scissors
89What goes with a carriage, comes with a carriage, is of no use to a carriage and yet the carriage cannot go without it? Answer: Noise.
90What stands on one leg with its heart in its head? Answer: A cabbage.
91It's been around for millions of years, but it's no more than a month old. What is it? Answer: The moon.
92I met a man with a load of wood which was neither straight nor crooked. What kind of wood was it? Answer: Sawdust.
93What binds two people yet touches only one? Answer: A wedding ring.
94I am the beginning of sorrow and the end of sickness. There's no happiness without me nor is there sadness. I am always in risk, yet never in danger. You will find me in the sun, but I am never out of darkness. Answer: The letter S.
95What holds water yet is full of holes? Answer: A sponge.
96Lives without a body, hears without ears, speaks without a mouth, to which the air alone gives birth. Answer: An echo.
97What goes into the water red and comes out black? Answer: A red-hot poker.
98When one does not know what it is, then it is something. When one knows what it is, then it is nothing. Answer: A riddle.
99It is the beginning of eternity, the end of time and space, the beginning of the end and the end of every space. What is it? Answer: The letter E
100What tastes better than it smells? Answer: A tongue.