100 DND Random Encounters on the Road

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I’ve put together a list of 100 DND random encounters on the road for your fantasy tabletop RPG campaign. If you like the list, feel free to use it in your campaign. At the end of the random table, I have information on a few AI-powered RPG tools I’ve created that can also help you with your campaign. Some of them are free! First, let’s get to the random road encounters.

DND Random Encounters on the Road

  1. A group of traveling merchants are selling a new type of cloak that is made of a material which repels rain, mud, and snow and protects the wearer from the cold, no matter how severe. The merchants are looking for adventurers to test the cloaks and report back to them. All cloaks will be given to the players for free, but only if they agree to wear them and report back to the merchants about how well they work in different types of weather.
  2. A group of farmers are offering to sell players a herd of three hundred sheep for twenty-five gold pieces. They look healthy and well-fed. The farmers want to sell the sheep quickly and will not haggle with the players or accept any offers that are lower than twenty-five gold pieces per sheep. The farmers will not accept any offers that are lower than twenty-five gold pieces per sheep.
  3. A group of farmers are offering to sell players a horse for twenty gold pieces. The horse is in good condition and looks like a good riding horse. The farmers will not accept any offers that are lower than twenty gold pieces per horse.
  4. A group of farmers are offering to sell players a mule for ten gold pieces. The mule is in good condition and looks like a good riding mule. The farmers will not accept any offers that are lower than ten gold pieces per mule.
  5. A group of farmers are offering to sell players a pig for two gold pieces. The pig looks healthy and well-fed.
  6. A group of farmers are offering to sell players a cow for three gold pieces. The cow looks healthy and well-fed.
  7. A group of farmers are offering to sell players a goat for one gold piece. The goat looks healthy and well-fed.
  8. A group of farmers are offering to sell players a chicken for one copper piece. The chicken looks healthy and well-fed.
  9. A group of farmers are offering to sell players 3d6 apples for one copper piece each. The apples look fresh and delicious.
  10. A group of farmers are offering to sell players 3d6 onions for one copper piece each. The onions look fresh and delicious.
  11. Lame donkey with a sign on its back that says, ‘Don’t laugh.’
  12. The sound of a thunderstorm can be heard in the distance.
  13. A group of farmers are in the middle of a heated debate over whether the local orc attacks are caused by wolves or wyverns.
  14. A travelling bard is singing about one of the following topics: The king in Red, a local noble, the goddess of thunder, or a nearby temple.
  15. A group of men are having a contest to see who can throw a stone the furthest.
  16. A group of men are having a contest to see who can run the fastest without shoes.
  17. A group of young boys are playing a game where they try to knock each other off of a log by swinging at each other with sticks.
  18. A man is trying to sell a recently caught hare but no one wants to buy it because it’s still alive. He’s trying to convince people to buy it by saying that it’s been trained to dance and perform tricks on command.
  19. A woman is trying to sell a decorative shield that she made by carving into it various designs and pictures.
  20. A group of men are having a contest to see who can drink the most ale without getting drunk.
  21. Xorn. A 1d4 level Xorn is foraging for food. They will not attack unless provoked first. They will run away after a few rounds if attacked. They are from another plane and are not from this world. They are on a mission to deliver a message and they are not connected to the road.
  22. Two men and their horses have been attacked by a group of bandits. They need help. The bandits are still nearby. They are hiding in the woods.
  23. A group of children are playing hide and seek with each other while they wait for their parents to return home.
  24. A trader has set up a roadside stand and is selling supplies to people as they pass by.
  25. A group of men and women are standing by the side of the road. They are looking for work.
  26. A man is sitting on the side of the road holding a small box. He is holding it tightly and he does not want to let it go.
  27. A couple of men and women are sitting by the side of the road. They are looking for work.
  28. A couple of men are sitting by the side of the road. They are looking for work.
  29. A couple of men and women are standing by the side of the road. They are looking for work.
  30. A man has set up a roadside stand and is selling supplies to people as they pass by. The man at the roadside stand looks like a female dwarf but is actually a disguised male half-dwarf. He is selling supplies at a very high price to anyone that comes by. He is hoping to make some money because he was hired by other players earlier in the adventure. He is still getting used to his disguise and he is a little nervous that he will get caught.
  31. Koopa Troopa with a dead horse. The horse carcass has been torn and eaten by a large bird or creature. The koopa troopa is distressed. He tells the players that he saw a large bird attacking the horse. He tried to intervene, but the bird attacked him, too. He believes the bird is a pterodactyl.
  32. A group of 3d6 farmers are heading to the nearby village. They are worried about the recent disappearance of their livestock.
  33. A group of 2d6 farmers are heading to the nearby village. They are worried about the recent disappearance of their children.
  34. A group of 2d6 villagers are heading to the nearby village. They think someone has been hitting their horses with magic.
  35. A group of 3d6 soldiers are heading to the nearby village. They have been given orders by their king to capture a group of troublesome criminals.
  36. A group of 2d6 soldiers are heading to the nearby village. They have been given orders by their king to capture a group of thieves.
  37. A group of 2d6 thieves are heading to the nearby village. They have been given orders by their king to bring back a group of hostages.
  38. A group of 2d6 villagers are heading to the nearby village. They have been told that a large, red dragon is terrorizing the kingdom.
  39. A group of 2d6 villagers are heading to the nearby village. They have been told that a large, red dragon is terrorizing their village. They are carrying large rocks and pieces of wood to fix their homes after the dragon passes through.
  40. A group of 4d6 villagers are heading to the nearby village. They are carrying large rocks and pieces of wood to fix their homes after the dragon passes through. They also bring news that a large, red dragon has been terrorizing their village.
  41. Lumbering through the road is a lumbering, tall creature wearing a red cloak. The creature looks like a giant. The creature is lumbering through the road. The creature is headed north. The creature is carrying a large warhammer and wearing a large shield.
  42. Players see an old man and woman sitting together on a stone wall. The man and woman are holding hands. The old man and woman are using their other hands to hold each other’s shoulders. The old man and woman are facing each other and their heads are touching.
  43. A wagon with a large sail painting of a fish is being pulled by a large horse. The wagon is being driven by a man who looks like an elf.
  44. Small birds land on the shoulder of the road. A few moments later, they fly away.
  45. A group of boys and girls are playing tag and running around a small stone building.
  46. A group of men are sitting around a campfire. The men are telling stories about the nearby abandoned castle.
  47. A group of men and women are sitting around a small campfire. The women are fending off the men. The men are wearing black cloaks and hoods. They look like cultists.
  48. A man is sitting on a large stone wall. The stone wall is made out of stone blocks. The stone blocks look like they were put together by masons. The man is holding a large red cloak in his lap. The cloak looks like it was made by a tailor. The man is looking at the cloak and crying. The man looks like he is going to throw the cloak in the road if someone doesn’t stop and talk to him.
  49. A group of men and women are standing around a campfire. The men and women are holding hands and singing songs about hunting.
  50. A group of men and women are standing around a campfire. The men and women are holding hands, talking, and laughing. The men and women are dressed in leather armor and holding small shields and wooden clubs.
  51. Jugglers and dancers from a local traveling circus are having a picnic along the side of the road. They are preparing for their next performance.
  52. A man is walking down the road. He is singing loudly. He is drunk.
  53. A woman is walking down the road. She is singing loudly. She is drunk.
  54. A farmer is walking down the road. He is carrying a large sack over his shoulder. He is headed to the market to sell his goods.
  55. A group of children are playing a game of tag along the side of the road.
  56. A shepherd is leading his sheep to a nearby field to graze. The sheep are bleating loudly as they are being led down the road.
  57. A group of hunters are walking down the road. They are talking about their recent hunting trip. They are carrying a large buck over their shoulders.
  58. A man is walking down the road. He is singing loudly. He is heading to the nearby village to get drunk.
  59. A group of men are walking down the road. They are talking about the recent theft that occurred in the nearby village. They are discussing who they think stole from the village. They are headed to the nearby village to get drunk and forget their troubles.
  60. A group of children are playing a game of tag along the side of the road. They are laughing and having a good time.
  61. K, a level 1 dwarf, is sitting on the side of the road playing a lute. He is looking for an audience with one of the nearby kings. He is a bard. He will sing for food.
  62. A man is standing in the middle of the road. He is wearing a large coat. He has a large sack on one of his shoulders. He is standing on one foot. He is dancing. He is drunk.
  63. A merchant has set up a cart.The merchant is selling ale. The merchant is also selling a slightly used suit of plate mail armor. The merchant will trade the armor for a cart or a horse.
  64. A man is standing in the middle of the road. He is holding a small sign that says ‘Need Help.’ He says that he has been robbed and his horse has been killed by a group of goblins. He will pay the players in gold.
  65. A man runs out of a house and stands in the middle of the road. The man says that he has been robbed by goblins.
  66. A man and a woman are standing in the middle of the road. They are arguing with each other. The man is drunk or on drugs.
  67. A man and a woman are standing in the middle of the road. They are arguing with each other. The woman is a witch.
  68. A man is sitting on the side of the road. He is holding his nose. He states that he has been robbed by a group of goblins. He says that they stole his cart.
  69. A man is sitting on the side of the road. He is holding his nose. He states that he has been robbed by a group of men.
  70. A man and a woman are sitting on the side of the road. The man states that they have been robbed by a group of men. The man says that they stole their cart, their horses, and their gold. The woman doesn’t talk. She’s actually been kidnapped by the man and wants help.
  71. Wagon being attacked by 2d6 wolves: The wolves are old and weak, but they come in great numbers. They’re hungry and smell the food the players are carrying. They will attack the players first, then try to eat their horses and their food when the horses are dead.
  72. A drunk man staggers to the side of the road and offers the players his last bottle of wine.
  73. A merchant is selling rare and valuable items.
  74. A merchant is selling rare and valuable items, but he is a thief and doesn’t have any items to sell. He will ask for a sample of the party’s gold before he will do any business with them.
  75. An old man is walking down the road. He is lost and looking for his home. He will ask the players for directions to his house.
  76. A group of children are playing in the street, making up a game as they go.
  77. A group of children are playing in the street. They are pretending to be soldiers fighting off an orcish attack.
  78. A group of men are standing along the side of the road. They are discussing the war. Their opinions differ greatly.
  79. A group of men are standing along the side of the road. They are discussing the price of grain. Their opinions differ greatly.
  80. A group of children are playing in the street, making up a game as they go.
  81. Unexpected but interesting sight. There is a carriage with no horses but two skeletons pulling it. Inside the carriage, there is a treasure chest. The skeletons will attack the players.
  82. A man dressed in rags begs for food. Players can choose to give him food or not. He will persist even if players don
  83. ike a madman. If players give him food, he will say he is a king who was cast out. He will ask for help. If players give him food, they will fight his soldiers. If they don’t, he will attack them!
  84. A group of children are playing in the road. They are laughing and having a good time.
  85. A group of men are praying in the middle of the road. They are praying for their village to be blessed with good crops and plentiful fish.
  86. A group of men are singing in the middle of the road. They are singing a song about a battle that took place in the area.
  87. A group of men are talking in the middle of the road. They are talking about the strange happenings in their village. Their village is plagued by strange noises at night.
  88. A group of women are gossiping in the middle of the road. They are talking about an upcoming marriage.
  89. A man dressed in rags is begging for food. Players can choose to give him food or not. He will persist even if players tell him he has enough food. He will say he has nothing to eat and he is starving. If players give him food, they will fight his guards who have been following him and observing the party’s actions.
  90. A group of men are talking in the middle of the road. They are talking about an upcoming war with a neighboring country.
  91. Hirelings – 1d4 of a random hireling are traveling down the road. They are headed to a nearby city.
  92. The road ahead is blocked by a fallen tree. A group of 1d6 commoners are trying to remove it from the road. They say it was caused by a group of 1d4 halflings who passed through earlier. The halflings were headed to a nearby city.
  93. You are stopped by 1d4 guards. They say they are looking for a group of 1d4 halflings who were headed to a nearby city.
  94. A group of 1d4 hunters are hunting for game. They say they saw a group of 1d4 halflings headed to a nearby city.
  95. A group of 1d4 hunters are hunting for game. They say they saw a group of 1d4 humans headed to a nearby city.
  96. A group of 1d6 commoners are heading to a nearby city to sell their goods. They say they saw a group of 1d4 humans headed to a nearby city.
  97. A group of 1d4 elves are traveling down the road. They are headed to a nearby city. They say they saw a group of 1d4 humans headed to a nearby city.
  98. Two adventurers are sitting on the side of the road. They appear to be injured. A group of 1d4 humans passed by earlier and attacked them. They say they were headed to a nearby city.
  99. A group of 1d4 humans are heading to a nearby city. They say they were searching for a group of 1d4 halflings who passed through earlier and attacked them.
  100. A group of 1d4 halflings are sitting on the side of the road. They appear to be injured. A group of 1d4 humans passed by earlier and attacked them. They say they were headed to a nearby city.

More Random Road Encounters

Want more random road encounters? Head over to Random Encounters AI. You can also check out my NPC generator – which is also free to use. Finally, I’ve put together a set of over 2 dozen RPG tools you can use at LitRPG Adventures. Members also get access to our growing library of RPG content. We’ve currently got over 25,000 generations in the library, so come check us out!