Top Trail Jokes, Trail Puns, Trail Dad Jokes & More

In this very funny joke compilation, we have come up with the best trail jokes, trail puns and trail dad jokes to make you laugh.

Hit the Trail with Hilarious Hiking Jokes

1. Why did the hiker bring a map to the trail? Because he was afraid he’d lose his bearings!
2. What do you call a bear with no teeth? A gummy bear on the hiking trail!
3. Why did the mountain refuse to hike? It just couldn’t peak its interest!
4. How does a hiker communicate with nature? By sending out tree-mail!
5. Why did the trail go to therapy? It had too many issues to work through!
6. What do you call a scary path through the woods? A scary-dairy trail!
7. Why don’t skeletons go hiking? They don’t have the guts for it!
8. What do you call a bear with no teeth? A gummy bear on the hiking trail!
9. Why do hikers always carry a pencil and paper? In case they need to draw blood!
10. What do you call a trail mix that talks back? Sass-quatch mix!

Trail-arious Trail Jokes to Keep You Laughing

1. Why couldn’t the bicycle find its way on the trail? It lost its bearings!
2. What kind of shoes should you wear on a hike? Ones that are well-heeled!
3. Why was the hiker always happy on the trail? Because he had a chipmunk on his shoulder!
4. Why did the squirrel bring a parachute on the hike? For tree jumping, of course!
5. How do hikers stay on the right path? They follow their gut instincts!
6. What did the trail mix say to the hiker? “You’re nuts!”
7. Why do hikers always carry a pencil and paper? In case they need to draw blood!
8. What do you call a trail mix that talks back? Sass-quatch mix!
9. How did the ranger stop the bear from chasing hikers? He put it on a teddy bear diet!
10. Why did the hiker only bring one shoe on the trail? In case they needed to break a leg!

Hiking Humor: The Funniest Trail Jokes Around

1. Why did the coffee go hiking? It needed a stimulating experience!
2. What do you call a trail covered in tomatoes? A salsa trail!
3. Why did the trail break up with the stream? It couldn’t handle the pressure!
4. How do hikers know they’ve reached the peak? They can see the mountain’s top model!
5. What do you call a scared mountain? A nervous peak!
6. Why don’t mountains ever get lost? They always know their way around!
7. What’s a hiker’s favorite kind of math? Summitry!
8. Why was the backpack so tired on the trail? It had too much weight on its shoulders!
9. What did the tree say to the hiker? “Leave me out of your barkening problems!”
10. Why was the trail always the center of attention? Because it always knew how to rock!

Laugh Your Way Down the Trail with These Funny Jokes

1. Why did the hiker bring a ladder on the trail? To take the high road!
2. What do hikers call the last mile of their journey? The last laugh!
3. Why don’t trains ever go hiking? They prefer to stay on track!
4. What do you call a mountain on a diet? A thin-ain!
5. Why do hikers make terrible detectives? They always go off the trail!
6. What do you call a hiker with a broken compass? Disoriented!
7. What did the trail say to the hiker who couldn’t keep up? “You’re going at a snail’s pace!”
8. Why did the hiker carry a mirror on the trail? To reflect on nature!
9. What do you call a trail with a sense of humor? A joke trail!
10. Why did the trail refuse to take any more hikers? It had too many ups and downs!

Get Your Giggle On with These Top Trail Jokes

1. Why do hikers always carry a spare pair of socks? In case they get cold feet!
2. What do you call a trail on a foggy day? Mist-erious!
3. How did the hiker save the squirrel on the trail? He gave it some acorn-aid!
4. Why did the hiker only hike at night? He had a fear of day-light!
5. Why did the bear join the hiking club? It wanted to be part of the paw-ty!
6. What do you call a mountain that loves to party? A jamboree-jestic peak!
7. Why did the mushroom join the hiking group? It wanted to be a fungi!
8. What’s a hiker’s favorite type of music? Rock and boulder!
9. Why did the tree give the hiker a high-five? It was feeling a bit knotty!
10. What did the trail mix say to the hiker who was double-dipping? “You’re nuts!”