I walked 48km (30 miles) to win a bet with a friend.
The wager was a case of beer.
The counter-bet was that he could ride 240km (150 miles) in a day on an old single-speed bicycle.
I won that bet too, cause his chain broke 20km before the finish line.

Probably not the farthest but when I was about 14 I walked 4 miles through a forest, train yard and across a highway, in a snow storm, to make it to dinner at steak n shake with my first girlfriend. A friend was supposed to give me a ride but he ended up in after school detention. It was a dumb, freezing cold, no sidewalk trek that took nearly 3 hours.

I walked about 500 miles. Then I walked about 500 more.

About 25 miles. About 30 years ago, I had a stint with meth, short-lived, thankfully. I walked from the north end of my city to a suburb south of the city to my sisters house to detox after a bender and running out of money. Funny thing, in retrospect, I had just enough money left for bus fare but when I got on the bus, I was still so sketched out (paranoid) that I couldn’t bear to be around other (sober) people. So, I got off the bus immediately and walked. Not my finest hour.

16 miles. I was hungover, stepped out of my flat for a can of coke, and then just didn’t stop walking until my headphones died. Took the train back home.

7.9 miles to get home from high school. Missed the bus.

I guess that might not be the farthest but it’s the farthest I remember.

Some girl yelled “loser!” at me from a car halfway. No idea who she was.

I walked just short of 50km to see if I could. I was hungover and stopped for a smoke every hour or so, but I made it. I also had a big water bottle and music headphones to keep me pushing forward

21 miles, was deep in the backcountry and our food had spoiled, we were then short a day’s worth of food and had to make it to the next camp. It was pouring down rain and a long summit day, but an unforgettable trip.

4 days in a row about 40 kilometer (about 25 miles) during ‘De Nijmeegse 4-daagse’ a big walking event in the Netherlands. It was fun! Lots of spectators along the way making a it one big party.

~30km with a walking group at university, from one city to another.

The worst part was the rain near the end.

Also 20km but through the frozen moors - some people that saw us on the way there thought we were new recruits training for the military!

100km (64? miles), for charity. It took 31 hours, so more than a day but it was all in one go

It was awful

5mi starting from my place to my then-gf’s neighborhood.

She wasn’t home at the time. I knew she wasn’t going to be home. Stupid me just wanted to see if I could make the journey on foot.

After I made it, I ate McDonald’s at a nearby mall and Uber’d straight home…

I was part of my Mom’s camp crew on her trip to the Mt. Witney summit. I walked about twenty-five miles in, and then out again, two days later. I was fourteen or fifteen at the time.

9 miles recorded by the GPS. If I draw a straight line from where the car was parked to where the GPs died it was 10.5 miles.

I thought I found a cool easy way to turn out simple out and back hike into a loop. It was a big mistake and we were completely unprepared. We didn’t have nearly enough water and there were zero readily available water sources on the mountain.

That day was a big lesson on preparedness learned the hard way (but not the ultimate lesson/hardest way thank goodness).

25km visiting Rome, just turisting around.