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.

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.

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.

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 don’t know the mileage, but I walked ten hours up a mountain and down, then up and down and up and down two more. It was supposed to be a two hour hike but the lead friend took us the long way around because he read the trail map incorrectly. We had two kids under five with us. Water and snacks ran out eight hours before we made it back to the campsite…

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.