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Highlight Hiker Blog



May 2, 2021

Long Pond Ironworks

Highlands Trail and Jennings Hollow

Ah, yes. It was May 2nd. It was a weird weather day. It started out sunny and hot. Then it got overcast and windy. Then it rained. Then it was overcast and windy. Then it was sunny and hot again. All in the span of my (approximately) 8 miles of hiking.

I knew the bugs were out. Little gnats and mosquitos and mayflies and no-see-ums all trying to love me to death be flying into my eyesearsnosemouth, so why I decided to hike the Highlands Trail up through Long Pond Ironworks during mud season is beyond me.

I did this same trail in late summer about 3 years ago and the bugs were so bad I turned around and went home before getting 1/2 way through my intended route. I wrote “BUGS!” on my map with a giant circle. The bugs here are so bad that I swear they waiting to swarm your head even in frigid winter weather.

So word to the wise: if you decide to hike this route, get a bug net and a hat. Take them with you. Use them when the pesky little buggers become annoying. You’ll be the envy of all who pass you, headed back down the trail unable to withstand the seething packs of flying insects that just want to be near you at all times. I want you to enjoy this trail so much that I’ve included a link to my favorite bug net in the “Explore It” button.

I was armed and ready for them this time! Those little buggy bastards couldn’t annoy me today! Oh yes! I had two bug nets, one hat, my bamboo shade hoodie from Free Fly Apparel (freakin’ love that thing in the hot humid weather), my rain jacket and lots of water for the long climb. Bring it, you miserable minibeasts! You vexing vermin! You problematic parasites!! DO YOUR WORST.

They tried. I conquered. I didn’t hear them. I wasn’t bothered by them. They couldn’t get into my eyesearsnosemouth. They couldn’t land on my arms. They were impervious to me! HA HA HA! I live to see another day!

And a lot of other hikers stopped me to ask me about my bug net and tell me how clever I was, so that was a nice little boost to the ego.

I crossed the NJ/NY state line and walked as far as the edge of my map, then turned around. Originally I was going to come back the way I had come but where the Highlands trail meets the Lake-to-Lake trail I met the coolest couple who sort of adopted me for the afternoon. They showed me how to make a loop out of my route using a woods road that led to Jennings Hollow and then we all trekked on in the same direction. One thing led to another and we had hiked about 4 miles together, talking the whole time.

Unfortunately I didn’t think to ask their permission to use their names in my blog, so to protect their identity I won’t be using photos of them that reveal their faces.

Honestly, the way I’ve been meeting people these days you would think that I’m beginning to enjoy hiking in groups, but not to worry, dear reader! I am still the lone wolf. I still covet my solitude. I will continue to hike alone to hear my thoughts. It’s strange, though, isn’t it? Sometimes you just have to look at a person/people and you automatically know that you will get along famously. What is that? Is it instinct? Wisdom? Is it some chemical reaction that we have no awareness of? I remember my first year of college, being terrified, not knowing anyone. I walked into the theater for an audition briefing and sitting alone on the other side of the aisle was a young lady. I took one look at her and said, “I want her to be my friend.” and said hello. And it was true! We ended up as roommates, and we’re still friends to this day (despite the fact that we live several states away). What is that THING which makes us feel friend-confident about some and not with others?

Anyway - we had a lovely walk together in the woods and they showed me the beaver pond with it’s huge lodge and gnawed tree trunks. We picked over muddy rocks and slipped in mud together. It was FUN. And if they ever reached out to me and asked me to hike somewhere with them again, I would probably drop everything to make it happen. Of course, that doesn’t mean they felt the same way about me… lol… but y’know… IT’S ALL ABOUT ME so who cares. I’m kidding! I’m kidding!

So if you’re in the mood for a long hike, have a hat and a bug net, like slogging up long climbs, want to cross the state line and would like to see Jennings Hollow, by all means: pick this route! There aren’t a lot of other people and most of the ones you do meet are experienced hikers that you can share your time and stories with!

PS. I hiked all of the Jennings Hollow loop on May 15th, so if you want a blog entry dedicated to just this absolutely stunning trail, keep an eye out for the post over the course of this week!

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 Long Pond Ironworks

Highlands Trail & Jennings Hollow

Total Mileage:

7.75 miles

Total Elevation:

1,434 feet