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DS # 50 – Plea Barkin and Scrum Guzzler @ Mad Mex, Waterworks
Apr 5 @ 6:30 pm
Holy shit we’re old! 50 trails already!

Who: Plea Barkin and Scrum Guzzler
Where: Mad Mex Waterworks
When: April 5, meet at 6:30pm, on our at 7pm
Why: To run a harder longer trail and and enjoy the shit out of it!

DS #51 – Moaning Lisa @ Shale's Cafe
May 3 @ 6:30 pm

Moaning Lisa, swooping in for the last minute fill in.

Who: Moaning Lisa

Where: Shale’s Cafe, 5th Avenue

Why: To run a harder, longer trail And enjoy the shit out of it!

DS #53 – AcaDaca and Shriveled In London @ Hog's Head Bar and Grill
Aug 2 @ 6:30 pm

Who: AcaDaca and Shriveled In London

Where: Hog’s Head Bar and Grill, 3433 Spring Garden Ave, Pittsburgh, PA 15212

When: August 2nd

Why: To run a harder, longer trail and enjoy the shit out of it!


DS #54 – Crack Filler, Another Crack Filled! @ William Penn Tavern
Sep 28 @ 6:30 pm
Who: Crack Filler
Where: William Penn Tavern, 739 Bellefonte St, Pittsburgh, PA 15232
When: September 28th
Why: Crack Filler loves filling cracks! He has talked about haring this trail a few times now, and it’s his!
DarkSide #55 – Sticky Beaver @ Primanti Brothers (Harmar)
Oct 28 @ 6:30 pm
Who: Sticky Beaver
Where: Primanti Brothers (Harmar), 6 Anchor Dr, Pittsburgh, PA 15238, USA
When: Oct 28th
Why: To run a harder, longer trail and enjoy the shit out of it!
Your feet will get wet, bring a dry bag for after.
There will be one additional contra stop on trail, bring cash if you want a beer there.
DarkSide #57 – Krampus @ Federal Galley
Dec 26 @ 6:30 pm
Who: Krampus
Where: Federal Galley, 200 Children’s Way, Pittsburgh, PA 15212
When: Dec 26
Why: To run a harder, longer trail and enjoy the shit out of it!
Twas the day after X-mas, and all through the town
Some crazy wankers were dreaming of running around
The beerstops were laid in the woods with such care
With high expectations the hash would be there
The hares hunkered down in a nice little bar
With delusions of grandeur looking out at the stars
When all of a sudden they finished their stouts
And shouted aloud, hey you fuckers, ON-OUT!
DarkSide OverNight @ Casa de Clap and Cockle
Feb 22 @ 10:30 pm – 11:45 pm

Back by unpopular demand, DS misman brings you DarkSide OverNight – Part Deux, the Resurgence!

After having to cancel last year, we’re bringing it back for another go!  Prepare yourselves for an overnight trek through the city with multiple beerstops, a lot of cool views, and a longer, harder trail.

Who: DS Misman

Where: TBC and Cock’lls place.

Cancelled – DS #60 – HARE NEEDED
Mar 24 @ 6:30 pm

Cancelled due to COVID-19.

Apr 22 @ 6:30 pm



WHEN: April 22 at 6:30pm, on out at 7pm

WHY: To run a harder longer trail and enjoy the shit out of it!

DS #61 – Plea Barkin @ 40.493046, -79.911685
May 22 @ 6:30 pm

Who: Plea Barkin
What: DS #61, aka “Is 2020 over yet or what?”
When: May 22, 2020 at 6:30pm, on out at 7pm
Where: 40.493046, -79.911685
Why: To run a longer trail and enjoy the shit out of it!

This Darkside is a tribute to 2020. You may say it’s too early for a tribute, but I say it’s too late. If we don’t tribute 2020 now, what else will it throw at us. I mean, we waited an additional month to write this as lockdown was extended, and what do we get? Fucking Murder Hornets! Assholes are two inches long. You want to see what June has? No, no you don’t.

To tribute 2020, this trail will feature all of our favorite new found friends: coronavirus; economic despair; Carole Baskin; and of course, murder hornets. We’ll introduce our new friends to our old friends: shiggy; hills; stairs; cheap beer, and with a little luck, some bad weather too boot.

What to bring: your own beer for pre; a mask (because it amuses me to make you run 9 miles in a mask or because I am socially responsible, you decide), a headlamp, a virgin; and a can do attitude. If you want snacks, bring your own, as we don’t want communal food at this time. This trail will be way more run-able than some of my other trails, but there will be some off road sections for sure.

What not to bring: yourself, if you’re sick or even slightly intelligent.

Also, usually not an issue for dark side, but the Governor’s order is to keep this under 25 people. Please sign up if you intend on coming. If it gets crowded, we’ll figure it out.

To be safe, there won’t be snacks at beer stops nor will there be shot stops. I’ll lay trail shitty enough that y’all won’t catch me as you’ll be lost. As to beer stops, I am working on something to be careful. Plan right now is to leave unopened 12 packs with a new pair of gloves at each stop. As punishment, front running bastard must put on gloves, refrain from touching face and hand out beer to pack, or dump it out for self serve. As to masks, I personally don’t wear a mask when I am out running, but in order not to rock the boat, please bring one to be respectful of others where there may or not be bottlenecks or muggles in close proximity. Hopefully everything will be wide open and empty.

Directions to Prelube/On-Out location – BYOB prelube is on the railroad access road that runs under the Highland Park Bridge and connects Sharpsburg to Aspinwall. I think the New Years trail ran on this, and I did a circle there in January for PITT. Best advice is to find parking on 23rd Street by Dunbar Armored (120 23rd St, Pittsburgh, PA 15215) and walk behind the buildings against tree line toward Highland Park Bridge, can’t miss the trail/road. I’m so excited to drink some beer, I have been dry since shutdown!