Preheat oven to 350 degrees F. Line a baking sheet with a Silpat mat or parchment paper. Set aside.
In a medium bowl, whisk together flour, baking soda, salt, and cocoa powder.
In the bowl of a stand mixer fitted with the paddle attachment (or a large bowl if using a hand mixer), cream together butter and sugars until smooth. Add in eggs, one at a time, and mix until just combined. Add vanilla extract and mix until combined.
With mixer on low speed, add flour mixture and mix until just combined. Stir in the chocolate chips and dried cherries.
Using a medium cookie scoop or tablespoon, scoop the dough onto the prepared baking sheet, 2 inches apart. If the dough seems a little crumbly, you can use your fingers to help press into together better. These cookies hold their shape and don't really spread, so you will want to press down on the top with your hand or a spatula to flatten them out some, unless you want a scooper-shaped cookie ball!
Bake for 10 minutes, then remove and allow to cool on the baking sheet for a couple of minutes before transferring to a cooling rack to cool completely. Or, you know, eat a few while they’re warm!