Line a baking sheet with parchment paper or a silicone baking mat.
In a medium bowl, whisk together the flour, oats, cinnamon, arrowroot powder, salt, and baking powder.
In a large bowl, use an electric mixer to cream together the shortening and sugar until light and fluffy.
Stir in the pumpkin purée and vanilla until fully combined.
Gradually stir the dry ingredients into the wet ingredients.
Fold in the chocolate chips.
Divide the dough into 12 equal portions, using about ¼ cup (74 g) of dough per cookie.
Place the dough portions onto the prepared baking sheet, flattening them slightly as they won’t spread much while baking.
Refrigerate for at least 2 hours (or longer) to allow flavors to blend and texture to improve.
Preheat the oven to 350°F (180°C, or gas mark 4).
Bake for 17 minutes, or until the edges are golden brown.
Avoid overbaking to prevent drying out.
Let the cookies rest on the baking sheet for a couple of minutes before transferring them to a wire rack to cool completely.
Notes & Wine Advice
Serving Tip:Pair these cookies with a warm chai latte or spiced cider for the ultimate autumn treat. They also make a great addition to a holiday cookie platter.Wine Advice:A lightly spiced dessert wine, such as a Late Harvest Riesling or a Moscato, complements the warm cinnamon and pumpkin flavors beautifully.