Preheat the oven to 350 degrees F and line a baking sheet with parchment paper.
Place the shredded cheddar, flour, softened butter, salt, and paprika in a mixing bowl. Work the mixture with your hands or a fork until it forms a cohesive dough. Add the cold water only if the dough feels too dry and crumbly.
Turn the dough out onto a lightly floured surface and roll it to about 1/4 inch thick.
Cut the dough into pumpkin shapes with a cookie cutter and transfer the shapes to the prepared baking sheet, spacing them slightly apart.
Bake for 12 to 15 minutes until the edges turn golden. Remove the sheet from the oven and let the crackers cool on the baking sheet for 5 minutes before moving them to a rack.