Pumpkin Butter–Filled Jack-O’-Lantern Sandwich Cookies

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Celebrate the season with these Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies. Thin pumpkin sugar cookies—slightly crisp and not overly sweet—are sandwiched around a homemade spiced pumpkin butter made in one pot. No refrigeration for the dough is required, and the results are flavorful, festive, and fun to make. These cookies are ideal for Halloween get-togethers, fall parties, or a cozy night in.

overhead shot of pumpkin jack o'lantern sandwich cookies on silver tray with leaves, yellow chrysanthemums, and orange pumpkins around on marble surface.

About The Recipe

With Halloween just around the corner, I wanted to make something playful and seasonal. After making pumpkin sourdough bread we had leftover pumpkin purée, which inspired these jack o’lantern sandwich cookies.

Finding the right cutter for the pumpkin faces proved tricky. After searching stores without luck, I discovered a small bat-shaped cutter in our stash. Turned upside down, the bat shapes made perfect mouths for the pumpkins; the eyes and noses were trimmed by hand with a small knife. The process is simple and surprisingly satisfying.

We debated fillings—cream, marshmallow, jams—but none matched the flavor we were after until we tried a batch of homemade pumpkin butter. It complemented the cookies perfectly: the thin cookies are slightly crisp and subtly spiced, while the pumpkin butter intensifies the pumpkin flavor and adds a warm, sweet filling.

close up of sandwich cookie with bite missing stacked on two other cookies.
overhead close up of jack o'lantern sandwich cookies on silver tray with two star anise pods and mums around.

Why You’ll Love Them

  • Easy and fun to make.
  • Great for fall and Halloween gatherings.
  • Nicely spiced with a clear pumpkin profile.
  • Faces can be cut by hand or with cutters if you prefer.
sandwich cookie leaning against mini pumpkin with star anise pod beside and tray of cookies behind.

Ingredients

(Full ingredient amounts and the printable recipe card are included below.)

For the Pumpkin Butter

  • Pumpkin purée
  • Granulated sugar
  • Brown sugar
  • Fresh apple cider
  • Boiled cider
  • Pumpkin pie spice
pumpkin, spice, apple cider, sugar, brown sugar, and boiled cider in glass bowls

For the Cookies

  • All-purpose flour
  • Salt
  • Pumpkin pie spice
  • Baking powder
  • Unsalted butter
  • Granulated sugar
  • Large egg
  • Egg yolk
  • Maple syrup (dark grade for best flavor)
  • Pumpkin purée
vanilla, flour, sugar, baking powder, pumpkin pie spice, pumpkin puree, eggs, butter, and salt on marble surface.

How To Make Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies

Step 1: Make the pumpkin butter

Combine all pumpkin butter ingredients in a saucepan and cook over medium-low heat until thickened, stirring often—about 20–25 minutes. Remove from heat and let cool.

pumpkin, apple cider, sugar, brown sugar, and vanilla in a pot
pumpkin butter in a pot

Step 2: Make the cookie dough

Whisk flour, salt, pumpkin pie spice, and baking powder in a bowl and set aside. Beat butter and granulated sugar until smooth, 1–2 minutes. Add the egg, egg yolk, and maple syrup and beat until combined. Mix in the pumpkin purée, then fold in the dry ingredients just until incorporated.

flour, salt, baking soda, and pumpkin pie spice in glass bowl.
whisked dry ingredients in glass bowl.

Step 3: Divide and roll

Divide the dough in half and wrap one portion while you work with the other. Roll the active portion between two sheets of parchment to about 1/16 inch thick.

pumpkin cookie dough divided into two on parchment paper.

Step 4: Cut and bake

Use a pumpkin-shaped cutter to cut cookies. Move cut shapes to lined baking sheets and gather scraps to re-roll. On half of the cookies cut out faces with a sharp knife (or use a small cutter). Bake at 350°F (177°C) for 14–17 minutes or until the edges just begin to brown. Allow to cool.

three jack o'lantern cookies with three pumpkin cookies on lined sheet pan.
baked cookies on sheet pan.

Step 5: Fill

Spread about 1½ tablespoons of pumpkin butter on each solid cookie and top with a cutout cookie to create the sandwich. Press gently so the filling spreads to the edges.

pumpkin butter piled in the middle of each cookie.
pumpkin butter spread across each cookie.
jack o'lantern cookies on sheet pan.

Storage

Store assembled cookies in an airtight container. They keep at room temperature for about one day or in the refrigerator for 2–4 days; note they will soften over time. Cookies can also be frozen for up to two months.

When you try this recipe, please leave a comment below—we love hearing from you. Tag your photos on social media with #BakersTable.

close up of a jack o'lantern sandwich cookie with yellow chrysanthemum beside.

– Still Hungry? –

Here are a few other recipes you may enjoy:

  • Valentine’s Day Peanut Butter Heart Cookies

  • Gingerbread Sandwich Cookies

  • BOO! Brownies