
Mini Jack-o'-Lantern Ice Cream Sandwiches are my Halloween party go-to thanks to their mix of soft pumpkin-spiced cookies and creamy vanilla ice cream. Kids and adults love assembling these together and decorating the jack-o'-lantern faces. Every October we make them for trick-or-treat night and they disappear almost instantly.
When I first brought these to a neighbor's Halloween bash everyone wanted the recipe. My daughter now insists we try new face designs every year.
Ingredients
- All-purpose flour: ensures cookies hold their shape and remain sturdy enough for sandwiching
- Baking soda and baking powder: create just enough lift for tender, soft cookies
- Salt: balances the sweetness and deepens flavor
- Ground cinnamon, ginger, and nutmeg: offer warmth and classic pumpkin spice notes
- Unsalted butter: gives richness and a tender crumb choose a good quality butter for best results
- Granulated sugar and brown sugar: give sweetness and a hint of molasses from the brown sugar
- Large egg: helps bind the dough and adds richness use fresh for a better rise
- Pumpkin purée: provides moisture and adds signature pumpkin taste buy pure pumpkin not pie filling for best texture
- Vanilla extract: boosts aroma and flavor choose real vanilla for depth
- Premium vanilla ice cream: makes the filling creamy and flavorful let soften just enough to scoop easily but not melt
- Black decorating gel or melted chocolate: adds personality to the jack-o'-lantern faces quality chocolate yields better definition
Instructions
- Prepare the Dry Ingredients:
- In a medium mixing bowl measure out flour baking soda baking powder salt cinnamon ginger and nutmeg. Whisk together very thoroughly making sure there are no lumps so the spices distribute evenly in your cookies.
- Cream the Butter and Sugars:
- Add softened butter granulated sugar and brown sugar to a larger bowl. Beat with an electric mixer for about four minutes until the mixture looks pale and fluffy. Scrape the sides of the bowl frequently for even creaming.
- Incorporate Wet Ingredients:
- Crack in your egg and pour in pumpkin purée and vanilla. Blend again on medium speed until it's fully combined and smooth. Mixture should be creamy with no streaks.
- Combine Wet and Dry Components:
- Gradually add the dry mixture to your wet mixture. Use a spatula or mixer on low just until you see no pockets of flour. Overmixing makes cookies tougher so stop once it's mostly blended.
- Chill the Dough:
- Cover the dough tightly with plastic wrap and refrigerate for at least sixty minutes. Chilling makes shaping easier and keeps cookies from spreading too much in the oven.
- Shape and Cut the Cookies:
- Preheat your oven to three hundred fifty degrees Fahrenheit. Line two baking sheets with parchment for easy cleanup. On a lightly floured countertop roll chilled dough out to about a quarter inch thickness. Use a pumpkin-shaped cutter or a two inch round cutter to punch out cookies. Take half of those and very gently carve jack-o'-lantern faces with a paring knife. Gather scraps and reroll for more cookies.
- Bake the Cookies:
- Transfer shapes to your prepared sheets leaving an inch between each. Bake for about ten to twelve minutes until cookies are just set but still soft in the center. Watch for golden edges but keep them tender. Cool thoroughly on wire racks.
- Assemble with Ice Cream:
- Once cookies are cool place a scoop of vanilla ice cream on the plain cookie half. Crown it with a jack-o'-lantern face cookie pressing gently so the ice cream fills the eyes nose and mouth shapes. Work quickly so ice cream does not melt.
- Freeze to Set:
- Lay finished sandwiches onto a tray and pop in the freezer for thirty minutes at least. This firms up the ice cream and holds everything together for serving.
- Decorate the Faces:
- Right before serving embellish the faces using black decorating gel or melted chocolate for extra personality. Let kids customize their own if you want an interactive treat station.

Pumpkin purée is my secret star in these cookies because it keeps them soft without getting cakey. I love making these with my kids each year especially watching them make creative faces and name their cookie monsters. The best memories are the giggles at the kitchen table.
Storage Tips
Wrap each sandwich individually in wax paper or plastic before placing in an airtight container so no freezer burn sneaks in. Store for up to one week for best texture. Defrost briefly for five minutes at room temperature before eating so the cookies soften just right.
Ingredient Substitutions
Swap pumpkin purée for sweet potato purée if you want to change things up or run out of pumpkin. Use a good gluten-free flour blend for allergy-friendly treats no one will know the difference. Try cinnamon ice cream or chocolate ice cream instead of vanilla for a twist on flavor.
Serving Suggestions
Set up a DIY decorating station with colored gels mini candies or sprinkles so guests can design their own jack-o'-lanterns. Pair sandwiches with warm apple cider or homemade hot cocoa for a cozy party combo. Serve as surprise lunchbox treats for smiles at school or work.
Cultural and Seasonal Context
Jack-o'-lantern treats are rooted in old Halloween traditions and these cookies embrace all the fun without fuss. Pumpkin desserts celebrate autumn's harvest and cooler weather so this recipe pulls together comfort and creativity in one festive bite. Making these with family has become as classic as pumpkin carving for us.

Enjoy these playful ice cream sandwiches all season long they're a spooky-sweet highlight at any party. Your family will look forward to making these fun treats year after year.
Recipe FAQs
- → How do I prevent the cookies from becoming too hard in the freezer?
Use soft-baked pumpkin cookies and don't overbake. Sandwiches will stay pleasantly chewy, even after freezing.
- → Can I substitute the pumpkin purée?
Yes, sweet potato purée is a great alternative for a slightly different flavor but similar texture.
- → What’s the best way to decorate the faces?
After assembly and refreezing, use black gel or melted chocolate to outline and fill the Jack-o'-Lantern faces for a striking look.
- → How do I make this gluten-free?
Substitute the all-purpose flour with a gluten-free blend to create a similar texture without gluten.
- → How should the sandwiches be stored?
Place the assembled sandwiches in an airtight container and keep frozen for up to one week for best texture.