Jack-O’-Lantern Sandwich Cookies are a festive and fun Halloween treat that combines buttery, tender cookies with a sweet, creamy filling. Shaped like classic carved pumpkins, these cookies bring all the charm of jack-o’-lanterns to your dessert table. Perfect for parties, gifting, or a spooky baking day at home, they’re as delightful to make as they are to eat.
These cookies start with a soft, buttery dough that’s easy to roll out and cut into pumpkin shapes. Half of the cookies have jack-o’-lantern faces cut out to create the signature look, while the other half remain solid to hold the filling. The faces can be simple triangles for eyes and a smile, or you can get creative with spooky, silly, or surprised expressions.
Once baked to a light golden color, the cookies are sandwiched together with a filling that’s sweet and creamy. Popular choices include vanilla buttercream, orange-tinted frosting, cream cheese filling, or even a smooth layer of chocolate or jam for a fun flavor twist. The filling peeks through the jack-o’-lantern faces, adding both color and a playful touch to every bite.
Decorating is where the real fun happens. You can tint the cookie dough orange using food coloring or leave it natural for a classic look. A dusting of powdered sugar or a drizzle of icing can add extra flair. These cookies look great arranged on a party platter, wrapped up as Halloween favors, or served alongside other festive treats like cupcakes and candies.
Not only are Jack-O’-Lantern Sandwich Cookies adorable, but they’re also delicious. The buttery, melt-in-your-mouth cookies pair perfectly with the creamy filling, making them irresistible to both kids and adults. They offer the perfect combination of festive fun and homemade charm, turning a simple cookie into a Halloween centerpiece.

Ingredients
- 1 cup unsalted butter softened
- 1 cup granulated sugar
- 1 teaspoon vanilla extract
- 1 large egg
- 2 3/4 cups all-purpose flour plus more for dusting
- 1/2 teaspoon baking powder
- 1/2 teaspoon salt
- 1/2 cup cream cheese softened
- 2 cups powdered sugar
- Orange food coloring
- 1 teaspoon milk
Instructions
- Preheat the oven to 350°F (175°C). Line baking sheets with parchment paper.
- In a large bowl, cream together the butter and sugar until light and fluffy.
- Mix in the vanilla extract and egg until well combined.
- Gradually add flour, baking powder, and salt, mixing until a dough forms.
- Roll out the dough on a lightly floured surface, about 1/4 inch thick.
- Cut out cookies using a pumpkin-shaped cookie cutter. Use a knife to carve Jack-O’-Lantern faces into half of the cookies.
- Place cookies on prepared baking sheets and bake for 8-10 minutes or until edges are lightly golden. Cool completely.
- To make the filling, beat the cream cheese until smooth, then gradually add powdered sugar until combined.
- Mix in a few drops of orange food coloring and milk until desired consistency and color are reached.
- Spread the filling on the flat side of each non-carved cookie. Top with a carved cookie to create a sandwich.
I dunno, cookies with faces on ’em? Seems weird to me. But hey, each to their own! 🤷♂️
I actually think they’re super cute! The kids will love them. 😍
These are super cute! My kids loved making them. We had a blast! 🎃
Just ok. My filling was too runny. 🤮
Oh no! Sounds like the filling might have been too runny because the cream cheese wasn’t beaten enough or the powdered sugar wasn’t added slowly. I’m sure you can fix it next time!
Eww, that does sound gross! But have you tried chilling the filling before using it? It might help. 🤷♂️
Tastes great, but my cookies didn’t look anything like the picture. More practice needed, I guess!
These cookies are adorable and taste amazing! My kids loved helping with the faces. Will make again for Halloween!
THese r the best!! I made them last year. Everyone loved them. Will do it again for sure!
Yum! Just made a batch, and they’re the best cookies ever! 🥳
Yum yum yum! Will be making these every year! 👏🧡
I don’t get why you need orange food coloring. I mean, cookies are supposed to be brown, right?
Why do they call them Jack-O’-Lanterns? They don’t even have eyes! 🤔
Haha, right? Maybe they should call them Jack-O’-Biscuit! 😄
I think they call them that because of the lanterns in Halloween lore. It’s just an old tradition! But yeah, no actual eyes! 🤷♀️
Too much butter, I think. The cookies were greasy. Next time, I will lessen the butter, maybe?
I totally get it! Butter can be tricky. I usually just use a bit less too. It helps a lot!
Nah, it’s fine! A little grease just means they’re richer! More butter, more flavor, right? 😄
Great recipe! But I added chocolate chips too, just because. It turned out super delicious!
Too sweet for my taste, but they look festive. Not my fave.
This recipe is fab! I made them for my kids and they loved it!
That’s awesome! I’m glad your kids loved them! They look so cute!
I followed the recipe, but the dough was way too sticky. What did I do wrong?
These are sooo cute! Perfect for Halloween. My kids loved them!
I messed up and used baking soda instead of powder, and they turned out flat. Who knew? Lol. Still tasted good tho.
Isn’t cream cheese kinda weird for a cookie? I think I’ll skip it.
I actually think cream cheese adds a nice creaminess! Give it a try. You might be surprised!
Nah, I can’t see how cream cheese belongs in cookies. Sounds more like a cheesecake filling instead of a cookie!
These cookies are sooo cute! Perfect for Halloween. 🎃
Easy to follow and turned out delicious, but mine didn’t look as pretty as the pictures.
Don’t worry about the looks! Taste is what counts. I’m sure they were still yummy!
Never thought I’d make cookies from scratch, but this recipe was easy enough! Tastes great too!
I had a hard time getting the dough right. It was sticky and I ended up adding more flour. But they looked cute in the end.
Easy and fun! Perfect for Halloween. Will make again for sure!
Ugh, these were a disaster. Overcooked in 8 min, so disappointed. 😞
5 stars for the creativity! But can anyone tell me why I need orange food coloring? 🤔
The orange food coloring is just for the color! It makes the filling more festive for Halloween! 🎃
Not as good as I thought. The filling needed more flavor. 😕
I followed the recipe exactly, but something went wrong. My dough was too sticky. 🤷♀️
I tried making these but my dough was too sticky. What did I do wrong?
I used pumpkin spice instead of vanilla and they were a hit! 😊 Definitely making again!