I Can’t Stop Making 19 Halloween Cookies That Remind Me Of Childhood

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There’s something about October that makes me want to bake cookies! Every bite takes me straight back to costume fittings, trick-or-treat planning, and the kind of excitement that only comes with being a kid on Halloween.

A stack of blue monster cookies on a wooden cutting board.
Cookie Monster Cookies. Photo credit: Upstate Ramblings.

Halloween Pinwheel Cookies

A baking sheet filled with orange and black swirled cookies.
Halloween Pinwheel Cookies. Photo credit: Upstate Ramblings.

These black and orange swirled cookies bring back all those classroom Halloween parties where the treats were more cute than scary. The striking spiral pattern makes them a hit with kids, and they’re simple enough to whip up for school events or neighborhood gatherings.
Get the Recipe: Halloween Pinwheel Cookies

Pumpkin Cake Mix Cookies

A plate of pumpkin cake mix cookies studded with chocolate chips is artfully arranged in a circle on a white surface.
Pumpkin Cake Mix Cookies. Photo credit: Upstate Ramblings.

Nothing beats the nostalgia of soft, chewy cookies that taste like autumn childhood memories. With just three ingredients including cake mix and pumpkin puree, these come together faster than you can carve a jack-o’-lantern.
Get the Recipe: Pumpkin Cake Mix Cookies

Cake Mix Cookies with Cream Cheese

Cake Mix Cookies with Cream Cheese stacked up on a cutting board.
Cake Mix Cookies with Cream Cheese. Photo credit: Upstate Ramblings.

These soft, buttery cookies remind me of the kind my neighbor used to make every October when we were kids trick-or-treating through the neighborhood. The cream cheese adds that rich texture that makes them disappear from cookie jars in record time.
Get the Recipe: Cake Mix Cookies with Cream Cheese

Halloween Oreo Mummies

Mummy cookies on a red plate with eyes on them.
Halloween Oreo Mummies. Photo credit: Upstate Ramblings.

These chocolate-dipped Oreos with their googly eyes and white drizzle take me straight back to elementary school Halloween parties. They’re ridiculously easy to make and kids go absolutely crazy for anything that looks this spooky-cute.
Get the Recipe: Halloween Oreo Mummies

Pumpkin Snickerdoodles

A stack of four pumpkin snickerdoodles sits on a wooden board.
Pumpkin Snickerdoodles. Photo credit: Upstate Ramblings.

The combination of pumpkin and cinnamon sugar coating brings back memories of fall festivals and hayrides from when I was little. These soft, chewy cookies pack all that nostalgic pumpkin spice flavor into every single bite.
Get the Recipe: Pumpkin Snickerdoodles

Candy Corn Cookies

A stack of candy corn cookies on a white plate.
Candy Corn Cookies. Photo credit: Upstate Ramblings.

These chewy cookies loaded with actual candy corn pieces are like childhood Halloween in cookie form. They’re sweet without being overwhelming, and the candy corn adds both flavor and that classic October nostalgia.
Get the Recipe: Candy Corn Cookies

Halloween Sugar Cookie Bars

Two sugar cookie bars with sprinkles on a wooden cutting board.
Halloween Sugar Cookie Bars. Photo credit: Upstate Ramblings.

These frosted sugar cookie bars remind me of the giant sheet pan cookies my mom used to make for my school’s Halloween carnival. They’re way easier than rolling individual cookies and feed a crowd with minimal effort.
Get the Recipe: Halloween Sugar Cookie Bars

Pumpkin Oatmeal Chocolate Chip Cookies

Pile of pumpkin oatmeal chocolate chip cookies with more in the background on a cooling rack.
Pumpkin Oatmeal Chocolate Chip Cookies. Photo credit: Upstate Ramblings.

These cookies capture that perfect fall afternoon feeling when you’d come home from school to fresh-baked treats cooling on the counter. The oats add a hearty texture while the chocolate chips make them irresistible to kids and adults alike.
Get the Recipe: Pumpkin Oatmeal Chocolate Chip Cookies

Cookie Monster Cookies

A stack of blue monster cookies on a wooden cutting board.
Cookie Monster Cookies. Photo credit: Upstate Ramblings.

These bright blue cookies bring back Saturday morning cartoons and the pure joy of messy cookie eating from childhood. They’re perfect for kids’ parties and guaranteed to make everyone smile with their playful color and fun factor.
Get the Recipe: Cookie Monster Cookies

Pumpkin Date Cookies

Close-up of freshly baked Pumpkin Date Cookies with chocolate chips on a metal wire cooling rack.
Pumpkin Date Cookies. Photo credit: Upstate Ramblings.

These moist, chewy cookies remind me of the more grown-up treats the adults used to enjoy at family Halloween gatherings. The dates and pecans add natural sweetness and make them feel like a cozy fall afternoon snack.
Get the Recipe: Pumpkin Date Cookies

Pumpkin Pie Cookies

An overhead image of pumpkin pie cookies with whipped cream on top cooled on a wire rack.
Pumpkin Pie Cookies. Photo credit: Urban Farmie.

These spiced cookies taste exactly like the pumpkin pie we always had at family Halloween dinners, but in a handheld form that’s perfect for kids. They come together in under 45 minutes, making them perfect for last-minute Halloween events.
Get the Recipe: Pumpkin Pie Cookies

Witch Hat Cookies

Purple cookies with chocolate kisses on top are arranged on a white surface. Each cookie is decorated with purple icing and colorful sprinkles, creating a Halloween-themed design.
Witch Hat Cookies. Photo credit: Trop Rockin.

These purple cake mix cookies topped with a Hershey’s Kiss remind me of the creative treats kids used to bring to school Halloween parties. They’re ready in under 20 minutes and simple enough for little hands to help decorate.
Get the Recipe: Witch Hat Cookies

Pumpkin White Chocolate Chip Cookies

A plate of pumpkin cookies with white chocolate chips is displayed on a table.
Pumpkin White Chocolate Chip Cookies. Photo credit: Urban Farmie.

These chewy autumn cookies bring back memories of pumpkin patches and corn mazes from childhood fall adventures. They come together in just 20 minutes, making them perfect for busy parents who want homemade treats.
Get the Recipe: Pumpkin White Chocolate Chip Cookies

Halloween Cauldron Pops

Halloween-themed cake pops with googly eyes and colorful sprinkles on a marble surface.
Halloween Cauldron Pops. Photo credit: One Hot Oven.

These no-bake Oreo pops shaped like tiny cauldrons remind me of all the creative Halloween treats that made the holiday feel magical as a kid. They’re as fun to make as they are to eat, with no baking required.
Get the Recipe: Halloween Cauldron Pops

Bat Oreos

Bat Oreos. Photo credit: xoxoBella.

These adorable chocolate-covered Oreos shaped like bats bring back all the cute-spooky decorations that made Halloween so much fun growing up. They’re incredibly simple to put together and always get excited reactions from kids.
Get the Recipe: Bat Oreos

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