14 Whoopie Pies That Are Practically Guaranteed to Make You Drool
Whoopie pies are a dessert lover’s dream, and these 14 recipes will have you coming back for more. With a perfect balance of soft cake and rich filling, each one is crafted to satisfy your sweetest cravings. From classic combinations to bold new flavors, these whoopie pies are practically guaranteed to make you drool. Prepare yourself for a deliciously unforgettable treat!
Caramel Whoopie Pies

Whoopie Pies are fun and delicious! These Caramel Whoopie Pies have a caramel mascarpone filling that makes them perfectly decadent! You’ll love the rich caramel flavor, the soft cakey cookies, and the luscious creamy filling.
Peppermint Sugar Cookie Whoopie Pies
Peppermint Sugar Cookie Whoopie Pies are an easy, sweet, fun festive dessert made with frosting between two sugar cookies and rolled in crushed peppermints.
S’mores Whoopie Pies
My decadent s’mores whoopie pies are graham cracker buttermilk cookies sandwiched around marshmallow and chocolate filling. The perfectly sweet marshmallow buttercream frosting and chocolate ganache layers make this fun whoopie pie flavor an instant favorite. You’re sure to love every bite of these rich, delicious cake-like cookie sandwiches.
Soft Funfetti Whoopie Pies
Loaded with sprinkles and filled with creamy, rich vanilla frosting, these Funfetti Whoopie Pies are a tasty handheld dessert that is a hybrid cookie-cupcake creation!
Chocolate Strawberry Whoopie Pies
Chocolate Strawberry Whoopie Pies simply made with a Devil’s food cake mix, piped in the shape of a heart or a circle, frosted with strawberry buttercream made with strawberry jam. For Valentine’s Day or any other day you just need a little chocolate strawberry whoopie pie love in your life!
Gingerbread Whoopie Pies
My easy gingerbread whoopie pies are full of ginger, cinnamon, cloves, and molasses for a perfectly spiced, tender cake. The filling is a cinnamon marshmallow buttercream, creating a wonderful balance of flavors. These sweet treats will be the star of any fall dessert table or Christmas cookie tray.
Red Velvet Whoopie Pies
Part cookie sandwich, part cupcake, these Red Velvet Whoopie Pies are a tasty handheld treat for anyone who loves red velvet cake! Their light cocoa flavor and cream cheese frosting centers make for a uniquely delicious dessert!
Pumpkin Whoopie Pies
Pumpkin whoopie pie: imagine two cakey, fluffy, perfectly-spiced pumpkin cookies sandwiched together with cream cheese frosting. *cue drool*
Peppermint Swirl Whoopie Pies
A cool & refreshing winter spin on a traditional Amish cookie, these puffy Peppermint Swirl Whoopie Pies are the perfect blend of chocolate & peppermint!
Apple Cider Whoopie Pies
My easy apple cider whoopie pies feature apple cider and apple butter-infused cakes sandwiched with a delicious brown sugar buttercream filling. The cakes themselves are brushed with melted butter and coated in cinnamon sugar as a perfect finishing touch. They are the ultimate fall harvest treat that everyone loves to eat.
Easy Chocolate Peppermint Whoopie Pies
All wrapped up like a present with crushed candy canes, Easy Chocolate Peppermint Whoopie Pies are a Christmas dream come true for chocolate cookie lovers of all ages!
Pumpkin Whoopie Pies with Maple-Cinnamon Cream Cheese Frosting
These pumpkin whoopie pies are the perfect fall treat! Soft, fragrant with fall spices, and filled with decadent maple and cinnamon cream cheese frosting.
Strawberry Whoopie Pies
Part cake, part cookie, these Strawberry Whoopie Pies boast fresh strawberries in every bite and are filled with a sweet and gooey strawberry marshmallow filling that is messy, but oh-so-worth it.
Chocolate Salted Caramel Whoopie Pies
Chocolate Salted Caramel Whoopie Pies are decadent handheld treats that bridge the gap between a cookie and cupcake. The rich chocolate cookie/cakes are offset by the surprising salted caramel filling!