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As the weather cools down and winter squashes like butternut, acorn, delicata, and of course, pumpkin, come into season, it’s the perfect time to enjoy their rich, earthy flavors. Whether you’re looking for comforting sides, hearty mains, or even creative desserts, winter squash is a versatile ingredient that can transform any dish into a cozy, flavorful meal. In this slideshow, we’ll explore 13 delicious and inventive ways to cook with winter squash, from classic favorites to new twists you’ll want to try all season long!

Stuffed Delicata Squash

Two roasted squash halves filled with a mixture of greens, nuts, and cheese on a textured surface, with parsley leaves on the side.
Image Credit: Stetted

For an impressive side or vegetarian main, try stuffed delicata squash! It’s filled with wholesome brown rice, tender vegetables, and dried fruit for a sweet-savory taste of fall.

Get the recipe: Stuffed Delicata Squash

Brown Sugar Acorn Squash

A close-up of roasted acorn squash halves in a white dish, showcasing the golden-brown, caramelized interior.
Image Credit: Stetted

For a simple fall side dish, look no further than this brown sugar roasted acorn squash. It’s easy to make with just a few ingredients.

Get the recipe: Brown Sugar Roasted Acorn Squash

Pumpkin Pie with Graham Cracker Crust

A slice of pumpkin pie on a plate with whipped cream.
Image Credit: Stetted

Love pumpkin pie? This recipe makes it even better with a simple press-in graham cracker crust. Bake in a springform pan for an impressive presentation and easy serving. 

Get the recipe: Pumpkin Pie with Graham Cracker Crust


Mashed Butternut Squash

A plate with chicken and mashed butternut squash.
Image Credit: Stetted

Mashed butternut squash is an easy side dish you can make to serve alongside any main. It’s perfect for weeknight dinners as well as the Thanksgiving table!

Get the recipe: Mashed Butternut Squash

Butternut Squash Chili

Close up of a butternut squash cube on a spoon.
Image Credit: Stetted

Butternut squash chili is a hearty vegetarian version of everyone’s favorite cold-weather meal. Add your favorite toppings to create the perfect custom bowl!

Get the recipe: Butternut Squash Chili

Pumpkin Empanadas

Pumpkin empanadas on a plate with one broken in half to see filling.
Image Credit: Stetted

Pumpkin empanadas are a wonderful pastry for breakfast or snack. Flavorful pumpkin filling is tucked inside an easy dough and baked for a tasty seasonal treat.

Get the recipe: Pumpkin Empanadas

Glazed Acorn Squash

glazed acorn squash in a serving dish
Image Credit: Stetted

Glazed acorn squash is brushed with a sweet and spicy coating for a twist on the winter squash. Make it a part of your autumn side dish rotation.

Get the recipe: Glazed Acorn Squash

Pumpkin Donuts

donuts on plate and in cinnamon sugar
Image Credit: Stetted

Pumpkin donuts are a fall favorite! Full of classic pumpkin spice flavors, these homemade donuts require no rising time. Roll them in cinnamon sugar for a sparkling finish.

Get the recipe: Pumpkin Donuts

Garlic Herb Squash

roasted winter squash with garlic herb topping on a platter
Image Credit: Stetted

Garlic herb squash is an easy side dish for any variety of winter squash. Herby, garlicky breadcrumbs top tender squash for a unique taste.

Get the recipe: Garlic Herb Squash

Kale & Quinoa Stuffed Squash

Kale and quinoa stuffed squash is full of vitamins and nutrients, and it's simple to make.
Image Credit: Stetted

Kale and quinoa stuffed squash is an excellent side dish for Thanksgiving, or a simple meatless main. It’s a filling, nutritious meal for fall.

Get the recipe: Kale and Quinoa Stuffed Squash

Chocolate Pumpkin Bundt Cake

Chocolate pumpkin bundt cake is a chocolatey alternative to pumpkin pie. It's so moist and delicious!
Image Credit: Stetted

Chocolate and pumpkin combine for the ultimate in moist bundt cakes. Add a simple icing glaze or your favorite frosting for a sweet finish.

Get the recipe: Chocolate Pumpkin Bundt Cake

Butternut Squash Pie

slice of butternut squash pie with whipped cream, half eaten
Image Credit: Stetted

Out of pumpkin? Make this butternut squash pie instead! Smooth, creamy, and filled with fall spices, it’s just as easy and delicious.

Get the recipe: Butternut Squash Pie

Pumpkin Bread Pudding

Pumpkin bread pudding is a great dessert option any night.
Image Credit: Stetted

This pumpkin bread pudding is a great fall dessert. Leftover bread combines with a pumpkin custard for a luscious way to end a meal!

Get the recipe: Pumpkin Bread Pudding

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A woman in a black shirt smiling in a kitchen.

About Megan

I learned how to cook by exploring seasonal ingredients, and you can too! Meal time shouldn’t be stressful or complicated, and with fresh ingredients and easy methods, I’m here to help you enjoy the time spent in the kitchen. Read more…

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