Crush the cookies or biscotti into small, uneven pieces and set aside.
Whisk the heavy cream with powdered sugar and vanilla until soft peaks form, creating a light, fluffy whipped cream.
Gently fold the pumpkin puree into the whipped cream until well combined, resulting in a smooth, creamy pumpkin layer.
Start layering your trifle by spooning a layer of cookie pieces into the bottom of the glass dish, creating a crunchy base.
Spread a generous layer of the pumpkin whipped cream over the cookies, smoothing it out with a spatula.
Drizzle caramel sauce over the pumpkin layer, adding a smoky sweetness that ties the flavors together.
Add a handful of chopped candies and fruit on top for vibrant color and festive flair.
Repeat the layering process—cookies, pumpkin cream, caramel, and toppings—until the dish is filled, ending with a decorative layer of candies and crushed nuts.
Cover the trifle with plastic wrap and chill in the refrigerator for at least 2 hours to allow flavors to meld and textures to set.
Just before serving, sprinkle the crushed spiced nuts over the top for added crunch and aroma.
Serve the spooky, colorful trifle cold, and enjoy the playful mix of textures and flavors with friends and family.