This is a great way to get my kids to eat squash... I always mess with the seasoning and add different things to make it taste a little different... try onion powder, garlic powder, etc. And feel free to eat as regular mashed potatoes and leave out the potato skins... we loved this stuff growing up
2 large, baked and cooled baking potatoes
1/2 pd. winter squash (butternut works well)
2-3 T olive oil
ground cumin to taste
salt and pepper to taste
While potatoes are cooling, cut skin from squash and cube squash. Place in vegetable steamer and stem until very very tender.
Preheat your broiler
Cut potatoes in half lengthwise and gently scrape pulp from skin, taking care not to rip skin. Combine squash, potato pulp, all but 2 t oil and seasonings and mash with potato masher until nice smooth consistency.
Fill potato skins with potato-squash mixture. Brush with reserved oil and dust with paprika (and a little cheese!). Broil 5-10 minutes, or until lightly browned.