Try my new budgeting app Cheddar 🧀
Better than YNAB, Mint (RIP), or EveryDollar.
4.0
(9)
Export 18 ingredients for grocery delivery
Step 1
1 For the squash: Preheat the oven to 350 degrees
Step 2
2 Line a rimmed baking sheet with parchment paper
Step 3
3 Use a very sharp knife to split the squash in half lengthwise, then place the halves cut sides down on the baking sheet
Step 4
4 Bake (middle rack) for 45 minutes, or until just soft when pierced through the skin with a skewer
Step 5
5 Turn cut sides up, season lightly with salt and let cool while you prepare the remaining components
Step 6
6 For the glazed onions: Pour the oil into a large skillet over medium heat
Step 7
7 When it shimmers, add the onion and cook, tossing frequently, until it starts to soften, 5 minutes
Step 8
8 Stir in the vinegar and sugar, reduce the heat to medium-low and cook until the onions are soft and the syrup is sticky, 10 minutes
Step 9
9 Transfer to a small bowl, and rinse out the skillet
Step 10
10 For the rice: Combine the rice, chestnuts, apricots, nuts, lemon juice, sage, salt, black pepper, cayenne pepper and paprika in a large bowl, stirring until thoroughly incorporated
Step 11
11 Taste, and add more salt, as needed
Step 12
12 For the mushrooms: Set the rinsed-out skillet over medium heat and pour in the oil
Step 13
13 When it shimmers, add the mushrooms and garlic; cook for 5 minutes, stirring frequently, until the mushrooms soften, exude their liquid and it evaporates
Step 14
14 Remove from the heat and season lightly with salt and pepper
Step 15
15 To assemble, scoop out the fibrous matter and seeds from the squash and discard (or save the seeds for another use), then scoop out a 2-inch channel of flesh, chop or break it up, and mix it into the rice
Step 16
16 Spoon the cranberry sauce into one of the squash halves, spreading it thinly in the cavity
Step 17
17 Add enough of the rice mixture so it is slightly mounded, and rises above the edge of the squash; you can spoon any remaining rice on the squash's serving platter
Step 18
18 Next, layer in this order: the roasted peppers, the glazed onions, the mushrooms and sun-dried tomatoes
Step 19
19 Toss the spinach with the lemon juice, then scatter the leaves on top
Step 20
20 Place the other squash half on top, cut side down, lightly pressing if needed to help balance the roast
Step 21
21 Use skewers to secure it, or tie with kitchen twine in three evenly spaced spots
Step 22
22 Return to the oven and bake (350 degrees) for an additional 15 minutes, or until the filling is heated through
Step 23
23 Remove the skewers or twine
Step 24
24 Use a large serrated knife to cut the squash roast crosswise into 8 thick slices, or 12 thinner ones (depending on the appetite of your guests)
Step 25
25 Serve warm
Step 26
26 NOTE: To roast the bell peppers, position an oven rack 6 inches from the broiler element; preheat the broiler
Step 27
27 Line a baking sheet with aluminum foil
Step 28
28 Place the peppers on the baking sheet; broil until charred black on all sides, turning it with tongs as needed
Step 29
29 Transfer to a heat-proof bowl and cover with a plate to steam
Step 30
30 Once the peppers are cool enough to handle, rub off and discard the charred skins; also discard the stems and seeds