
This stuffed butternut squash transforms humble ingredients into an elegant meal that will impress even your most discerning dinner guests. The combination of sweet chestnuts, tart cherries, and earthy lentils creates a depth of flavor that perfectly complements the natural sweetness of butternut squash.
The first time I made this dish was for a holiday gathering with friends who had various dietary restrictions. It was such a hit that it's now become my signature dish whenever I want to create something special without spending all day in the kitchen.
Ingredients
- Butternut squash: 1-2 medium sized serves as both the vessel and part of the filling
- Olive oil: Helps create a beautiful caramelization on the squash
- Brown onion: One finely chopped provides the aromatic base
- Garlic cloves: Three minced for essential flavor depth
- Fresh thyme: The woody herb pairs perfectly with the earthiness of squash
- Cooked chestnuts: Provide a buttery sweet element that elevates the dish beyond ordinary stuffed vegetables
- Cooked quinoa: Adds a delightful texture and protein boost
- Cooked brown lentils: Offer heartiness and make the dish satisfying enough for a main course
- Dried cherries or cranberries: Offer bright pops of sweetness and acidity
- Nutmeg: Just a pinch brings warmth and complexity
- Vegan butter: Creates richness without dairy
- Baby spinach: Adds color and nutrition that wilts perfectly into the filling
- Sea salt and black pepper: Essential for proper seasoning
Step-by-Step Instructions
- Prepare the squash:
- Lay each butternut squash on its side and carefully slice into 1½ inch thick rounds. Using a small cookie cutter, remove the center of each round to create rings. Discard seeds and dice the center pieces you removed for the filling. If you lack a cookie cutter, simply scoop out the centers with a spoon.
- Roast the rings:
- Arrange the squash rings in a roasting pan, drizzle with olive oil, season with sea salt, and bake at 190°C for 20 minutes. This partial cooking ensures the rings will be perfectly tender when the dish is complete.
- Create the flavor base:
- While the rings bake, heat olive oil in a large skillet. Add garlic, onion and fresh thyme, then cook gently for about 7 minutes until everything becomes soft and fragrant. This aromatic foundation will permeate the entire filling.
- Build the filling:
- Add the chestnuts, dried cherries, and reserved squash cubes along with vegan butter. Cook until the butter melts completely, then sprinkle in nutmeg. The combination creates a beautiful balance of sweet, savory and earthy flavors.
- Incorporate the proteins:
- Stir in the cooked quinoa and lentils, cooking for another 5 minutes to allow the flavors to meld together. The heat helps the starches absorb all the delicious flavors you've developed.
- Finish with freshness:
- Add baby spinach and stir until just wilted. Season generously with salt and pepper to taste. The spinach adds color, nutrition and a fresh element to balance the richness.
- Stuff and bake:
- Fill each partially cooked squash ring with a generous amount of the prepared stuffing. Drizzle with a touch more olive oil for richness, then return to the oven for 20-30 minutes until the squash is completely tender.
- Serve:
- Present your creation with vegan gravy and complementary sides for a complete meal.

The chestnuts are what truly make this dish special. I discovered their magic accidentally when I had some leftover from another recipe and decided to toss them in. Now I keep a package in my pantry specifically for this dish. Their subtle sweetness and unique texture creates an unexpected luxury that makes guests think you spent hours in the kitchen.
Make It Ahead
This dish shines as a make-ahead option. Prepare the squash rings and filling separately up to two days before. When ready to serve, simply assemble and bake for the final 30 minutes. The flavors actually improve with a bit of time to meld, making this perfect for entertaining when you want to enjoy time with guests instead of frantically cooking.
Seasonal Adaptations
While butternut squash is the star here, this versatile filling works beautifully with other winter squash varieties. Try acorn squash for individual servings, or delicata squash for a sweeter profile. In summer months, use the same filling for stuffed bell peppers or hollowed zucchini for a lighter version that celebrates seasonal produce.
Serving Suggestions
For a showstopping meal, serve these stuffed rings atop a bed of wilted greens with a drizzle of balsamic reduction. Add a simple side salad with citrus dressing to brighten the plate. The dish pairs beautifully with a medium-bodied red wine like Pinot Noir or for non-alcoholic options, a tart cranberry spritzer complements the flavors wonderfully.

Prepare this dish to impress, and savor its vibrant combination of flavors and textures.
Frequently Asked Questions
- → Can I prepare this stuffed butternut squash ahead of time?
Yes! You can prepare the squash rings and make the filling up to 2 days ahead. Store separately in the refrigerator, then assemble and bake when ready to serve. You may need to add 5-10 minutes to the final baking time if assembling from cold ingredients.
- → What can I substitute for chestnuts?
If chestnuts aren't available, try substituting toasted walnuts, pecans, or even roasted chickpeas for a similar textural element. Each will bring its own unique flavor to the dish while maintaining that delightful contrast to the softer ingredients.
- → How do I know when the butternut squash is fully cooked?
The butternut squash rings should be fork-tender when fully cooked - you should be able to easily pierce the flesh with a fork or knife without resistance. The edges might also begin to caramelize slightly, adding nice color and flavor.
- → Can I use dried cranberries instead of cherries?
Absolutely! Dried cranberries make an excellent substitute for dried cherries and are often easier to find. They provide a similar sweet-tart contrast that balances beautifully with the savory elements in the stuffing.
- → What sides pair well with stuffed butternut squash?
This dish works beautifully with roasted Brussels sprouts, steamed green beans, or a crisp side salad. The recipe mentions serving with vegan gravy, which adds wonderful richness. For special occasions, consider adding roasted root vegetables or mashed potatoes to round out the meal.
- → Can I use pre-cooked lentils and quinoa?
Definitely! Using pre-cooked or canned lentils and leftover quinoa makes this recipe much faster to prepare. Just be sure to drain and rinse canned lentils thoroughly to remove excess sodium before adding them to the stuffing mixture.