Baked Acorn Squash with Apple Filling Recipe: Thanksgiving Side Dish

Thanksgiving is less than a month away. Have you ordered your Turkey yet? What is on your menu? So many things to think about even if you are headed to friends or family this year. I like to test out a few Thanksgiving side dishes early so I can perfect it before the big day. While I love the traditional side dishes at Thanksgiving, I also like to mix things up with the fresh fall produce available this time of year. Acorn Squash is one that attracts me every year and I was going to make a sweet and savory side dish this year, Apple Stuffed Acorn Squash. 

Baked acorn squash with apple filling recipe

You might wonder what inspired me so early? While shopping at our Martin’s Store I saw this sign to order my Nature’s Promise Turkey. Since they would not be in for a few weeks, I picked up a Nature’s Promise Chicken to go along acorn squash.


The desire to make this recipe was  inspired by the beautiful display I saw at Martins. A one stop shop for all your Thanksgiving needs. 


I like this recipe because you can assemble them ahead of time and either cook them and leave them in the warming drawer or finish them in the oven right before dinner. Since we had a busy evening I even baked the chicken before hand and kept them all in the warming drawer. You will need apples, two acorn squash, a pear and apple cider. These are all great fall flavors. 

Baked acorn squash with apple filling recipe

Cut the acorn squash in half and take out the seeds. Place them upside down in a baking dish and fill with about 1/4 inch of water. Bake 45 minutes. 

Baked acorn squash with apple filling recipe

Baked acorn squash with apple filling recipe

While baking the squash, prepare your filling on the stove top. Trust me you will want to eat this mixture straight from the pan.

Baked acorn squash with apple filling recipe

Once the squash have cooked, then you fill each cavity with the apple mixture and bake for an additional 15 minutes. If you want to serve this later, wait to bake it until dinner. 

Baked acorn squash with apple filling recipe

What a great compliment to roasted turkey or chicken in our case. They are beautiful and can be halved for smaller portions.

Baked acorn squash with apple filling recipe

This is a filling but flavorful side dish. Acorn squash can be intimating but this is a simple fall inspired dish that your guests will enjoy. 

Baked acorn squash with apple filling recipe


Apple Stuffed  Acorn Squash Recipe 

Baked acorn squash with apple filling recipe

Apple Stuffed Acorn Squash Recipe

Yield: 4 servings
Prep Time: 20 minutes
Cook Time: 45 minutes
Total Time: 1 hour 5 minutes

A wonderful fall inspired Thanksgiving side dish recipe Apple Stuffed Acorn Squash Recipe


  • 2 medium acorn squash, halved and seeded
  • 2 large apples, peeled cored and diced
  • 1 ripe pear, peeled cored and diced (just used more apple)
  • 1/4 cup dried currants or raisins
  • 2 tbsp packed dark brown sugar
  • zest of 1 small orange or lemon
  • 1/4 tsp ground cinnamon1/8 tsp ground nutmeg
  • 2 tbsp butter
  • 1/4 cup apple cider or orange juice
  • 1 tbsp bourbon or dark rum, optional
  • 1/8 TSP ground nutmeg


  1. Preheat oven to 325. Butter a baking pan. Place the squash cut side down in the pan. Add 1/4 inch hot water.
  2. Bake for 45 minutes.
  3. Meanwhile in a medium bowl, mix apples, pear, currants or raisins, brown sugar, orange zest cinnamon and nutmeg.
  4. In a large skillet heat the butter over medium heat until melted. Add the apple mixture and cook until the fruit is golden brown. (about 5 minutes).
  5. Stir in the cider and bourbon. Simmer, stirring often until the fruit is tender. (about 8 minutes). Sprinkle with a tsp of salt.
  6. Remove the squash from the oven; pour off the water from the pan and turn the squash cut side up. Add about a tsp of butter in the cavities. Fill the squash with the apple mixture.
  7. Bake until the squash is tender, About 15 minutes. Dollop a teaspoon of Cinnamon butter if desired and let melt.


Adapted from The Joy Of Cooking

Nutrition Information
Yield 4 Serving Size 1/2 Squash
Amount Per Serving Calories 265Saturated Fat 3gCholesterol 15mgSodium 61mgCarbohydrates 56gFiber 7gSugar 27gProtein 2g

Be sure to order your Nature’s Promise Turkey easy. These turkeys are fresh not frozen so there is no worry about getting caught on Thanksgiving with a frozen turkey.

Now Save $5 off your Thanksgiving Dinner for new online customers at your  Martins Food Stores.

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  1. This looks absolutely amazing! My mom loves acorn squash and would actually cook this often. I have yet to have the courage to cook it myself

  2. looks like something my mom would love.she loves squash.

  3. I love this idea for those little surprise parties. Have a wonderful day!

  4. This looks so good! Not just good but easy to make as well, I wonder if any of my family would like this at the dinner table this year

  5. YUM! I love squash this time of year. I never thought to pear it with apple. This sounds delicious!

  6. What a unique combination of fresh and delicious ingredient. I love both but would not have considered combining them.

  7. It was so delicious 🙂 I have to try it 🙂 Thank you for sharing this one 🙂

  8. I love this idea! Even the way it is served is so unique! I am putting this down as my side dish to bring this year!

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