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Roasted Delicata Squash with Tomatoes (Whole30)

W Whole30 EF Egg-Free GF Gluten-free GR Grain-Free DF Dairy-Free P Paleo
35 mins
4 /5
6 Comments
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Jessica Beacom
By: Jessica Beacom Posted: 9/15/17

This post may contain affiliate links. Please read our disclosure policy.

Tired of sweet potatoes? Try this Roasted Delicata Squash with Tomatoes instead for a side dish that won’t disappoint!

Roasted Delicata Squash with Tomatoes | healthy squash recipes | healthy side dishes | how to roast delicata squash | delicata squash recipes | Whole30 side dishes | gluten free side dishes | dairy free side dishes | paleo side dishes || The Real Food Dietitians

The BEST part of harvest season

Being a reformed carb-phobe, I’ve recently rekindled my unabashed love with winter squash. Delicata squash, in particular. I’m utterly smitten with its creamy texture and mild, sweet potato-like taste and the fact that I don’t have to peel it. It’s thin, delicate skin becomes nearly indistinguishable from it’s flesh once roasted which is great for those of us with squash skin-hating kids and spouses (you know, the ones that painstakingly pick every. single. bit of skin off the squash before they dare take a bite).

I seriously can’t get enough of this magic squash. It’s so easy to prepare. Just trim the ends off, slice it lengthwise from top to bottom, scoop out the seeds then slice it into thin ‘half moon’ shapes before roasting, steaming or sauteeing. Unlike a butternut squash, there’s relatively little risk of chopping off a finger or missing your cut and sending the squash flying off the counter as you may have done with an oddly shaped acorn squash.

As you can see, I’m a bit biased when it comes to delicata squash (but truly, I do love them all). Which is why I’m really excited to share this Roasted Delicata Squash with Tomatoes recipe with you right now. This recipe was born from a ‘happy kitchen accident’ a few years ago when I was trying to use up as much of the garden harvest as I could to avoid having to can/blanch/ferment/dehydrate one more thing because I was so over preserving the harvest with an infant on my hip and a toddler under my feet at the time.

Who knew tossing a handful of rogue cherry tomatoes onto a pan of delicata squash and shallots then tossing with with a little ghee and bacon grease would yield such a life-altering dish?

Roasted Delicata Squash with Tomatoes | healthy squash recipes | healthy side dishes | how to roast delicata squash | delicata squash recipes | Whole30 side dishes | gluten free side dishes | dairy free side dishes | paleo side dishes || The Real Food Dietitians

Well, it did. And since that day I’ve been head over heels for this Roasted Delicata Squash and Tomatoes. It shows up on the menu almost weekly once squash start arriving at the market. Since delicata squash is, well, more delicate that other winter squashes you won’t see it in stores or markets much past January or February making it even more special and worthy of almost overdoing when it is available.

Add this Roasted Delicata Squash recipe to your list of must-make recipes this fall #Whole30 Share on X

Roasted Delicata Squash with Tomatoes | healthy squash recipes | healthy side dishes | how to roast delicata squash | delicata squash recipes | Whole30 side dishes | gluten free side dishes | dairy free side dishes | paleo side dishes || The Real Food Dietitians

From day one with this happy little kitchen accident I’ve used shallots in the recipe because I love their subtle onion-garlic flavor – but you can use red onion if that’s what you’ve got available or on hand. I’ve intentionally left any minced garlic out of the dish because with the longer roasting time it burns to a crisp which is why I like shallots. They’re kind of like an aromatic 2-for-1.

 

Roasted Delicata Squash with Tomatoes | healthy squash recipes | healthy side dishes | how to roast delicata squash | delicata squash recipes | Whole30 side dishes | gluten free side dishes | dairy free side dishes | paleo side dishes || The Real Food Dietitians

You can also (or additionally!) use a garlic-flavored ghee like this one from Pure Indian Foods. It has become one of my favorite fats for roasting and sauteeing and for adding to cooked vegetables before serving. I also love taking it camping because it just makes all the camp fare a little more gourmet without having to worry about mincing garlic by the light of a headlamp while swatting mosquites and trying to keep the ashes from the fire out of my camp mug of wine.

 

Roasted Delicata Squash with Tomatoes | healthy squash recipes | healthy side dishes | how to roast delicata squash | delicata squash recipes | Whole30 side dishes | gluten free side dishes | dairy free side dishes | paleo side dishes || The Real Food Dietitians

Get it before the season ends

Seriously though, if you’ve never tried delicata squash then this Roasted Delicata Squash with Tomatoes needs to be on your list of recipes to make this fall. So good!

 

Roasted Delicata Squash with Tomatoes |The Real Food Dietitians | https://therealfooddietitians.com/roasted-delicata-squash-tomatoes-whole30/
Recipe
5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4 from 1 review

Roasted Delicata Squash with Tomatoes (Whole30)

Prep: 10 minsCook: 25 minsTotal: 35 mins
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Servings: 4 1x

Ingredients

  • 2 medium delicata squash, seeds removed and sliced into 1/4-inch thick ‘moons’
  • 1 cup grape or cherry tomatoes
  • 1 1/2 Tbsp. ghee, melted (we recommend Pure Indian Foods Garlic Ghee)*
  • 1 medium shallot, thinly sliced (may substitute 1/3 cup thinly sliced red onion)
  • Fresh thyme leaves (may substitute 1/4 tsp. dried thyme)
  • Salt & Pepper
  • *May substitute 1/2 Tbsp. bacon grease for part of the ghee

Instructions

  1. Preheat oven to 400°F.
  2. Line a large rimmed baking sheet with parchment paper.
  3. Add squash slices, shallots and tomatoes to baking sheet. Toss with melted ghee (and bacon fat, if using).
  4. Arrange vegetables in an single layer. Sprinkle with salt and pepper. Lay a few thyme sprigs (or sprinkle with dried thyme) on top of the vegetables and bake in preheated oven for 22-25 minutes, stirring the vegetables halfway through baking time, until tender and lightly browned.
  5. Remove from the oven and serve.

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Notes

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Nutrition Information

  • Serving Size: 1/4 recipe
  • Calories: 95
  • Fat: 5g
  • Sodium: 75mg
  • Carbohydrate: 15g
  • (Fiber: 2g
  • Sugar: 4g)
  • Protein: 2g

Dietary

Dairy-FreeEgg-FreeGluten-freeGrain-FreePaleoWhole30
© The Real Food Dietitians
Recipe By: The Real Food Dietitians

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Roasted Delicata Squash with Tomatoes | healthy squash recipes | healthy side dishes | how to roast delicata squash | delicata squash recipes | Whole30 side dishes | gluten free side dishes | dairy free side dishes | paleo side dishes || The Real Food Dietitians


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Jessica Beacom

Jessica Beacom

Jessica is a Registered Dietitian Nutritionist living in Boulder, CO with her husband and two daughters. She's been raising backyard chickens for over a decade. When she's not in the kitchen you'll find her mountain biking, gravel cycling, telemark skiing, and camping.

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  1. AvatarCathy Weaver says

    Posted on 11/24/17 at 2:53 pm

    I made this yesterday. Certainly was pretty on the table, but next time will be better with a lot more shallots. The caramelized shallots made the while thing come together.

    Reply
    • Jessica BeacomJessica Beacom says

      Posted on 11/27/17 at 3:08 pm

      Hey Cathy,

      Being a shallot super-fan, I couldn’t agree with you more about adding extra shallots.

      Reply
  2. AvatarHollis Kaplan says

    Posted on 11/2/18 at 7:13 am

    Looks lovely and I just bought a squash too! My question is what type of pan in the photo did you use? I have never seen a sheet pan with a pattern in/on it. . . .Thanks for posting . . .

    Reply
    • Stacie HassingStacie Hassing says

      Posted on 11/14/18 at 10:22 am

      Hi! It’s actually a very old pan. Jess’s grandmothers pan. We love it for photos! Any sheet pan will work for this recipe.

      Reply
  3. AvatarMary Zychowicz says

    Posted on 11/5/19 at 4:55 am

    I made this to go with instant pot ribs Sunday. Bummer; I couldn’t find delicata squash,which I love. Instead I bought Honeynut squash which I had never tried before and used that instead. It was delicious! I will be using this recipe again. My husband and I both loved it. Can’t wait to try it with the delicata.

    Reply
    • Jessica BeacomJessica Beacom says

      Posted on 11/5/19 at 11:17 am

      I’m so glad you loved the recipe – now I need to try honeynut squash!!

      Reply

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