How I Make Roasted Tomatoes (in the Winter)

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I miss tomato season. Seeing piles of heirloom tomatoes at the store and being able to pop down to my backyard to pull off ripe cherry tomatoes from the vine brings me unparalleled joy. But when we’re in the dregs of winter and the piles of (albeit pretty) citrus and root veg are just not cutting it for me, I get my tomato fix by roasting them to concentrate what flavors those crummy winter tomatoes grown who-knows-where have to offer. I go to Costco and get a few big containers of them so I can make a big batch; in past years they’ve been roma tomatoes but this year they had camparis, which looked surprisingly red and vibrant.

The purpose of this post is to share with you how I roast tomatoes in the winter. I am sure there are other ways to do it but I started doing this years and years ago and I have always been thrilled with the results so I haven’t bothered to experiment with other processes. My way—and here’s your warning—takes a bit of time and can get pretty messy. But think of it as a metamorphosis because this process will take your sad, bland, mealy off-season tomatoes and transform them into delicate morsels of concentrated tomato flavor, a little sweet and tangy like the best ripe tomato and with a silky, rich mouthfeel from mingling with all that good extra virgin olive oil. Their flavor is very similar to sun-dried tomatoes but of course they are soft and juicy instead of hard and wrinkly.

There are no measurements for this recipe because it’s the technique that’s important. Season things conservatively to your taste and let the concentrated tomato flavor be the star. Keep in mind that the tomatoes will really shrink down as they get rid of their excess moisture; about 4–6 pounds of tomatoes ends up being only one pint jar full of these glorious bursts of flavor.

The key to my method (and what makes it messy) is having the tomato slices spend some time on a hot griddle before they go into the oven. There will be oil splatter. But not only does this allow them to get a bit of sear right away but more critically, it causes the tomatoes to release their excess water, which you can then drain away (and use in pasta sauce) before placing the slices on a baking tray for roasting. Otherwise, you would end up with tomato slices poaching or simmering in their own juices instead of allowing their flavors to get concentrated by way of roasting.

I like to line my largest metal baking trays with foil for easy clean-up before I add the tomatoes. I’ve read that you are not supposed to cook tomatoes or other acidic things on aluminum foil but I have also read that the reaction is not enough to cause any concern. (I’m still alive!) You are welcomed to try your own large, flat baking vessel and an alternative form of protection like parchment paper, but I have not tried these methods and cannot guarantee the same results!

Here is some visual inspiration for how to use the literal fruits of your labor:

How I Make Roasted Tomatoes

Ingredients

4 lbs (or more!) of firm, off-season tomatoes
extra virgin olive oil
kosher salt
a few garlic cloves, thinly sliced
fresh thyme, rosemary, and/or oregano

Procedure

Cut tomatoes lengthwise into 1/2-inch pieces. Drain off any excess juices and seeds.

Preheat oven to 400°F. Line large rimmed baking trays with foil for easier clean-up.

Heat a large, flat, non-stick griddle pan on high heat. Drizzle some olive oil across the cooking surface, then add as many tomato slices as will fit in a single layer. Drizzle more olive oil over the tomatoes, and season with a light, even sprinkle of kosher salt. (Note: There will be splatter as the tomatoes release juices that get incorporated with the hot oil.)

After 1–2 minutes, regularly check the tomato slices that are on the hottest part of the pan. When some searing is visible, start carefully flipping the tomato slices. When the other sides begin to sear, transfer tomatoes to lined baking trays. Pour away any excess oil and tomato juices/seeds (but save all this to incorporate into a future pasta dish!). Repeat the griddle process as needed until all the tomato slices have been seared.

Lightly drizzle more olive oil over the tomatoes. Place trays of tomato slices in the preheated oven. Set the oven temperature down to 325°F. Bake for 20 minutes.

Remove the trays from the oven and scatter garlic slices and herbs over the tomatoes. Return trays to the oven for another 30 minutes of baking.

Allow roasted tomato slices to cool and set before transferring to a jar. I like to cover them in olive oil before storing them in the fridge.