7 Favorite Do-Ahead Dinners for Winter (Recipe: Chocolate-Chip Chili) (2024)

A little blogging conference called Blissdom is happening in a few weeks in Nashville and I’m skipping the country to attend. I’ll also be skipping out on four days of laundry, lunch-packing and cooking. Woo-hoo!

Hmm, the last time I traveled internationally on my own? It was over a decade ago and included sights such as the alluring Tuscan countryside, Thailand’s best beaches, and the most memorable spice market in Istanbul, Turkey. This trip isn’t going to be quite as exotic, and I’ll be inside a sprawling hotel most of the time, but it provides the opportunity to meet some very dear food blogging friends, not to mention, the whole Simple Living Media team. I’m so excited!

Freezer Cooking

To make up for this mom-bloggers’ absence, I’ve been slowly stocking the freezer with meals for Danny to heat and serve to the kids for the five dinners I’ll be gone. Sure he knows his way about the kitchen, but we’ve agreed it is best for him to focus on our little ones as much as possible. I’m also stashing a few extra meals, because I know I’m going to need a couple days when I get back to connect with Blissdom alumni on Twitter get back on my feet.

We’ve talked about warm weather batch cooking, practical do-ahead ideas to help jump start dinner, but I haven’t shared some of our cold weather favorites. Like most families, we enjoy classics such as lasagna, stew, and –my boys current favorite– spaghetti & meatballs, but they do tend to get rather old though, wouldn’t you agree?

Today I’m giving suggestions for recipes that are suitable for freezing, adapt well to big batches, and provide a fresh take on family favorites. Macaroni & Cheese with vitamin-A rich butternut squash? Slow-cooker chili with a handful of chocolate chips? Homemade chicken fingers kept moist with buttermilk? It all sounds so good, I almost wish I was staying home to dine with the family. Almost.

Seven Do-Ahead Dinners for Winter


Photo by Guilty Kitchen

1. Buttermilk Chicken Strips

Chicken strips are a fast, healthy meal if done correctly, and this family-friendly version is a snap to bake up. If there are any left, freeze them for another meal or for topping a Caesar salad.

To reheat, simply preheat oven to 400°F, place frozen chicken strips on a baking rack set on a baking tray, and bake until heated through and crispy on the outside. Don’t forget the Honey Mustard Dip and a platter of chopped vegetables for the best finger food around.

2. Layered Taco Bake

This Mexican-inspired casserole contains all ingredients that my children currently love: beans, tortillas, cheese, and taco beef. The recipe is simple to expand so you can make one for dinner and one for the freezer. It bakes from frozen.

Serve the Layered Taco Bake with shredded lettuce, a few diced avocados or tomatoes, and sour cream, of course.

3. Tourtière (Québec Meat Pie)

Although it’s our Christmas Eve fare, this traditional Québec pork pie is enjoyed all winter long. With its lightly spiced ground pork layered between flaky pastry, tourtière is total comfort food, and needs nothing save a tossed salad or bowl of roasted vegetables to make a complete meal.

It can be frozen either before or after baking, and is reheated in the oven.

4. with Whole Wheat Buttermilk Rolls

Not every meal needs to feature meat. During the winter, our weeknight suppers often consist of soup and bread. A favorite of ours is this vibrant roasted carrot soup, which also freezes quite well in small batches and can last up to three months in a deep freeze.

Warm buttermilk rolls (baked any old way) and a wedge of firm cheese round out the meal.

5. Cider Braised Pork Shoulder with Tangy Barbecue Sauce

It’s hard to remember that this is a frugal meal, especially when your piling the tender, shredded pork on a bun and topping it with a dark, homemade barbecue sauce.

  • To freeze: toss pulled pork with a light coasting of BBQ sauce to help keep it moist and then freeze.
  • To serve: thaw meat overnight in the refrigerator, then warm gently in a saucepan, adding more BBQ sauce if it seems dry. Do not boil.

Serve Cider Braised Pork Shoulder on a bun with a tart Roasted Beet and Pickled Golden Raisin Salad on the side to help balance out the rich pork.

6.

This recipe is surprisingly healthy for mac & cheese, as it incorporates nearly an entire squash and uses whole-wheat egg-white pasta for a substantial yet low-cholesterol meal. I love this dish because it feels like a hearty main dish even though it is meatless, plus the kids get a serving of vegetables in their favorite meal!

To Freeze:

  • Prepare the butternut squash mac & cheese recipe in full, but stopping just before baking.
  • Wrap entire pans tightly in plastic wrap, mark with the date, and flash freeze.
  • To reheat, remove wrapping and place in a 350°F oven. Bake until heated through and bubbly around the edges.

7. Chocolate Chip Chili with Cheddar Skillet Cornbread

This hearty one-pot wonder comes together looking like a bit of a mess, but after 4-5 hours in a low oven or 6-7 hours in a slowcooker, the final result is remarkably presentable! If you are a fan of batch cooking, this chili freezes beautifully and I might even go as far as to say it improves with age.

This recipe offers everything we love about chili, but is a welcoming change from the usual Super Bowl sludge. It has plenty of textures, thanks to the sausage as well as ground beef, and is completely satisfying in the most substantial way.

And for the chocolate-chips? They added another dimension of flavor and complement the chilies superbly. Plus, they make a great sell to the kiddos, who often request ‘Chocolate Chip Chili’.

Note: Sometime I like to add frozen sweet corn to the chili, for an extra bite of sweetness. The chili in the photos contains corn.

7 Favorite Do-Ahead Dinners for Winter (Recipe: Chocolate-Chip Chili) (5)

Chocolate Chip Chili with Sausage

Print Pin Rate

Course: Main Dishes

Prep Time: 30 minutes minutes

Cook Time: 7 hours hours

Total Time: 7 hours hours 30 minutes minutes

Servings: 3 quarts

Calories: 625kcal

Author: Aimee

Ingredients

  • 1 lb sweet Italian sausages
  • 2 lbskg lean ground beef
  • 2 medium onions peeled and chopped
  • 4 cloves garlic peeled and minced
  • 2 Tablespoons olive oil
  • 2 teaspoons ground cumin
  • 1/2 teaspoon ground coriander
  • 1 teaspoon ground cinnamon
  • 1 teaspoon dried crushed chillies or less, if your children are very young
  • 1 medium can tomato purée
  • 3 cans red kidney beans (400g cans) drained
  • 3 cans chopped tomatoes (400g cans)
  • 1/2 cup dark chocolate chips
  • 2 cups water
  • salt & pepper to taste

Instructions

  • Preheat the oven to 150°C/300°F or prepare a crock pot.

  • Heat the olive oil in a large ovenproof pan (with lid) and add ground beef. Remove sausages from their casings and add to the pot also. Brown both meats on medium heat, using a sturdy wooden spoon to break them up.

  • Add onion and garlic, cook for a few minutes until soft, then add the cumin, coriander, cinnamon and dried chillies. Stir well to combine.

  • Stir in the tomato purée and chopped tomatoes. Add the water and bring the chili to a boil.

  • Once it's started bubbling, sprinkle the chocolate chips and the kidney beans over the chili, and give it a good stir.

  • At this point you can transfer it to a crock pot or slow cooker for up to 7 hours or put on a lid and transfer to the oven for 3 hours, stirring occasionally.

  • Season with salt & pepper before serving.

Notes

Serve with your favourite toppings which may include any combination of the following: green onion, cheddar cheese, avocado, sour cream, or tortilla chips.

Nutrition

Calories: 625kcal | Carbohydrates: 56g | Protein: 31g | Fat: 33g | Saturated Fat: 15g | Cholesterol: 81mg | Sodium: 2055mg | Potassium: 1687mg | Fiber: 10g | Sugar: 31g | Vitamin A: 1440IU | Vitamin C: 97.4mg | Calcium: 308mg | Iron: 21.1mg

What is simmering on the back of your stove during this chilly month?

7 Favorite Do-Ahead Dinners for Winter (Recipe: Chocolate-Chip Chili) (2024)

FAQs

What is the secret to really good chili? ›

Only Add Flavorful Liquids

Instead of adding water to your chili, add some more flavor with chicken or beef broth, red wine vinegar, Worcestershire sauce, or even beet or wine. Each one of these options brings out different notes and levels of sweetness that will enhance your culinary creation.

What can I add to chili to make it better? ›

Here are some of the most common (and most effective) flavor boosters to add to your chili recipe.
  1. Booze (Beer, Wine, or Liquor) ...
  2. Liquid Smoke. ...
  3. Brine or Vinegar. ...
  4. Soy Sauce. ...
  5. Fish Sauce. ...
  6. Worcestershire Sauce. ...
  7. Coffee or Espresso Powder. ...
  8. Chocolate.
Aug 23, 2021

Why do some people put chocolate in their chili? ›

So what does unsweetened chocolate do for a pot of chili? It adds richness, deeper flavor, and umami. In vegetarian or vegan recipes where there is no meat, unsweetened chocolate can be an especially important way to add that depth.

What not to put in chili? ›

Beans and non-vegetable fillers such as rice and pasta are not allowed." If that sounds a bit uptight, the ICS's Homestyle Chili competition defines chili as: "any kind of meat, or combination of meats, and/or vegetables cooked with beans, chili peppers, various spices, and other ingredients.

What is the most important spice in chili? ›

Most Common Chili Spices. Cumin, Chile Powders, and Paprika are the most common spices in chili followed by garlic, onion, coriander, Mexican oregano, and bay leaves. These ingredients can be combined to create a savory and well-balanced pot of top notch comfort food.

What makes chili taste better? ›

"Adding fresh ingredients — like diced onions, cilantro, and jalapenos — will take any canned chili to another level," Dunleavy said. "The fresh burst of flavor will brighten and elevate the chili while also adding great texture and crunch."

Which onion is best for chili? ›

Sweet onions are great for caramelizing due to their higher sugar content. You can cook them into your chili, serve them raw over top, or even elevate your chili with a sophisticated caramelized onion topping! Some of my favorite sweet onions are Walla, Walla, Maui, and Vidalia Onions.

What is the cheapest meat for chili? ›

Ground beef

This is the quickest and least expensive type of beef to use for chili. Yes, the dish still simmers for a while, but you don't have to worry about tenderizing the meat.

What brings out the flavor in chili? ›

Cocoa powder, bacon, cinnamon, ground coffee and tomato paste will all add a rich sweet & salty flavors that are sure to surprise and delight. Warming spice blends, like Garam Masala, Ras el Hanout or Baharat are another simple and delicious way to add layered flavors to this simple one-pot meal.

What liquid to add to chili? ›

Chili cooks low and slow, so you need enough liquid to tenderize the meat and keep everything from drying out. That liquid should also add flavor to the chili, so use chicken, beef, or vegetable stock, or beer.

What to add to boring chili? ›

Amp up the seasoning: chili powder, cumin, fresh garlic, oregano, lime juice, minced onion, and minced jalapeños. I also add vegetable broth (just as needed) instead of water, and I use the expensive San Marzano whole canned tomatoes (they make a big difference in flavor).

When should I add chocolate to my chili? ›

Stir the chopped chocolate in after the chili has simmered for 20-25 minutes (or at the end of cooking if you're making this in your slow cooker). It'll give your chili an extra layer of flavor that will taste even better the day after it's made.

What state puts chocolate in chili? ›

Cincinnati-Style Chili

While the stew also relied on cumin, beef, and some chile pepper, the brothers added ingredients that were more at home in a Mediterranean kitchen, like paprika and allspice, as well as the style's distinctive combo of cinnamon and chocolate.

What city puts chocolate in chili? ›

Somewhere along the line of Cincinnati chili's more than 100-year history, a rumor began to spread faster than hot sauce across an oyster cracker: There's chocolate in Cincinnati chili. The alleged ingredient is often a reason people turn their noses up to the Queen City delicacy.

Why is my chili not flavorful? ›

Change up the beans. Use black beans, pintos, or a combination of beans to give more flavor. Cook the chili! If you don't cook it long enough (or put in a pressure cooker to speed up the process), it won't taste quite right.

How do you make chili taste stronger? ›

If you are looking for more heat, add cayenne, crushed red pepper, or Hungarian paprika. If it's too spicy add a little brown sugar and some sweet paprika. Always add a little at a time and remember, those flavors will develop in the cooking process.

Why would you put vinegar in chili? ›

With only about 1 tablespoon per pot added toward the end of the cooking process, the vinegar will make the flavors more vibrant without overwhelming the dish with its biting tang. Through just a splash, everything becomes a little brighter, and the chili's flavors are more balanced.

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