The title is a bit of a misnomer, I think. There isn’t much “trifle” here. It’s a layered kind of cheesecake pudding with Amaretto overtones and accented with sweet, dark cherries.
My friend Cherrie does a girls’ luncheon every October. She calls it a witches lunch and does all kinds of witch-type themes. We’re supposed to come in some kind of costume. I wore a Halloween apron that says BOO on it. I’ve never been much of a costume person. Most of the ladies had very fancy Halloween head paraphernalia, or hats, or scarves, or orange/black feathers. The apron was just fine for me. Some just wore black. But all that aside, it was very fun. I offered to bring dessert and this pudding kind of thing seemed just right.
The original recipe came from Taste of Home (I didn’t try to look it up online), just copied it from a booklet Cherrie gave me. What’s missing from the recipe for a “trifle” is some kind of cake – like ladyfingers, or pound cake – which is more common in a trifle. So how it got named a trifle is beyond me.
What you see there in the cup (a beverage cup) is a layer of Amaretto-scented cheesecake pudding (not a cooked type), a layer of dark sweet cherries, then topped with a bunch of Cool-Whip, then accented with one cherry and some shaved chocolate. I made the cheesecake part (most of it) the day before. It’s merely cream cheese, powdered sugar and Amaretto mixed together. Just before serving you lighten it up with some Cool-Whip. That was a little bit tedious as the cheesecake part was relatively firm, and the other, obviously, very light and fluffy. It took a couple of minutes of light folding to get it all to combine. It worked. That went into the bottom of the cup. The day before I’d also cooked the frozen cherries with sugar and vanilla and let them chill in the refrigerator overnight.
Cherrie’s daughter-in-law Brianna helped me compose all these desserts. I was very grateful for her help because it was a bit tedious to make these for 13 people. Probably took about 20 minutes altogether with two of us working at it. So, one piece of advice, don’t make this for a large group (recipe said not to make it ahead, probably because of the Cool-Whip not holding up in the cheesecake part). For 6-8 people, it wouldn’t be difficult.
Since I’ve now made this, I’ve decided to change-up the recipe a little bit. First, I’d use real whipped cream for the topping. But I’d still use the Cool-Whip for the cheesecake part. I’d also cook the cherries differently – I’d use my favorite recipe for cherries, Fresh Bing Cherry Compote. They’re flavored with allspice, clove and cinnamon and poached in red wine. THIS recipe used frozen cherries – which will work just fine with that recipe for fresh Bing cherries. The only other change I’ve made to this recipe is to use some of the flavorful juice – I spooned some of it in the middle, and then some more on the top. Made the finished dessert look prettier. So, the recipe below incorporates all of those changes I’d make.
What’s GOOD: so creamy and delicious. If you don’t like cream, or creamy pudding like desserts, give this a pass. It was a great dessert in my book.
What’s NOT: you can’t make this up ahead – needs composing just before serving. Also, it’s a bit time-consuming to assemble, so don’t make this for a big group. Much too tedious. But for 6-8 it would be fine.
printer-friendly PDF and MasterCook 15/16 file (click link to open recipe)
* Exported from MasterCook *
Cherry Cheesecake Trifles
Recipe By: Adapted from Taste of Home
Serving Size: 6
CHERRIES:
1 pound cherries — fresh, stemmed, pitted, halved *
1/4 cup sugar
1 whole clove
1 whole allspice berry
1 stick cinnamon
1/2 cup red wine
1 1/2 teaspoons balsamic vinegar
AMARETTO CREAM CHEESE FILLING:
8 ounces cream cheese — softened
1/2 cup powdered sugar
2 tablespoons Amaretto
8 fluid ounces Cool Whip® — Extra Creamy type, thawed
TRIFLE:
1 cup heavy cream
1 tablespoon powdered sugar
GARNISH:
6 cherries — from the cooked batch above
shaved chocolate
* Or use same quantity of frozen and thawed unsweetened cherries. Recipe indicates using frozen (hence cold) may affect cooking time.
1. CHERRIES: In a medium saucepan heat cherries, sugar, clove, allspice berry, cinnamon and red wine over medium-high heat. Cook, stirring frequently, until mixture thickens slightly. Remove from heat and let cool completely. Add the balsamic vinegar and stir in. If possible, make this a day ahead and chill, allowing the flavors to meld.
2. FILLING: In a medium bowl, beat softened cream cheese and sugar with a mixer at med-high speed until smooth and creamy. Add Amaretto, beating to combine. Add whipped topping and beat until smooth. Do not make this ahead.
3. TRIFLE: Whip the heavy cream with sugar until stiff peaks form. Layer Amaretto cream cheese on bottom of short parfait glasses or cups, a layer of cherries with some of the juice, then add the whipped cream. With a spoon, swirl the whipped cream up to a slight peak if possible and that’s where you’ll place the single cherry.
4. GARNISH: Garnish with additional cherries if available, drizzle with a bit more of the cherry juices and shave chocolate over the top.
Per Serving: 521 Calories; 31g Fat (54.0% calories from fat); 6g Protein; 54g Carbohydrate; 5g Dietary Fiber; 96mg Cholesterol; 148mg Sodium.

Toffeeapple
said on November 12th, 2019:
I used Cool-Whip once, many years ago, and promptly threw up after two mouthfuls of it. I have never tried it again. Did your diet allow all of the things that it contains – there are some scary ones in there?
Having said all that it does look a pretty dessert. I think I would make it with strained yogurt, that has a good texture for sweet or savoury items.
Hoping that the wildfires are not a threat to you and yours. Thinking of you.
Yes, Cool-Whip by itself is pretty awful tasting. But it works for some things when it’s not the main flavor. People who simply can’t take the time to whip up cream use it. Me, not usually. Yes, yogurt would work fine. No the wildfires weren’t anywhere near me – within about 40 miles. Fires here where I live blew through a few years ago and destroyed most of the wilderness land so it’ll take a couple more years for the wild foliage to re-grow and be a big enough threat. I’m very lucky. But our fire season isn’t overwith yet – we’re still having very warm weather and no rain in sight. . . carolyn t
Toffeeapple
said on November 14th, 2019:
I shall keep my fingers crossed that you stay safe.
No fire alerts going on here. Just a school shooting this morning in a town about 50 miles from me. So sad. . . carolyn t