Prepare pudding according to package directions using milk and almond extract.
Spoon 1/2 cup pudding in bottom of 2-quart serving bowl. Top with 8 wafers, a generous layer of cherries, and 2/3 cup pudding. Stand 10 wafers around outside edge of dish. Continue layering 11 wafers, cherries, 2/3 cup pudding, 14 wafers, cherries, and remaining pudding.
Cover, refrigerate 3 hours or overnight. To serve, spread whipped topping over pudding; garnish with additional wafers and cherries if desired.