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Beat cream cheese, sugar, and vanilla until smooth and creamy. Scrape the bowl to remove lumps.
Whip heavy cream to stiff peaks in a separate bowl. Gently fold into the cream cheese mixture until light and airy.
Mix diced strawberries with 2 tablespoons sugar and let sit 10 minutes to macerate.
Combine crushed cookies or crackers with melted butter until the texture resembles wet sand.
Lay out a crepe, spread filling evenly, sprinkle crumbs and strawberries, and roll up tightly. Repeat with remaining ingredients.
Wrap rolls in plastic and refrigerate at least 1 hour. Slice into 1-inch pieces and dust with powdered sugar before serving.