01 -
Scrape the creme filling from cookies into a small bowl and reserve. Pulse cookies in a food processor until finely ground, about 20 pulses. Add cream cheese and blend until dough forms, scraping sides as needed, about 15 pulses. If too thick, mix in 1 tablespoon milk to reach soft sugar cookie dough consistency.
02 -
Transfer dough onto plastic wrap, cover with second sheet, and roll into 9 x 12 inch (22.5 x 30 cm) rectangle using a rolling pin. Set aside.
03 -
Combine reserved creme filling with butter in food processor and blend until smooth, about 30 seconds. Add 1 cup confectioners’ sugar and process until smooth. Add remaining 1 cup confectioners’ sugar and pinch of salt; process again until smooth. Incorporate remaining 1 tablespoon milk and blend until light and fluffy, about 30 seconds.
04 -
Place dough rectangle with shorter edge facing you. Remove top plastic wrap and spread buttercream evenly on three edges, leaving a 1/2 inch (1.25 cm) border on the short side nearest you. Roll dough away from you into a log using plastic wrap to assist. Place seam side down, wrap tightly with plastic wrap, and secure ends.
05 -
Refrigerate roll until firm, at least 4 hours or up to overnight.
06 -
Combine marshmallows with 12 drops orange gel food coloring in a microwave-safe bowl. Microwave for 1 minute until marshmallows lose shape. Stir until deflated and evenly colored; let cool for 1 minute. Wearing disposable gloves, stretch marshmallow mixture between fingers until thin and web-like.
07 -
Wrap marshmallow webbing around chilled roll until fully covered. While sticky, place gummy spiders decoratively on top. Let stand until firm, approximately 10 minutes.
08 -
Slice roll and serve immediately.