Heat oven to 350°F. In large bowl, break up cookie dough. Stir or knead in flour and almond extract until well blended. Work with half of dough at a time; refrigerate remaining dough until needed.
In cookie press fitted with 1/2-inch star template, place dough. On ungreased cookie sheets, press dough into 7-inch strips. Shape each strip into 2-inch ring, crossing ends slightly.
Cut red gumdrops in half crosswise to resemble red berries; cut green gumdrops in half lengthwise to resemble holly leaves. Arrange 1 red gumdrop "berry" on top of each wreath where ends cross; arrange 2 green gumdrop "leaves" next to and touching "berry" on each cookie. Press "holly" firmly into dough. Repeat with remaining dough and gumdrop pieces.
Bake 7 to 9 minutes or until edges just begin to brown. Cool 1 minute; remove from cookie sheets. Cool completely, about 10 minutes. Store in tightly covered container.