At The Salt Lake Tribune, David Burger called it a "bluegrass-inspired collection is nothing short of entertaining, even when the women complain non-stop about the men in their lives." Annie Galvin of Slant Magazine highlighted that "Annie Up doesn't quite break the country genre's familiar format, it's a hell of a lot of fun, and one could do worse than spend 40 minutes with these sassy almost-outlaws." Taste of Country's Billy Dukes stated that Pistol Annies "make strides with the arrangements and production on 'Annie Up,' but the stories aren't as sharp and the messages aren't nearly as emotional." At USA Today, Elysa Gardner found that "the clichés are far less striking than the trio's gritty-sweet harmonies, taut musicianship and genuine pluck."
