Create resizable/multiline Tkinter/ttk Labels with word wrap

Use Message widget:

The Message widget is a variant of the Label, designed to display multiline messages. The message widget can wrap text, and adjust its width to maintain a given aspect ratio.

No, there is no feature built-in to Tk to auto-word-wrap labels. However, it's doable by binding to the <Configure> event of the label and adjusting the wrap length then. This binding will fire every time the label widget is resized.

The other option, as you suggest, is to use a text widget. It is possible to entirely turn off the border if you so desire. This has always been my choice when I want word-wrapped instructional text.

Here is the code:

entry = Label(self, text=text,
    anchor=NW, justify=LEFT,
    relief=RIDGE, bd=2)
def y(event, entry=entry):
  # FIXME: make this a global method, to prevent function object creation
  # for every label.
  pad = 0
  pad += int(str(entry['bd']))
  pad += int(str(entry['padx']))
  pad *= 2
  entry.configure(wraplength = event.width - pad)
entry.bind("<Configure>", y )