Education and Communications How rare is Pappy 23? How much does a 20 year old bottle of Pappy Van Winkle cost? $149.99 – Pappy Van Winkle's Family Reserve Bourbon 20 Year Old. Related Posts:How much is a 20 year old bottle of Pappy Van Winkle?Why is Blanton's so expensive?What is comparable to Angel's Envy bourbon?Can whiskey made in Tennessee be called bourbon?