[1] An assessment in Billboard called this release "a fun treat for classic song lovers looking for new takes on old favorites" and "an interesting project overall that transports listeners to a simpler time".

[2] In No Depression, a review called this "a charming, fun, touching, old-fashioned record, the perfect soundtrack to when you're feeling both full of life and melancholy".

[3] At PopMatters, Jason McNeil called this work "not the stellar album one might expect from this gifted singer-songwriter, although a definite keeper".

[4]In a review of Williams' career for Trouser Press by Ira Robins, Wif Stenger, and Floyd Eberhard, the publication states that this album improves on Williams' last release Water to Drink and characterizes it as "an agreeable spin for those whose taste runs to Norah Jones or Katharine Whalen".

[5] In Uncut, Sings Some Ol' Songs received 3 out of 5 stars for being "a romantic, star-canopied waltz through a cluster of timeless classics wrung from the rose-tinted golden dawn of Broadway and beyond" and Williams displaying an "awkward grace proves irresistible".