The Mayor of MacDougal Street: Rarities 1957-1969 is a compilation album by American folksinger Dave Van Ronk, released in 2005.

The Mayor of MacDougal Street contains previously unreleased songs and is presented in chronological order.

It contains both solo material and songs recorded with session musicians and bands that either backed Van Ronk or he was a member of.

Writing for Allmusic, critic Steve Leggett wrote of the album "Van Ronk was never a part of the tradition-at-all-costs wing of the folk movement, and he readily embraced the young songwriters of the day, frequently covering their songs, as evidenced by the hushed, nuanced version of Leonard Cohen's "Bird on the Wire" that is included here.

A skilled raconteur, Van Ronk had the timing of a jazz hornman, and that timing and his wide-ranging musical interests are everywhere apparent on this lovingly assembled look behind the curtains.