50 songs set in the month of May (there are reasons for any apparent duplications) Make yourself a great playlist!

—Arise Arise - Kerfuffle “To the Ground”
—Child #299 As I Roved Out on a May Morning (17 come Sunday variant) - Joe Heaney “The Road from Connemara”
—As I Roved Out (“a diamond ring I own I gave you”) - June Tabor
—Cambridgeshire May Carol (the hedges and the fields)- Kyle Carey “One Morning in May”
—Ce Moys de May - Shira Kammen “The Almanac”
—Now is the Month of Maying - Alfred Deller & Deller Consort
—Gathering Rushes in the Month of May - Anne Briggs
—As I Was A-Walking One May Summer’s Morning (Roud 586) - Carolyne Hughes & Daughter “I’m a Romany Rai”
—Hal-an-Tow - Broceliande
—In May, That Lusty Season - Libana “A Circle is Cast”
—La rousée du joly mois de may - The Toronto Consort “All in a Garden Green”
—A Little Pretty Bonny Lass - The Stairwell Carolers “Audite Nova”
—Child #043 May Blooming Field - Cordelia’s Dad “Double Live”
—The May Carol - Kyle Carey “One Morning in May”
—May Carol - Shira Kammen “The Almanac”
—May Day Carol - Anahata & Mary Humphries “Song Links 2”
—The May Day Carol - Jean Ritchie - “Carols for all Seasons”
—May Song - Martin Carthy “Because It’s There”
—Northhill May Song - John Roberts, Tony Barrand et al “To Welcome in the Spring”
—May Morning (Coo Coo As I Me Walkèd) - Dorothy Dino Rice
—Month of May (Making Hay) - John Roberts, Tony Barrand et al “To Welcome in the Spring”
—May Song (Hail Hail the First of May) - Beggars’ Velvet “Lady of Autumn”
—Now Is the Month of Maying - The King’s Singers “All at once well met “
—Now the lusty spring is seen - Toronto Consort “All in a garden green”
—O lusty May - Toronto Consort “All in a Garden Green”
—One May Morning (Not A Day Too Young) - Louis Killen “The Bird in the Bush”
—Padstow May Song - Ian Marshall “21 Songs of Cornwall”
—Swinton May Song - The Watersons “For Pence and Spicy Ale”
—Voici venir le joli mai - Jaques Douai “File la laine”
—Voici venir le joli mai - Malicorne “Almanach”
—In May, That Lusty Season - The Heath Sisters “Anthology”
—May Morning Dew (How Pleasant in Winter) - Joe and Kathy Bly “Cíana
—Voici le mois de mai - Evelyne Paris and Frdérique Paris - “Anthologie de la chanson française: Rites, magies et miracles
—May Day Carol - Alan Mills “More Songs to Grow ON”
—Hal an Tow - Chris Moore “Gift from the Universe”
—C’est le mai - Malicorne “En public”
—My Husband’s Got No Courage In Him - Maddy Prior & June Tabor “Silly Sisters”
—Bold Fisherman - Tim Hart & Maddy Prior “Heyday”
—The Bonny Black Hare - A.L. Lloyd “The Bird In the Bush”
—In da Moarnin of May-o, isle of Yell - Elizabeth Morewood “Traditional Shetland Songs”
—Je me suis levé - Didier Hébert “Anthologie de la chanson française: Rites etc”
—Le mai de Clerieux - Gabriel Yacoub ibid
—One Morning in May (Unfortunate Rake) - Texas Gladden 1941 “A Treasury of Library of Congress Field Recordings”
—The Queen of May - Shirley Collins “Classic Celtic Music from Smithsonian Folkways”
—The May Song (Good Morning) - Jeff Wesley “It was on a Market Day”
—A May Day Carol (Bellman) - Richard Dyer-Bennet “Vol 4”
—Marions les roses (chant de quête) - Malicorne “Quintessence”
—Ce Fu en Mai - June Tabor “Apples”
—In da Moarnin o Mey-o, isle of Unst - Elizabeth Morewood “Traditional Shetland Songs”
—Child #004 On the First Morning in May (Lady Isabel and the Elf Knight) - Steven Griffith