Billboard Hot 100 | Top 5 – Week of May 14, 1966
The Billboard Hot 100 for May 14, 1966 kept The Mamas & The Papas at #1 with “Monday, Monday,” giving the California harmony group another strong week at the top. After rising to #1 the previous week, the song held its position and confirmed that the group’s smooth blend of folk-rock, pop, and layered vocals had become one of the defining sounds of 1966.
Behind them, The Young Rascals stayed at #2 with “Good Lovin’,” keeping the chart’s rock-and-soul energy close to the top. Bob Dylan made a major move with “Rainy Day Women #12 & 35,” climbing from #7 to #3 and bringing one of the most unusual records of the year into the Top 5. Paul Revere & The Raiders rose to #4 with “Kicks,” while The Beach Boys rounded out the Top 5 with “Sloop John B.”
This chart showed how broad American popular music had become by spring 1966. Sunshine pop, soul-rock, folk-rock, protest-tinged garage rock, and polished studio pop were all competing for attention. The British Invasion was still important, but American acts were now strongly shaping the direction of the Hot 100.
The lower half of the Top 10 added even more variety. Nancy Sinatra, Dionne Warwick, Percy Sledge, and Shadows Of Knight all represented very different corners of the pop world. From sophisticated ballads to garage rock and deep soul, May 1966 was becoming one of the most colorful stretches of the decade.
Top 5 Songs

1. Monday, Monday – The Mamas & The Papas
“Monday, Monday” remained at #1 for a second week, continuing the breakthrough run for The Mamas & The Papas. The song’s rich harmonies and polished California sound helped it stand apart from the harder rock and soul records around it.
Its success confirmed the group as one of the most important new acts of 1966. With “California Dreamin’” already established as a classic, “Monday, Monday” proved their sound had lasting chart power.

2. Good Lovin’ – The Young Rascals
“Good Lovin’” held at #2 after its earlier run to #1. The record’s driving rhythm and soulful energy kept it sounding fresh even as new records climbed around it.
The Young Rascals brought a raw American rock-and-soul sound to the chart. Their success helped show that energetic American bands could compete directly with both British acts and polished pop productions.
3. Rainy Day Women #12 & 35 – Bob Dylan
Bob Dylan climbed from #7 to #3 with “Rainy Day Women #12 & 35,” one of the most distinctive records in the Top 10. Its loose, brass-band feel and unusual chorus made it impossible to confuse with anything else on the radio.
The song’s rise showed Dylan’s growing power as a singles artist. Even when his records sounded unconventional, they could still become major pop hits and reshape expectations for what belonged on the Hot 100.
4. Kicks – Paul Revere & The Raiders Featuring Mark Lindsay
“Kicks” climbed from #5 to #4, giving Paul Revere & The Raiders one of their strongest chart showings. The song combined garage-rock excitement with a serious warning about drug use.
That message made it stand out during a period when youth culture was changing quickly. The record proved that a socially pointed song could still work as a catchy, high-energy pop hit.

5. Sloop John B – The Beach Boys
“Sloop John B” slipped from #3 to #5 but remained one of the strongest records in America. The Beach Boys turned a traditional folk song into a polished pop production filled with their signature harmonies.
The record pointed toward the group’s increasingly ambitious studio work in 1966. Its continued success showed that The Beach Boys were moving beyond their surf-pop beginnings while still reaching a wide audience.
More Weeks at #1 for “Monday, Monday”
This song spent multiple weeks at #1 on the Billboard Hot 100. Explore each chart week below:
🎂 What Was the #1 Song on Your Birthday?
If you were born during the week ending May 14, 1966, this was your birthday song:
🎵 Monday, Monday by The Mamas & the Papas
▶ Watch and experience this song →
🎂 Born in the 60s? Try your own birthday:
Top 10 on the Billboard Hot 100 This Week
- Monday, Monday – The Mamas & The Papas
- Good Lovin’ – The Young Rascals
- Rainy Day Women #12 & 35 – Bob Dylan
- Kicks – Paul Revere & The Raiders Featuring Mark Lindsay
- Sloop John B – The Beach Boys
- (You’re My) Soul And Inspiration – The Righteous Brothers
- How Does That Grab You, Darlin’? – Nancy Sinatra
- Message To Michael – Dionne Warwick
- When A Man Loves A Woman – Percy Sledge
- Gloria – Shadows Of Knight
Chart Movers This Week
Why This Chart Week Mattered
This chart week mattered because “Monday, Monday” continued the rise of California harmony pop while several very different American sounds pushed upward behind it. Bob Dylan, The Young Rascals, Paul Revere & The Raiders, and The Beach Boys all helped make the Top 5 one of the most varied of the spring.
The May 14, 1966 Hot 100 showed popular music becoming more adventurous and more distinctly American again. Soul-rock, folk-rock, garage rock, sunshine pop, and deep soul were all finding national audiences, setting the stage for an especially strong summer of 1966.