Alan Jackson is no stranger to creating timeless country hits. Still, one of his most underrated songs is “The Angels Cried,” featuring the angelic vocals of Alison Krauss. Released in 1993 as part of Jackson’s Honky Tonk Christmas album, the song brings a deep emotional touch to an otherwise festive collection. Although it may not be the most well-known track from the album, “The Angels Cried” stands out for its heartfelt narrative and the flawless harmony between Jackson and Krauss.

According to Whiskey Riff, the song, which runs just under three minutes, recounts the 𝐛𝐢𝐫𝐭𝐡 of Jesus, focusing on the moment angels wept with joy for the new𝐛𝐨𝐫𝐧 Savior. Written by Harley Allen and Debbie Nims, it brings a profound reverence to the holiday season. Its gentle melody and reflective tone create a stark contrast to the more energetic songs that dominate the album, like “Holly Jolly Christmas” and the honky-tonk title track.

A Unique Addition to Honky Tonk Christmas

While “Honky Tonk Christmas” features plenty of boot-stomping holiday favorites, “The Angels Cried” offers a quiet moment of reflection. In the middle of a festive, fun-filled album, this song serves as a reminder of the spiritual significance of Christmas. It offers listeners a chance to pause and contemplate the holiday’s deeper meaning, making it a standout track on the album.

Although the song moves at a slower pace than most of the other tracks, it fits perfectly with the album’s overall flow. Jackson’s smooth vocals and the song’s sentimental message create a perfect balance, giving listeners a moment to reflect amidst the cheerfulness of the season.

Alison Krauss Elevates the Duet

Alison Krauss, one of country music’s most beloved bluegrass singers, adds a magical touch to “The Angels Cried.” Her ethereal voice complements Alan Jackson’s warm baritone beautifully, making this duet memorable. Their harmonies blend effortlessly, capturing the song’s tenderness and drawing listeners into the story of that holy night.

This isn’t Jackson and Krauss’s first collaboration, but their chemistry shines particularly bright in this duet. Krauss’s delicate harmonies enhance the emotional depth of the song, while Jackson’s steady vocals anchor the track. Together, they create a moving rendition that lingers in listeners’ hearts long after the song ends.

Though the track didn’t reach major hit status, it has remained a fan favorite among those who appreciate its simple beauty. Krauss’s angelic harmonies and Jackson’s strong, heartfelt delivery combine to make “The Angels Cried” a special gem in both artists’ catalogs.

A Nostalgic Glimpse into 90s Country

Listening to “The Angels Cried” also brings back fond memories of 90s country music—when Alan Jackson was at his peak, and Alison Krauss made waves with her distinct bluegrass sound. The 90s were a golden era for country music, and this duet perfectly captures that time’s essence.

Everything about this song, from Jackson’s full beard (a rare departure from his signature mustache) to Krauss’s high hair, exudes 90s nostalgia. The duet brings a unique charm, reminding listeners of an era when country music was both heartfelt and timeless.

A Must-Add to Your Holiday Playlist

If you’re looking for a song that adds beauty and meaning to your holiday playlist, “The Angels Cried” is the perfect choice. The duet between Alan Jackson and Alison Krauss captures the spirit of Christmas in a peaceful, reflective, and emotionally resonant way.

Whether you’re a longtime fan of 90s country music or discovering this duet for the first time, “The Angels Cried” will surely become a cherished part of your holiday season. Take a moment to watch and listen to this beautiful performance below—it’s a duet that will leave you feeling the true spirit of Christmas.