It features artists such as Earth, Wind & Fire; Seth MacFarlane; Trainor's cousins Jayden, Jenna, and Marcus Toney; and her father, Gary.

It was supported by the single release of Trainor and MacFarlane's cover of "White Christmas" (1942), which reached number one on the Adult Contemporary chart.

[9] She wanted the album to feel like "a pop Christmas", something that could be played throughout the year, and decided to include original songs along with covers.

[12] Her cousins Jayden, Jenna & Marcus Toney, and father, Gary, appear as featured artists, while her brother Justin took part in production and songwriting and Ryan in the latter.

[14] Trainor stated that her family "worship[s] the ground they walk on – so to get them to feature on this album still doesn't feel real.

[19] Conceived as a love song, she eventually started relating it to her affection towards her son: "When I perform it live, I do a dance where I tap my belly and I'm like, (singing) you're my kind of present.

[20] "Holidays", featuring Earth, Wind & Fire, "illustrates the connecting threads between '70s R&B/pop and current-day pop", according to Allan Sculley of The Spokesman-Review.

[22] Sculley thought that though Trainor "adds a few original touches, [...] the frothy instrumentation on these songs is standard stuff for today's version of pop music".

[30][31] The song was further promoted with performances on The Tonight Show Starring Jimmy Fallon and NBC's Christmas in Rockefeller Center special.

Today's Lindsay Lowe noted she wore "a lot of oversized bows" during promotion for the album, which she described as a "bold pregnancy style".

[38] On November 26, 2021, Trainor released the music video for "My Kind of Present", featuring appearances from her husband, Daryl Sabara, and their son Riley.

[39] Her cover version of "Rockin' Around the Christmas Tree" peaked at number 16 on the Adult Contemporary chart dated December 11, 2021.

AllMusic's Stephen Thomas Erlewine thought she approached it with the same enthusiasm as her usual "old-fashioned showbiz razzle-dazzle" style.

He added that the original recordings sound the most ebullient, but the whole album is "firmly within the realm of spirited seasonal soundtrack".

"[22] On the other hand, Knoxville News Sentinel's Chuck Campbell wrote that it lacks "well-crafted classics" to set it apart from other holiday albums, and the momentum is "routinely thwarted" by a combination of familiar and unfamiliar songs, which lead to "the party never hit[ting] its stride".