On This Holiday
Decker performed songs from the album on December 5, 2018, at The City Winery in Nashville, Tennessee. Promotion and release. The track, "Baby! It's Christmas", was updated from the 2014 release and made available for download with the pre-order on October 15, 2018. The full album was released on October 26, 2018 through Epic Records. Other versions include an autographed vinyl LP with early access to the 2019 tour, an autographed booklet and a Target exclusive bonus track. The album peaked at No. 10 on the "Billboard" Holiday Album Sales chart, selling 1,800 copies in  its first week. Critical reception. Artvoice describes the album as a "joyous revelation, with Jessie displaying both her countrified command of the holiday repertoire and her ability to bring more intimate nuances to beloved classics ingrained in her own holiday memories, each song soaring as an illuminating renewal of the season". Annie Reuter of One Country states that "the singer shows off her fashion sense with a series of costume changes while posing for a photo shoot" with Forrest Bradley Decker making an appearance. Reuter goes on to say that "The pop-country track showcases Jessie’s soulful singing style  with several powerful belts" and that "the singer’s laid-back personality and infectious spirit is highlighted". According to people.com it is one of the 12 Celebrity Christmas Albums You'll Want to Play on Repeat This Holiday Season and staccatofy.com also said "On This Holiday is chalk-full[sic] of golden holiday nuggets. Kicking off with “It’s the Most Wonderful Time of the Year,” it sets the tone for a celebratory sound. Decker is poised and resonates a confidence with crystalline pitch and shimmering phrasing. The tunes range from fun and flirty, “Santa Baby,” to a more serious tone  on “Do You Hear What I Hear.” Decker's voice is commanding with the ability to embellish her phrases with ornaments of inflection and soulfulness. Tunes like “Wonderful Day,” offering a traveling song vibe, with jangling guitars and an easy-going spirit. On This Holiday, is a delightful way to soundtrack the holiday, with just enough Country to keep it warm and just enough pop to keep it bright."