In 2018, Terra and The Bombadils met during a Songwriters' Circle at the Deep Roots Festival in Wolfville, where they came together on stage for a spontaneous version of Terra's song Cotton Mill. The combination of Terra's storytelling and the Bombadils' strong harmonies and sophisticated strings left a mark on the audience and performers, inspiring new collaborations. True to its title, Winter Songs is a unique presentation of original and reimagined songs, capturing the frosty chill and fireside stories of the season, told with the warmth of new friendship between two of Nova Scotia's premier folk acts.