A Holiday in Harlem follows Jazmin Carter, a successful business executive who has always steered clear of her hometown during the holidays. However, when her boss tasks her with closing a deal with a family-owned business in Harlem, Jazmin reluctantly returns to her roots. While in Harlem, Jazmin connects with her childhood friend, Reggie, who helps her navigate through the neighborhood. As she spends more time in Harlem, Jazmin begins to rediscover the community she left behind and falls in love with the neighborhood's holiday traditions. Along the way, Jazmin also helps the struggling family business and learns the true meaning of giving back. Ultimately, Jazmin realizes that her success in life isn't just about climbing the corporate ladder but also about connecting with the people and places that shaped her.