As Charlotte, a successful country music singer, returns to her hometown in Tennessee a week before her wedding, she hopes to borrow her late mother's wedding dress from her grandmother. However, her plans are complicated when she runs into her high school sweetheart, Ray, and old sparks begin to fly. With her record label pressuring her to write a new hit song, Charlotte must navigate her complicated emotions and decide if she's marrying the right man.

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Some movies that have similar genres and were produced around the same time as Road Less Traveled include The Princess and the Bodyguard, Riverfront Romance, From Friend to Fiancé, 18 Pages, Christmas Under Wraps, Racing Hearts.