A career oriented woman, Sarah Bloom, who ran away from her small town life in Massachusetts, is now living in New York City and poised to become the next big wedding planner of the famed NY social scene when she's hired to plan the most anticipated wedding of the season. The problem: The groom is from Sarah's home town of Williamstown, MA and wants the wedding on the family farm which is now being run by the older brother who happens to be Sarah's first love. So, can the sophisticated city girl navigate the pitfalls of her past, possibly find true love in her future, and pull off the wedding of the season even though it might not be the one she planned for?
After ten years of dating, Chloe’s boyfriend Eric still hasn’t matured. Hoping to give him the push he needs, she dumps him; confident Eric will grow up and beg her to come back. However, six months later, Eric meets Chloe for dinner with big news: he’s getting married in a week. Needing a break to mend her broken heart, Chloe takes a vacation, but when she arrives, she learns that Eric and his fiancée are getting married at the same resort!
A successful wedding planner is trying to make dreams come true for brides by organizing fairy tale weddings. But when she is paired with a financial advisor at a wedding expo, she soon realizes that he is giving the exact opposite advice to their audience by telling them to save their money. When they are forced to spend a lot of time together, they find out that they have more in common than they think.
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