winter wedding guest dresses

Hello! My fiancé and I are looking to get married either December 2021 or January 2022. He proposed on Christmas Eve 2019. We live in Sanford, so we want the wedding to be close to home. We are looking at about 50 guests and would like to keep the budget closer to $5,000 but no more than $10,000. I’d like an outdoor ceremony and maybe a barn/outdoor reception. We need everything...venue, photographers, hair & makeup, dress, music, food & beverage, cake, flowers, etc! We are considering the help of a planner. All advice is welcome and appreciated! winter wedding guest dresses ☺️

Edited to add: As we live in Sanford, we are looking for local (Sanford/Orlando/Lake Mary/Winter Park/Winter Springs/Maitland) vendors and venues please.