Whether you desire an intimate ceremony for 50 guests or a reception for a few hundred, our experienced and passionate team of professionals will personally attend to every detail. Every wedding can be customized to suit your wedding dreams and even inspire some new ideas.
Rachel Withrow
Rachel Winthrow - Wedding and Catering Sales Manager

With over five years of management and hospitality experience, Rachel is a graduate of Clemson University with a degree in Food Science Human Nutrition and Dietetics. She enjoys working and having fun at this beautifully historic resort. Rachel is highly qualified to help you plan the perfect wedding with past experience in Cincinnati and Charlotte. In her free time, you can find her spending time with her husband and two beautiful children.

Cali Baskin
Cali Smith - Wedding and Social Services Manager

Cali is a graduate of Drexel University in Philadelphia, PA with a Bachelor of Science in Marketing and Business Administration. She enjoys creating one of a kind events for each and every client that she works with, putting a smile on their face from the first phone call through the event day. With her previous four years of experience in Virginia Beach and Philadelphia, Cali is highly qualified to help you plan your dream wedding or event. In her free time, you can find her with her fiancé and golden retriever enjoying the outdoors in our beautiful state of Virginia.  

Esme Pitard - Catering and Conference Services Manager

A native of New Jersey, Esme attended William and Mary to pursue a career as a high school English teacher. However, during a summer job at the Williamsburg Inn, she discovered her love of the hospitality industry. She remained in Williamsburg for 10 years and was promoted to conference services manager where she was responsible for the Summit of Industrialized Nations, the most memorable event in her career. Later, she was named corporate secretary of Colonial Williamsburg Hotel Properties and assistant secretary of the Colonial Williamsburg Foundation. Esme left Williamsburg to join The Homestead team as a conference services manager and volunteered to handle weddings. Over the past 20 years, she has worked with nearly 500 weddings at The Homestead, The Greenbrier, Gasparilla Inn and Club and Boar’s Head Resort.