Jessica Hennessey Weddings is a full-service, award-winning luxury wedding planning & design company based in New England, nestled between the coastal romance of Cape Cod and the quaint, yet bustling, city of Boston.
From the picturesque landscapes of Massachusetts to the serene coasts of Maine, our passion knows no bounds. With an unwavering commitment to excellence, we specialize in crafting unforgettable moments that transcend geographical boundaries. Allow us to turn your dreams into reality, no matter where your love story takes you!
JESSICA
LEAD PLANNER + DESIGNER
With over two decades of experience in the production & events industries, Jessica’s compelling design sense, meticulous attention to detail and proven understanding of imperative logistics have made her an award-winning Wedding Planner and two-time Emmy award-winning Producer.
Great stories surprise us. They stick in our minds to help us remember a moment back in time that was truly special. Choosing a wedding planner is one of the most important decisions you will make for your big day. Jessica believes in catering to your style and personality as a couple and giving your guests a one-of-a-kind experience.
Jessica’s work has been featured in BRIDES, Style Me Pretty, Wedding Chicks, Ruffled, Carats + Cake, Crate and Barrel, Bride and Groom Magazine, Glamour + Grace and many more. She was rated Boston area’s “Best of the South Shore” from 2020 - 2022.
FUN FACTS: Jessica is ordained in the State of Massachusetts and can perform a wedding ceremony in a pinch. When she’s not planning weddings, you can find her searching for a new adventure with her husband and two kids!
HILLARY
ASSOCIATE PLANNER
Hillary is a key member of our on-site coordination team. From rehearsal to day-of setup, her hustle and attention to detail makes her a critical asset on wedding days.
CHRISSY
ASSOCIATE PLANNER + PRODUCTION COORDINATOR
Chrissy assists with all of our planning logistics behind the scenes and is a key member of our on-site coordination team. Her ability to procure the most challenging production tasks are a crucial part of our success.
KATELYN
CONTENT MANAGER
Katelyn is our rockstar content manager, aka, keeper of all-things-media to bring our distinguished work out into the world.