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https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/19da35c0-d2b8-44af-9c4b-3f3f28164c92/LAURELS_FULL.png About Us - Make it stand out Whatever it is, the way you tell your story online can make all the difference. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/bf8200f5-5ddc-4fb9-9f53-b25b5273262b/JESSICA+HENNESSEY+CREST.png About Us - Make it stand out Whatever it is, the way you tell your story online can make all the difference. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/fc25975a-2f84-495a-ba9d-2b7e749f1f35/behindthescenes.png About Us https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/1561333939531-EE5BVNU7XY0J2IJM1FQ3/jharperphotography_2019_jhennessey_-6.jpg About Us https://www.jessicahennesseyweddings.com/blog-impact daily 0.75 2023-01-19 https://www.jessicahennesseyweddings.com/blog-impact/example-blog-post-1-2e3n2 monthly 0.5 2017-11-09 https://www.jessicahennesseyweddings.com/blog-impact/example-blog-post-2-z2wkj monthly 0.5 2017-11-09 https://www.jessicahennesseyweddings.com/meettheteam daily 0.75 2023-06-01 https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/1561141171432-B1K3JXICBAEYVO7G58DS/jharperphotography_2019_jhennessey_-81.jpg Meet The Team - KRYSTI ASSOCIATE PLANNER A New Hampshire native and country girl at heart, Krysti has over 8 years experience in the wedding industry ranging from catering, event coordination and most extensively, floral design and setup. Quick on her feet, Krysti is detail orientated and thrives on the energy and hustle of wedding day. A great addition to the Jessica Hennessey Weddings team in 2018 - with an eye for design, she loves the creative aspect of the wedding industry and working to bring each couple's vision come to life. No two weddings are ever the same! https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/d22b85c0-df83-4481-92a7-9f92bf2f9a73/KatieTraufferPhotography-JessicaBrandingSession2023-22.jpg Meet The Team - Jessica Whatever it is, the way you tell your story online can make all the difference. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/1616524761725-M1YM4DRBAML7A68CQ2HW/Chrissy-8.jpg Meet The Team - CHRISSY ASSOCIATE PLANNER + PRODUCTION COORDINATOR After 10+ years of working in the hospitality industry and managing restaurants, creating a memorable experience comes second nature to Chrissy. She thrives on the genuine connection she has with her clientele and making their vision become a reality through her experience in event planning, catering and intuitive design. Chrissy joined the Jessica Hennessey Weddings team in 2020 and is dedicated to her quality of expertise. She looks forward to making your special day one you will always remember! During her free time Chrissy loves to plan and host gatherings with her family and friends, whether it be for a special day or just for fun. She believes in the magic of the moment and finds the happiness in others truly gratifying. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/1565552591022-H79SECZT22ACHTI581XA/jharperphotography_2019_jhennessey_-91.jpg Meet The Team - HILLARY ASSOCIATE PLANNER As an innovative cake decorator for the past ten years, Hillary has not only geared her keen sense of design to her beautiful creations, but now offers them to each unique wedding. Hillary joined Jessica Hennessey Weddings in early 2018 and is thrilled to be a part of such an amazing team. Just like her cakes, she loves to see a couple’s vision of art become a reality. Each wedding is distinct in its own way and Hillary assists this by adding her attention to detail into the wedding planning process. Besides wedding planning, she also enjoys helping her own family and friends coordinate and design their own special events. FUN FACTS: Hillary also bakes special occasion cakes! From weddings, to birthdays, to anniversaries - they not only look pretty but they taste darn good too! https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/1562612172693-YLWB0L2K8GBH9L6BFP7F/MEETTHETEAM.png Meet The Team https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/1560018524896-IZ2R330SWMKLJTH6Y5QQ/Award+Winning+Cape+Cod+Wedding+Planner Meet The Team - JESSICA LEAD PLANNER + DESIGNER As a two-time Emmy award-winning Producer, Jessica has been in the background planning and coordinating since 2007. With her start in the TV & Film industry, she learned to perform well under pressure and became an effective problem-solver. Working at a Creative Agency and with companies like HGTV, Microsoft, NFL Films, Reebok, NESN, Staples & Showtime kept her alert and always thinking on her toes. WHY WEDDINGS?! Moving into documentary filmmaking in early 2014 made Jessica realize how much she loves to tell human stories. The raw emotion, natural beauty and realness of it all was captivating. While they're just as unpredictable as any other event, a wedding brings an unmatched feeling of joy, success and achievement to anything in her earlier career. As a former bride, she knows the stress that can be associated with planning the perfect day. Jessica Hennessey Weddings was established in 2016. Since its inception, Jessica has been featured in BRIDES, Style Me Pretty, Wedding Chicks, Carats + Cake, Crate and Barrel, Bride and Groom Magazine, Glamour + Grace and more. She has also won the Wedding Wire Couples' Choice and The Knot Best Of Weddings awards and was voted “Best of the South Shore” in the Wedding Planner category 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 spending time on the road, searching for a new adventure with her husband, two kids and their dog, Finley! https://www.jessicahennesseyweddings.com/servicesold daily 0.75 2025-11-04 https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/4e85c5df-6e23-4436-b02a-8a3fca182df0/WheatleighEditorialSubmission-69.jpg Cape Cod + Boston Wedding Planner - DESIGN PLANNING & EXECUTION As a wedding and event designer, Jessica’s key goal on your wedding day is to wow your guests with a stunning, custom design - catered to you and your partner in the most personalized way. Your final result? A 25-30 page design guide with comprehensive direction on executing the look of your day. Bonus: If you are already working with us - design planning is included in our full service wedding planning package and available as an add-on to the partial planning and wedding management options. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/9e20b483-e6a9-45a0-bfff-39c6f1f1501f/Gabbie+%2B+Jason-719.jpg Cape Cod + Boston Wedding Planner - WEDDING MANAGEMENT | DAY-OF COORDINATION The most crucial period of logistical planning is in the months leading up to your wedding day, and success is dependent on how well your details have been planned and recorded. Wedding management empowers you to relax for the remainder of your planning process by handing off all current wedding plans to a seasoned professional. Your day-of plan, timeline and logistics - which are incredibly important for private estate, tented and indoor venue weddings alike. Ensure nothing gets missed! Our flawless execution assists in delivering the unique story of your wedding day for years to come. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/66263ac6-148f-4f7e-9ea0-ebca2f4a5cd5/Ceremony-122+%281%29.jpg Cape Cod + Boston Wedding Planner - FULL SERVICE WEDDING PLANNING Jessica’s approach to full-service planning focuses on customizing experiences and entrusting a team of talented creatives, allowing each event to reflect your personality, vision and style. Throughout her career, Jessica has managed a distinct portfolio of logistically detailed events, developing her treasured bank of production knowledge. With enthusiastic planning and intricate design, our end goal is to surpass client expectations on every level. From pre-planning at your private residence or venue, to working through your budget, comprehensive vendor procurement and contracting - every phase of your wedding day is carefully managed to support a stress-free wedding planning experience. In the months leading up to your wedding date, our team kicks into wedding management gear to formulate your day-of plan, timeline and logistics - which are incredibly important for private estate, tented and indoor venue weddings alike. Our flawless execution assists in delivering the unique story of your wedding day for years to come. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/b805f9be-22ee-4702-ade2-3cbf054a7953/Cape+Cod+and+Boston+Luxury+Wedding+Planner.JPG Cape Cod + Boston Wedding Planner - PARTIAL WEDDING PLANNING Our partial planning approach focuses on shaping your experience with our team in a collaborative presence. In helping you build, design and manage your wedding day with an ideal team of devoted vendors, we’ll create an effortless celebration from start to finish together. In the months leading up to your wedding date, our team kicks into wedding management gear to formulate your day-of plan, timeline and logistics - which are incredibly important for private estate, tented and indoor venue weddings alike. Our flawless execution assists in delivering the unique story of your wedding day for years to come. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/2be8b704-c0bc-43ec-862b-7ddfef3fa775/WEDDING_AND_EVENT_SERVICES_HEADER.png Cape Cod + Boston Wedding Planner - Make it stand out Whatever it is, the way you tell your story online can make all the difference. https://www.jessicahennesseyweddings.com/contact daily 0.75 2024-12-03 https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/89c25b4b-5cb8-4442-b32d-58dc33cd1144/CONTACTUS_HEADER.png Best Cape Cod & Boston Wedding Planner & Designer https://www.jessicahennesseyweddings.com/partners-impact daily 0.75 2023-01-19 https://www.jessicahennesseyweddings.com/new-page daily 0.75 2023-03-07 https://www.jessicahennesseyweddings.com/about daily 0.75 2025-11-17 https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/fb9bc169-0283-4b9f-865c-133707e262e4/KatieTraufferPhotography-JessicaBrandingSession2023-29.jpg Meet The Team - KATELYN CONTENT MANAGER Katelyn is our rockstar content manager, aka, keeper of all-things-media to bring our distinguished work out into the world. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/9251b717-c2b9-4809-a0ef-3acf0b66c041/KatieTraufferPhotography-JessicaBrandingSession2023-36.jpg Meet The Team - 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. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/d9f94274-89c0-4e5c-bf91-06344854ae76/JessicaBrandingSession2023-4.png Meet The Team - JESSICA LEAD PLANNER + DESIGNER With more than two decades of experience in the production and events industries, founder Jessica Hennessey blends an Emmy award-winning background with an instinctive eye for beauty, storytelling, and logistics. Her approach is grounded in the belief that great weddings feel like great stories: immersive, thoughtful, and full of meaningful details that reflect a couple’s personality. Jessica brings meticulous attention to detail, masterful organization, and a calm, collaborative presence to every celebration. From tented private estate weddings on Cape Cod to elevated coastal events across Boston, Newport, and Maine, she is known for transforming venues into spaces that surprise and delight. Her work has been featured in BRIDES, Style Me Pretty, Wedding Chicks, Ruffled, Carats + Cake, Bride & Groom Magazine, Glamour + Grace, and more, and she was awarded Best Boston Wedding Planner by Boston Business Women, and Best of the South Shore three years in a row. The heart of Jessica Hennessey Weddings lies in creating guest experiences that feel warm, intentional, and entirely bespoke. Jessica partners closely with couples to understand their style, priorities, and vision, then leads the full creative process. From vendor curation to detailed timelines to immersive design moments, ensuring the day flows seamlessly. As a two-time Emmy award-winning producer, Jessica approaches each wedding with a cinematic mindset: crafting moments that feel beautifully orchestrated yet full of genuine emotion. She believes the best celebrations honor family, elevate tradition, and give every guest a memory worth holding onto. Jessica Hennessey Weddings exists to tell love stories in a way that feels elevated, meaningful, and unmistakably you. 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. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/1e868bd0-9785-441a-a84b-b1354422d56c/ABOUT_US.png Meet The Team https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/c1260971-d115-4216-a585-7b5db566e59c/KatieTraufferPhotography-JessicaBrandingSession2023-39.jpg Meet The Team - 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. https://www.jessicahennesseyweddings.com/services daily 0.75 2025-11-06 https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/ba59b2e2-1c31-44a2-b1aa-816dc3c92c4d/WEDDING_AND_EVENT_SERVICES_HEADER.png SERVICES https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/1bbcc6c1-ff38-4bc9-8e73-c62923c975ef/CC-willowdale-teaser-97.jpg SERVICES - SIGNATURE WEDDING PLANNING PARTNERSHIP Our Signature Wedding Planning Partnership is ideal for the couple who’s begun planning but values structure, trusted expertise, and professional oversight. We bring refinement and ease to your process — blending your vision with our proven systems to ensure a beautifully organized experience. PRE-PLANNING LOGISTICS SIGNATURE DESIGN FRAMEWORK AND CONSULTATION PLANNING & PROCUREMENT FULL WEDDING MANAGEMENT DAY-OF COORDINATION —— TIER 3 https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/a5ff3e97-592a-48c9-bb84-11f3ae27e0ea/KASSIDY%2BANDREW-948.jpg SERVICES - ESSENTIAL WEDDING MANAGEMENT PARTNERSHIP 5-MONTHS PRIOR TO WEDDING DAY + DAY-OF COORDINATION 3-MONTHS PRIOR TO WEDDING DAY + DAY-OF COORDINATION Our Essential Wedding Management Partnership is designed for couples who have thoughtfully planned their celebration and are ready to entrust the final logistics to a professional team. We step in to manage the final months, refine your plans, and execute the day with the polish and calm expertise Jessica Hennessey Weddings is known for. PRE-PLANNING LOGISTICS ESSENTIAL DESIGN CONSULTATION FULL WEDDING MANAGEMENT DAY-OF COORDINATION —— TIER 4 https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/d8dd753b-6417-4d6a-8af7-88f182b86255/Ceremony-122.jpg SERVICES - WEDDING DESIGN EXPERIENCE For couples confident in planning but seeking elevated creative direction, our Wedding Design Experience focuses solely on the artistry and aesthetic vision of your celebration. We craft a cohesive design story that mirrors your personality, venue, and style — ensuring every visual element feels intentional and refined. PRE-DESIGN LOGISTICS FULLY-CURATED LUXURY DESIGN BLUEPRINT DESIGN MANAGEMENT DAY-OF DESIGN EXECUTION https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/f9b3f242-495e-4945-aa11-b35d2ad6519f/CAPE_COD_WEDDING_WINSLOW_ESTATE_ORLEANS SERVICES - ENHANCEMENT OFFERINGS ENHANCEMENT OFFERINGS EVENTS: → Engagement Party → Bridal Shower → Rehearsal Dinner → Post-Wedding Brunch → Bachelorette Party → Bachelor Party DESIGN & PLANNING MANAGEMENT: → Wedding Design Experience (Added to Wedding Management or the Signature Experience) → Stamp, Seal & Mail Invitation & Save The Date Suites → RSVP Management → Wedding Website Creation & Design → Welcome Bag Sourcing & Assembly → Favor Sourcing & Assembly → Additional Assistant → Additional On-Site Coordination Hours https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/8fa4a7dd-a304-4fa8-8840-31e6aed85abf/MarrkandCaseyPreview-122.jpg SERVICES - PREMIER WEDDING PLANNING & DESIGN EXPERIENCE Our Premier Planning & Design Collection is for couples seeking an elevated planning experience paired with refined design direction. This offering combines expert logistical management with a focused design plan — creating a cohesive, graceful celebration without the full-scale production of our Concierge level. PRE-PLANNING LOGISTICS CURATED PREMIERE DESIGN BLUEPRINT FOR WEDDING DAY PLANNING & PROCUREMENT WEDDING MANAGEMENT DAY-OF COORDINATION PLUS ONE ADDITIONAL WEEKEND EVENT —— TIER 2 https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/ba043384-9ec0-41b9-b578-fcbcf8983992/LAURELS_FULL.png SERVICES - Make it stand out Whatever it is, the way you tell your story online can make all the difference. https://images.squarespace-cdn.com/content/v1/57b8ea8a3e00be38aec428f1/4b647c2d-5847-4f8b-a5d3-f30917ec9d28/Aaron_Snow_Photography.AES_7860.png SERVICES - LUXURY CONCIERGE WEDDING PLANNING EXPERIENCE Our Luxury Concierge Wedding Planning Experience is a comprehensive partnership tailored for couples who desire a seamless, artfully managed journey from first concept to final toast. We guide you through every stage — transforming design and ideas into immersive experiences that reflect your story, style, and setting. Every visual, logistical, and emotional detail is handled with precision and grace, allowing you to savor every moment of your engagement and celebration. PRE-PLANNING LOGISTICS FULLY-CURATED LUXURY DESIGN BLUEPRINT FOR ALL EVENTS PLANNING & PROCUREMENT WEDDING MANAGEMENT DAY-OF COORDINATION ALL WEEKEND EVENTS —— TIER 1