Intimate weddings,
done right
Winnie Lane & Co. plans intimate weddings and wedding weekends across Maine and Massachusetts — celebrations rooted in connection, intention, and the people who matter most.
Based in Maine - Planning throughout Maine & Massachusetts
From the rugged beauty of the Maine coast to thoughtfully chosen venues throughout New England, We help couples create intimate wedding celebrations rooted in connection, atmosphere, and exceptional guest experience. These are weddings designed to feel warm, intentional, and unhurried — where every face is familiar and every moment is meant to be savored.
Wedding Planning for couples who want presence, not pressure
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Weddings don’t have to be bigger to be more meaningful
At Winnie Lane & Co., we believe the most powerful weddings are the ones where every face is familiar and every moment feels intentional. Where you’re not rushing from one obligation to the next — you’re lingering, laughing, and fully present with the people who know you best.
We specialize in intimate celebrations because they deserve just as much care, creativity, and thoughtful planning as any large-scale event. With steady communication, compassionate guidance, and a grounded approach, we make the planning process feel supportive and even enjoyable — not overwhelming.
This is wedding planning that honors your story, your relationships, and the traditions you choose to keep.
Planning Experiences built around your celebration
The Final Stretch — Event Management
Event management for couples who’ve planned it all and want to enjoy it. I step in to manage timelines, vendors, and logistics—so you can stay present.
The Main Event — Planning + Coordination
Full-service planning for intimate weddings (75 guests or fewer). Design guidance, vendor recommendations, budgeting support, and decision-making help from start to finish.
The Celebration Series — Full Wedding Weekend
Wedding weekends, thoughtfully planned. From welcome dinners to farewell brunches—with travel assistance included—this is for couples who want more than just one day.
My approach is calm, organized, and intentional. No pressure. No chaos. Just thoughtful planning that feels manageable.
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Meet Cassie
I’m Cassie, the planner behind Winnie Lane & Co. I believe wedding planning should feel thoughtful, steady, and well-supported—not like a second full-time job. I work with couples who value meaning over mayhem and want a planner who brings clarity, care, and calm confidence to the process.
With a background in logistics and a people-first approach, I help guide decisions, manage details, and protect your energy—so when the day arrives, you’re present, supported, and free to actually enjoy it.
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“The way I would recommend Cassandra to every single person looking to get married. She has a touch for detail and has no problem explaining and breaking anything down to you so that you fully understand what is happening. From the beginning she is a dream to work with and takes so much stress off of you!
You can see in the detail and thought that goes into it with the styled shoots she does, the way she talks to you, and the relationships she has with other vendors!”
Based in Maine and serving couples from Maine through Massachusetts, We specialize in intimate weddings that celebrate connection, personality, and exceptional guest experience. From charming coastal ceremonies to boutique venues in Portland and beyond, this region offers diverse backdrops filled with character — perfect for couples who want a day that feels warm, authentic, and unforgettable. Whether you’re local or planning from afar, We're here to help you create a celebration that feels intentional and truly yours.
Maine Based | Serving Maine to Massachussetts
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Winnie Lane & Co. is a Maine-based wedding planning company serving couples across Maine and Massachusetts, specializing in intimate weddings and wedding weekends.