Cotswolds Wedding Planner, Producer & Professional Problem Solver
Meet Jessie McGregor
I believe the best weddings feel effortless. Not because they happen by chance, but because someone has thought carefully about every detail behind the scenes.
I’m Jessie, founder of Cotswolds Weddings. I work with couples who want to create something personal and memorable, bringing together creative vision, considered planning and the practical expertise needed to make it happen.
Before specialising in weddings, I spent years working in advertising, including at one of the world’s largest advertising agencies, producing major campaigns and high-profile live events. That experience taught me how to manage complexity, bring different teams together and keep ambitious projects moving when the pressure is on.
I bring that same approach to weddings: a creative eye, a structured plan, attention to detail and the confidence to find solutions when circumstances change.
I’m Jessie, founder of Cotswolds Weddings. I work with couples who want to create something personal and memorable, bringing together creative vision, considered planning and the practical expertise needed to make it happen.
Before specialising in weddings, I spent years working in advertising, including at one of the world’s largest advertising agencies, producing major campaigns and high-profile live events. That experience taught me how to manage complexity, bring different teams together and keep ambitious projects moving when the pressure is on.
I bring that same approach to weddings: a creative eye, a structured plan, attention to detail and the confidence to find solutions when circumstances change.
Recognised among the world’s best
I’m delighted to have been named among the Top 50 Wedding Planners in the World by Destination Weddings. It’s a wonderful recognition of the passion, creativity and meticulous attention to detail that goes into every wedding I plan, and a lovely reflection of the incredible couples, venues and creative teams I’ve had the privilege of working alongside.

Why the Cotswolds?
The Cotswolds is full of extraordinary places to celebrate, from elegant country houses and historic gardens to private estates and blank-canvas marquee venues. But each setting comes with its own practical considerations.
Local knowledge matters. Understanding access, supplier logistics, venue restrictions and the realities of building an event from the ground up can make the difference between a day that simply looks beautiful and one that works beautifully, too.
As a preferred planner at Kiftsgate Court Gardens, I bring first-hand venue knowledge alongside experience across the wider region.
Local knowledge matters. Understanding access, supplier logistics, venue restrictions and the realities of building an event from the ground up can make the difference between a day that simply looks beautiful and one that works beautifully, too.
As a preferred planner at Kiftsgate Court Gardens, I bring first-hand venue knowledge alongside experience across the wider region.
A personal approach, from start to finish
I deliberately limit the number of weddings I take on so I can give each couple the time and attention their plans deserve. You’ll work directly with me, with clear communication and a planning approach shaped around your priorities.
My job isn’t to make every wedding look the same. It’s to understand what matters to you, help you make confident decisions and bring all the elements together into a celebration that feels unmistakably yours.
My job isn’t to make every wedding look the same. It’s to understand what matters to you, help you make confident decisions and bring all the elements together into a celebration that feels unmistakably yours.

If you’re planning a wedding in the Cotswolds and want a planner who combines creativity with serious logistical expertise, I’d love to hear what you’re planning.
Jessie McGregor
Photo credit @davidbostock