Welcome to the first Winged Boots high street store. Situated in the heart of Shenfield, our luxury travel boutique offers a more personal way to plan extraordinary journeys.
Here, the travel planning process becomes part of the adventure itself. Settle into our thoughtfully designed space, explore inspiring destinations and enjoy a one-to-one consultation with our expert travel managers, who will bring your travel aspirations to life.
From private island retreats and family adventures to milestone celebrations, every itinerary is crafted with care, insight and exceptional attention to detail. Visit Winged Boots Shenfield and discover a more immersive way to plan your next escape.

Tuesday - Friday: 9.30 - 17.30, Saturday 9:00 - 17.00
Choose from our complimentary drinks menu and relax in our comfortable travel lounge on Shenfield High Street.





Meet our team of expert personal travel managers, each bringing a minimum of 10 years' first-hand travel experience and global expertise to craft tailor-made holidays and seamless travel experiences.
Here's what to expect from your one-to-one luxury travel consultation in our Shenfield store.
Relax in our welcoming lounge with a complimentary refreshment while discussing your travel plans with a dedicated personal travel manager. We'll get to know your preferences, interests and aspirations to understand exactly what you're looking for.
Drawing on first-hand experience and expert destination knowledge, we'll recommend the perfect options for you. Together, we'll refine every detail and create a bespoke itinerary tailored to your style of travel.
Once booked, our award-winning concierge team takes care of the finer details. From restaurant reservations and exclusive experiences to airport assistance and special touches, we'll ensure every aspect of your journey is effortlessly arranged.
From hidden gems to iconic escapes, find inspiration for your next luxury holiday at Winged Boots Shenfield, where our expert travel managers bring every journey to life.
The Maldives, with its dazzling turquoise waters, abundant marine life and warm hospitality, is renowned for its atolls and luxurious private islands. Enjoy world-class diving and a deep dive into vibrant Maldivian culture.
You'll soon understand why we're a leading luxury travel specialist
From bookings to expert advice, discover how our luxury travel concierge service can create a bespoke itinerary fit for royalty.
From Big Five safaris to vineyard tastings and dramatic coastlines, South Africa is a land of contrasts and charisma. Discover world-class wildlife, bold flavours and endless adventure wrapped in effortless, high-end style.
Step straight into the heart of a David Attenborough documentary as you soar through treetops via zipline, search for animals in the rainforest and relax in natural hot springs. Costa Rica is one of a kind.
Discover the ultimate list of heritage stays that have welcomed heads of state, hosted the most prestigious celebrations and shaped the luxury hospitality industry that we know today.
Meet the team behind Winged Boots first retail store
Don’t just take our word for it. Read what our clients have to say about travelling with Winged Boots and planning their journey with Winged Boots Shenfield
“I only reached out to Winged Boots about 18 months ago for help with my holiday bookings. If I’m honest, I’ve always been a bit of a control freak and enjoyed the process of searching different dates and flights myself to get the best deal. That said, I’ve come to realise the team at Winged Boots do exactly that—and more. What really stands out, though, is how easy they are to deal with. It’s taken the pressure off completely, and I wouldn’t go back.”
“My experience with Matt at Winged boots was seamless and excellent. I came to him with a customers request for a villa holiday in Ibiza and he delivered, with nothing being to much trouble.”
“Rather than offering a one-size-fits-all solution, Matt takes the time to understand what's needed and provides a range of options, explaining the benefits of each so we can make the best decision for our clients.”
“These guys are the real deal. I‘ve worked with lots of agents and travel consultants and I now wouldn’t go anywhere else than Winged Boots. Their experience, care and careful process completely takes the stress out of bookings.”
Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.

Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.