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Guide to 5 Must-Visit Historical Treasures of South East England

Following on from our recent podcast I am delighted to publish a guest article by John Coupland from John England Tours

John’s love of English history and a chance encounter with an inspired tour guide in South East Asia was the catalyst for his move into private tour guiding. With a focus on Kent, and South East England more widely, John England Tours offers a wide range of trips to fascinating historical and cultural sites. Today he joins us on UK Travel Planning to share some of his favourite historical treasures of South East England.  

HISTORICAL TREASURES SOUTH EAST ENGLAND 1
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5 Historical Treasures of South East England

Chartwell: The Former Home of Sir Winston Churchill

Chartwell one of the historic treasures of South East England.
Chartwell

I should begin by saying that I have far too many favourite historical sites in South East England to draw up a definitive list, but this first choice is simply a must. 

WW2 history is a huge area of interest worldwide, and it’s particularly the case with my guests. Britain has no shortage of amazing WW2-related sites, but Churchill’s former home at Chartwell is extra special.

Sir Winston Churchill is one of Britain’s all-time towering political figures and my guests from around the world are always impressed by Chartwell. Getting so close to where this exceptional man lived with his family, painted, and wrote many of his masterful books, tends to leave guests inspired.

I’ve never claimed to be a WW2 expert, but the vast knowledge that some of my guests have of Churchill and the wartime period is incredible. 

Chartwell overlooks a part of the Weald of Kent, where medieval Kings used to hunt for deer. Churchill certainly had an eye for beauty – which included his wife, Clementine, with whom he knew he was blessed to spend most of his life. 

“My most brilliant achievement was my ability to be able to persuade my wife to marry me.” – Sir Winston Churchill.

Hampton Court Palace

Hampton Court Palace.
Hampton Court Palace

It’s another chapter of English history that just seems to captivate more and more people with every passing year – the reign of King Henry VIII. There’s been so many terrific books, films, and TV series on Henry VIII, people can’t help but be drawn to him. And his divisiveness fuels that interest.

From the classic Oscar-winning film with Robert Shaw, A Man for All Seasons, to Hilary Mantel’s Wolf Hall novels, and the popular BBC TV drama The Tudors, the life of Henry VIII, and the tragic executions of two of his wives, has been told so many times that even someone with only a passing interest in history has a familiarity with the subject. There’s nowhere quite like Hampton Court Palace for conjuring the feel of that Tudor period.

But Hampton Court boasts so much that goes beyond the Tudors (though it is the period that carries the most glamour for most of my guests). The architecture is extraordinary, the mix of 16th-century Gothic elements with the later Baroque additions of King William III and Queen Mary II. There’s an amazing selection of items from the Queen’s Royal Collection on display. 

And, finally, I have to say that Historic Royal Palaces do an excellent job of keeping the site interesting and accessible for guests of all ages. You will come away from Hampton Court Palace enthralled! 

Dover Castle and the White Cliffs

White cliffs of Dover.
White cliffs of Dover

As a driver-guide, I collect my guests from the London suburbs and we head out into the countryside of Kent or further afield to explore historical sites. Dover is one of the more distant destinations we visit, but it’s just so iconic. Seeing the White Cliffs of Dover up close is a once-in-a-lifetime thing to do for many visitors to England, as it’s usually a bucket-list attraction.

When you have the weather on-side, there are few places in England that can rival the White Cliffs for their inherent cinematic qualities – it’s picture-perfect.

However, it’s not the only treasure in Dover. I offer a selection of custom tours that are tailored for individual guests and these options normally involve taking in two historic sites during one tour. With Dover, we cover the cliffs and Dover Castle. 

An area of importance since Roman times, Dover Castle has been developed and put to use in the defence of the realm during many of England’s key conflicts. That mix of Roman history (the Roman lighthouse unbelievably still standing!), the Napoleonic era, and the castle’s connections to WW2 make Dover desirable for anyone curious about British history. 

Roman Lighthouse and the Church of St Mary in Castro (Dover Castle).
Roman Lighthouse and the Church of St Mary in Castro (Dover Castle)

Leeds Castle: The Loveliest Castle in the World

Leeds Castle.
Leeds Castle

Located in the South East England county of Kent, known as ‘The Garden of England’, I had to pick Leeds Castle because it’s undoubtedly one the country’s most enchanting historical locations. For many visitors from overseas, this is what they imagine when they think of a traditional British castle – it’s old, it’s grand, and its 900-year history is utterly captivating.

I love fielding questions as a guide and sharing my local knowledge. But when you visit a place as visually magnificent as Leeds Castle, half your job is done for you – it’s a holiday highlight for as soon as you set eyes on the place. I visit a range of English castles with my private day tours, but the size and grandeur of Leeds Castle means it has to make the list. The bonus? – It has a moat like no other castle, in my view! 

Learn More About John and His Tours

John Coupland of John England Tours.

We hope you’ve enjoyed reading about some of John’s favourite destinations in South East England that he covers on his tours. To find out more about John’s work and to browse his full selection of day tours, walking tours, and tailor-made tour options, head on over to his website.

Hear more from John in our UK Travel Planning Podcast Episode 6 Discover historic South East England with John England Tours

Read more about visiting South East England

Disclosure: As an Amazon Associate I earn from qualifying purchases.

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🎉We did it! We passed 350,000 downloads of the UK TRAVEL PLANNING PODCAST! 🎧Thank you to each and every one of you who has listened to the podcast. ❤️ And a HUGE thank you in particular to our monthly sponsors - we appreciate you so much. 

Thank you to all of our guests 💕 - we love chatting with you about your trips. Plus of course all our wonderful partners (who all agree to come onto the podcast - some on multiple occasions!) 

My next aim - 1 million! Come on team we can do it! 💪

#podcast #travelpodcast #travelpodcaster #uktravel #uktravelpodcast #uktravelplanning #uktravelplanningpodcast
In episode 127 of the UK Travel Planning Podcast, host Tracy Collins is joined by Melissa Jones, a first-time international traveller from Pittsburgh, Pennsylvania, who shares her exciting London trip report. Melissa recounts her solo adventures in London, from iconic landmarks like Trafalgar Square, Kensington Palace, and the Tower of London, to cultural gems such as the Victoria and Albert Museum. Discover her tips for planning an itinerary, navigating public transport, and the importance of pre-booking attractions to avoid long queues.

Melissa also shares her experiences of indulging in traditional British cuisine, including sticky toffee pudding, fish and chips, and a memorable afternoon tea at Claridge’s.

She offers insights into her shopping adventures, highlighting unique finds from Covent Garden’s antique market and London’s renowned department stores. Whether you’re curious about solo travel in London or eager to hear about Melissa’s favourite spots and tips, this episode is packed with inspiration for your own UK adventure.

#outandaboutwithuktravelplanning #uktravelplanningpodcast #uktravelplanning #uktravel #visitbritain #travelpodcast #solotravel #tripreport #visitlondon #highclerecastle #london🇬🇧
December is one of the most magical times of the year to visit London. ✨

The city comes alive with festive spirit, offering visitors an unforgettable experience filled with twinkling lights, seasonal events, and that quintessential holiday charm. 🎅

The streets are adorned with sparkling decorations, from the iconic Oxford Street lights to the enchanting displays in Covent Garden. 🎊

London’s historic landmarks, like Tower Bridge and St. Paul’s Cathedral, look especially beautiful when framed by festive illuminations or, if you’re lucky, a light dusting of frost. ❄️

For those looking for unique experiences, there’s plenty beyond the usual lists of activities.

👉 Head to Hampton Court Palace to experience an outdoor ice rink set against the stunning backdrop of Tudor architecture, or take a candlelit tour of the historic palace for a more atmospheric evening.

👉 For a quirky seasonal twist, visit the Cutty Sark in Greenwich, where special winter storytelling sessions bring maritime history to life for all ages.

👉 If you’re after something more serene, the Geffrye Museum offers a fascinating look at Christmas traditions through time, set in beautifully preserved period rooms.

👉 For foodies, indulge in a winter feast at the Pergola Paddington, an open-air rooftop dining experience made cozy with heaters, blankets, and festive menus.

December in London offers endless opportunities to soak up the festive atmosphere, making it a truly magical time to visit. With so much to do, you’re sure to leave the city with a heart full of holiday spirit and memories to last a lifetime. 🎄
In episode 126 of the UK Travel Planning Podcast unlock the secrets of London with our latest adventure, where we promise you’ll discover how to explore the best of the city without emptying your wallet.

Join us as we navigate through a London three-day itinerary masterfully designed by Daryl Bennett from GoCity, revealing not just the famous landmarks like the London Eye and St. Paul’s Cathedral but also hidden treasures such as the immersive art of Frameless and the historical gems of the Florence Nightingale Museum.

In our previous conversation with Daryl (UK Travel Planning Podcast Episode #106), we uncovered strategies for maximizing the London Pass to make your journey enjoyable and cost-effective. In this episode, we test it out! 

Experience the ease and flexibility of the London Pass app, from the modern art delights of the Moco Museum to the historical depths of Apsley House and the majestic views from the Greenwich Meridian – Daryl’s itinerary offers something for every traveller. 

Whether a scenic Thames ride to Greenwich or an insightful Yeoman Warder tour at the Tower of London, our episode guarantees a comprehensive guide to making the most of your time in London with the London Pass. 

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✨ London’s Christmas Lights ✨

Get into the festive spirit with some of London’s most magical Christmas light displays:

1️⃣ Covent Garden 🎄✨
2️⃣ Burlington Arcade 🎁💎
3️⃣ Cartier, New Bond Street 💎🎀
4️⃣ Royal Arcade 🌟🎄
5️⃣ Regent Street 🎅✨

And there’s more to come! Follow for more festive London spots over the next few days 🎄🎥 

#londonchristmaslights #festivelondon #christmasinlondon #outandaboutwithuktravelplanning #uktravelplanningpodcast #uktravelplanning #london