Winston Churchill's London and The Churchill War Rooms - A Private Tour. - The Historic Tailor Henry Poole & Co on Savile Row

Winston Churchill’s London and The Churchill War Rooms – A Private Tour.

Experience Winston Churchill's London with a private 4-5 hour tour including visits to key landmarks and exclusive access to the Churchill War Rooms for $282.95.

The Winston Churchill’s London and The Churchill War Rooms – A Private Tour offers a detailed, personalized journey through the life and legacy of one of Britain’s most iconic leaders. For $282.95 per person, this private experience spans approximately 4 to 5 hours and includes skip-the-line tickets to the Churchill War Rooms. The tour begins at The Ritz London and takes you through key sites associated with Churchill’s early life, career, and personal interests, making it ideal for history enthusiasts and those eager to see London’s landmarks through Churchill’s perspective.

What sets this tour apart is the personalized approach delivered by an expert guide, who tailors the experience to your interests. The tour’s high rating of 5.0 out of 5 from 90 reviews indicates consistent satisfaction, especially for its extensive coverage, expert storytelling, and in-depth access to Churchill’s world. While the tour involves walking around various historic locations, it offers a comprehensive look into Churchill’s London for a realistic price point.

Key Points

Winston Churchill's London and The Churchill War Rooms - A Private Tour. - Key Points

  • Private, personalized experience led by an expert guide
  • Includes skip-the-line tickets to the Churchill War Rooms
  • Visits 13 significant stops from Churchill’s birthplace to his favorite shops
  • Duration of 4 to 5 hours accommodates morning or afternoon schedules
  • Cost of $282.95 per person offers a well-rounded, detailed itinerary
  • Suitable for history buffs, Churchill fans, and curious visitors

Starting Point at The Ritz London and Early Life at Spencer House

Winston Churchill's London and The Churchill War Rooms - A Private Tour. - Starting Point at The Ritz London and Early Life at Spencer House

The tour kicks off at The Ritz London on Piccadilly, providing a luxurious and central starting point. The guide then takes you to Spencer House and the nearby smaller house where a young Winston Churchill grew up. These stops highlight Churchill’s family background, with mentions of his father Lord Randolph Churchill and ancestry linked to the Dukes of Marlborough.

Visiting these historic homes, you’ll learn about Churchill’s early London years and his familial ties to Princess Diana through the Spencer lineage. The free admission to Spencer House and its neighbor allows a brief but insightful glimpse into Churchill’s childhood environment, setting the stage for his later achievements.

Exploring Mayfair: Churchill’s Young Adult Life and Style

In Mayfair, the tour focuses on Churchill’s early ambitions and personal style. You’ll see his bachelor pad and later residence with Clementine, along with some of his favorite tailors. A key highlight is the Allies Statue, where you can pose with Churchill and Franklin D. Roosevelt, emphasizing the importance of their Allied alliance.

This part of the tour emphasizes Churchill’s personal tastes, his aspirations, and his connections with London’s high society. The 10-minute stops at top shops underscore Churchill’s reputation as a dapper dresser and his famous suits.

The Historic Tailor Henry Poole & Co on Savile Row

Winston Churchill's London and The Churchill War Rooms - A Private Tour. - The Historic Tailor Henry Poole & Co on Savile Row

A visit to Henry Poole & Co reveals the tailor’s long-standing relationship with the Churchill family. The firm crafted suits for Winston and his father, including the famous pinstripe suit seen in the iconic Tommy Gun photo. Interestingly, the firm still has outstanding debts from Churchill, and suits often came back with cigar stubs in the pockets.

Recently, Henry Poole & Co made suits for Gary Oldman’s Churchill in the film The Darkest Hour, highlighting their continued connection to Churchill’s legacy. The 10-minute stop here provides a glimpse into Churchill’s style and character.

The Exclusive Shopping Streets of Jermyn Street and Churchill’s Favorite Shops

Winston Churchill's London and The Churchill War Rooms - A Private Tour. - The Exclusive Shopping Streets of Jermyn Street and Churchill’s Favorite Shops

The tour then moves to Jermyn Street, known for its luxury shops catering to discerning gentlemen. Churchill’s favorite colognes, aftershaves, and even his cheese monger are located here, giving insight into his personal preferences. Churchill is quoted as describing himself as “a man of simple tastes,” yet appreciating the best London has to offer.

The 15-minute visit to Jermyn Street reveals the refined side of Churchill’s personality, with opportunities to see shops he frequented. These stops help paint a full picture of Churchill as both a statesman and a well-dressed gentleman.

Churchill’s Practical Attire at Turnbull & Asser

Winston Churchill's London and The Churchill War Rooms - A Private Tour. - Churchill’s Practical Attire at Turnbull & Asser

A highlight is the visit to Turnbull & Asser, Churchill’s trusted shirt maker. Churchill’s ‘Siren Suit’ or ‘Romper Suit’, designed for comfort during wartime, was made by this renowned company. Prince Charles was the first to receive a Royal Warrant from Turnbull & Asser, underlining their prestige.

This 10-minute stop emphasizes Churchill’s practical side and his trust in quality craftsmanship for his everyday wear, especially during WWII.

Churchill’s Favorite Cigar Shop and his Iconic Cigar

Winston Churchill's London and The Churchill War Rooms - A Private Tour. - Churchill’s Favorite Cigar Shop and his Iconic Cigar

The James J. Fox & Robert Lewis store is where Churchill bought his beloved Romeo Y Julieta cigars. Visitors can sit in Churchill’s favorite chair and even sample a cigar in the upstairs lounge, making this stop both informative and immersive.

Churchill’s devotion to cigars was well-known, and this visit brings his personal habits into focus. It underscores his relaxed persona amidst his leadership role in wartime.

Lock & Co. Hatters: Churchill’s Signature Hats

Winston Churchill's London and The Churchill War Rooms - A Private Tour. - Lock & Co. Hatters: Churchill’s Signature Hats

Churchill’s Cambridge and Homburg hats were purchased from Lock & Co., the world’s oldest hat shop since 1676. The traditional craftsmanship and history of this store reinforce Churchill’s distinguished style.

The 10-minute visit allows for a closer look at these iconic hats and their significance in Churchill’s public image.

Churchill’s Personal Life at Saint Margaret’s Church and Parliament

Winston Churchill's London and The Churchill War Rooms - A Private Tour. - Churchill’s Personal Life at Saint Margaret’s Church and Parliament

Churchill married Clementine Hozier at Saint Margaret’s Church on Parliament Square in 1908. The tour includes a brief stop here, which was a focal point for many of Churchill’s personal and public milestones.

Across the road, the Houses of Parliament stands as a symbol of Churchill’s political career. The statue of Churchill gazes across to the House of Commons, where he served as Prime Minister. The 10-minute stops provide context for Churchill’s political journey.

The Red Lion Pub and 10 Downing Street: Churchill’s Political Centers

The Red Lion pub on Parliament Street is famous for being a favorite hangout of Churchill, where he enjoyed his drinks and tradition. Next, the tour reaches 10 Downing Street, the Prime Minister’s residence, where Churchill personally walked through the famous door in 1940.

While the exterior is what visitors see, the touch of history here makes it a key landmark in Churchill’s leadership. The guide shares engaging anecdotes about Churchill’s time in Number 10.

Optional Visit to Churchill’s Final Home

There is an optional stop at the home where Churchill died in January 1965. This Blue Plaque is a meaningful site for Churchill fans, although it requires extra walking and is not included in the base tour. Guests interested in this stop should request it at the start.

The Churchill War Rooms: Churchill’s Secret Headquarters

The tour culminates at the Churchill War Rooms, the underground bunker where Churchill directed WW2 efforts. The full entry, included in the tour, offers access to the original maps, telephones, stationary, and even ashtrays left as they were in 1945.

This historic site provides a rare, tangible connection to Churchill’s wartime leadership. The 2-hour experience here is highly praised for its authenticity and detail, showcasing Britain’s most important WW2 site.

Practical Details and Booking Tips

The tour departs from The Ritz London and includes group discounts and mobile tickets. It’s advisable to book around 79 days in advance, given the popularity. The flexible timings include morning and afternoon options, accommodating various schedules.

Since most sites are within walking distance, comfortable footwear is recommended. The tour is suitable for most travelers, with service animals allowed and easy access to public transport nearby. For those wanting to add extra stops, such as Churchill’s final residence, advance notice is helpful.

Churchill’s London in a Nutshell

This private tour offers a comprehensive look at Churchill’s personal and political life, making it perfect for history enthusiasts and fans of Churchill. The combination of landmark visits, exclusive access to the War Rooms, and tailored storytelling creates an engaging experience.

While it involves walking around various locations, the 4 to 5-hour duration balances sightseeing with depth. The expert guide’s knowledge and attention to detail truly add value, as reflected by the top reviews.

This tour excels in delivering a well-rounded picture of Churchill’s London life—from childhood to his wartime leadership—and provides a rare chance to see original artifacts and historical sites in one immersive experience.

✨ Book This Experience

Winston Churchill’s London and The Churchill War Rooms – A Private Tour.



5.0

(90 reviews)

99% 5-star

“It was the best tour we took in London!”

— Howard K, May 2025

Frequently Asked Questions

Is this tour suitable for all ages?
Yes, most travelers can participate, but it involves walking and some standing. The guide can tailor the experience for specific needs.

Are tickets for the Churchill War Rooms included?
Yes, the skip-the-line tickets are part of the tour, allowing quick access to this key historic site.

Can I visit Churchill’s final home?
This is an optional stop that requires extra walking and must be booked in advance. It is not part of the standard itinerary.

How long does the entire tour last?
The tour duration is approximately 4 to 5 hours, including travel time, site visits, and the war rooms.

What is the price and booking lead time?
The tour costs $282.95 per person and is most often booked 79 days in advance, reflecting high demand.

This detailed, well-structured private tour offers a rich glimpse into Churchill’s personal and political world, blending historical sites, personal anecdotes, and exclusive access for a memorable London experience.