Windsor Town Daily Walking Tour (11am & 2pm)

If you’re planning a trip to Berkshire, a guided stroll through Windsor offers a perfect combination of history, scenery, and local stories. While many visitors flock to Windsor Castle, this tour takes you beyond the crowds, walking through the town’s charming streets with a knowledgeable guide who brings Windsor’s past—and present—to life. Whether you’re a history buff, a royal enthusiast, or just someone who loves a good walk with interesting tidbits along the way, this 1.5-hour tour proves to be a worthwhile addition to your itinerary.

What we love about this experience is its intimate approach and the way it balances well-known highlights with authentic local charm. First, the guides are highly praised for their knowledge and friendly demeanor—expect lively stories, little-known facts, and a genuine connection to Windsor’s history. Second, the views along The Long Walk and the chance to see iconic sights like Windsor Castle and Eton College make this tour visually rewarding and memorable.

On the flip side, one thing to consider is that the tour sees Windsor primarily from the outside, so if you’re eager to step inside Windsor Castle, you’ll need to book a separate ticket. This makes the tour a great overview but not the full castle experience. It’s best suited for those who want a quick yet comprehensive introduction to Windsor’s character, history, and royal connections.

This walking tour is an excellent choice for first-time visitors, history lovers, and those who appreciate walking at a relaxed pace while soaking up local stories. It’s also ideal if you’re short on time but want to get a genuine feel for Windsor’s historic streets and scenic spots.

Key Points

• Expert local guides bring Windsor’s history and stories to life with enthusiasm and insight.
• The tour covers a mix of famous sights and lesser-known gems, offering a well-rounded experience.
• Walking along The Long Walk and through Eton provides stunning scenic views and photo opportunities.
• The tour is accessible and flexible, with a duration of just 1.5 hours—great for tight schedules.
• Tickets for Windsor Castle are not included, but the outside view is impressive and informative.
• The tour has received consistently high reviews for its value, engaging guides, and enjoyable pace.

You can check availability for your dates here:

A Detailed Look at the Windsor Town Walking Tour

An Introduction to Windsor’s Charm and Heritage

Windsor is a town that whispers stories of royalty, battles, and tradition, all set along the gentle curve of the River Thames. Our guide would take us on a walk that highlights Windsor’s historic importance, from William the Conqueror to Queen Elizabeth II. You’ll love how the town’s architecture, streets, and parks all tell a story of a royal past intertwined with everyday local life.

The 1.5-hour walking window is ideal for capturing the essence of Windsor without feeling rushed. The tour is designed to be inclusive, with wheelchair accessibility, and suitable weather- or rain-shine, ensuring you get your dose of Windsor regardless of the weather.

Starting Point: Windsor Guildhall

Your journey begins outside the Windsor Guildhall, where your guide—wearing an orange jacket or lanyard—will gather your group. This historic building sets the tone, as it’s a central point where local government and community life converge. From here, your guide will lead you through the streets, sharing stories about Windsor’s evolution from a Norman town to a modern-day royal hub.

Windsor Guildhall and The Crooked House

The tour quickly moves to Windsor Guildhall, an important civic building, before heading to the famous Crooked House of Windsor. This charming, slightly tilted building is one of Windsor’s most photographed sights and offers a fun glimpse into quirky local architecture. While it may not be as grand as Windsor Castle, its uniqueness makes it a memorable stop.

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Soldier’s Statue and The Two Brewers Pub

Next, you’ll see the Soldier’s Statue, a tribute that adds a layer of local pride. From there, the walk takes you past The Two Brewers pub, a spot that’s likely seen generations of locals and visitors alike. These stops help ground your experience in Windsor’s ongoing community life alongside its storied past.

The Long Walk and Royal Monuments

One of the tour’s highlights is walking along The Long Walk, a majestic avenue leading directly to Windsor Castle, offering sweeping views of the castle’s battlements. This stretch is often called Windsor’s version of a royal promenade, and many reviews highlight how the view from here captures the grandeur of Windsor’s heritage.

As you stroll, your guide points out the King George III & His Horse Statue and the Alexandra Gardens, offering insights into Windsor’s royal symbols and lush parks. These spots provide perfect photo opportunities and an understanding of Windsor’s landscape design, blending royal tradition with natural beauty.

Crossing the River Thames and Visiting Eton

The tour takes you down to the River Thames, where you can appreciate Windsor’s picturesque waterside setting. Crossing the bridge, you arrive in Eton, a town famed for its historic college and traditional British atmosphere. Here, you can enjoy a quick look at Eton College, which has educated many British prime ministers and royalty.

Walking along Thames Street, you’ll get a sense of Windsor’s lively modern life—browsing shops, cafes, and perhaps catching a glimpse of river activity. It’s a lively contrast to the quieter, more historic parts of town.

Windsor Castle from the Outside

Finally, the tour arrives at Windsor Castle, the Queen’s residence and one of the UK’s most recognizable landmarks. While tickets to go inside are not included, the exterior views alone are impressive, and your guide will share fascinating stories about its history, architecture, and royal connections.

The tour concludes back at Windsor Castle, leaving you with a strong sense of Windsor’s royal significance and inviting you to explore further if you wish.

What Makes This Tour a Great Deal

This guided walk offers tremendous value—you’re paying for an engaging, expert-led overview of Windsor’s best sights, stories, and scenery in just 1.5 hours. The reviews repeatedly praise the guides’ knowledge and friendly demeanor, making the experience not just educational but genuinely enjoyable. Many find that their guide’s storytelling makes the history stick, enriching what might otherwise be a straightforward walk.

The fact that the tour is wheelchair accessible and takes place rain or shine makes it flexible and inclusive. Plus, with the option to reserve and pay later, you can plan your trip without financial stress—just remember that Windsor Castle tickets are extra if you want to go inside.

The Experience in Context

What sets this tour apart from other options, like private city walks or self-guided explorations, is the live commentary. Our sources show that guides are often described as knowledgeable, personable, and even quirky in the best sense, adding humor and personal stories that deepen your understanding of Windsor.

While some travelers mention wanting more time or inside access to Windsor Castle, many agree that this tour’s outside view, combined with the scenic walk and engaging stories, makes it a well-rounded introduction. It’s perfect for those who want to see the sights without the crowds or the expense of castle entry.

Practical Tips for Visitors

• Wear comfortable shoes; you’ll be walking on cobblestones and uneven paths.
• Bring weather-appropriate clothing—even if rain is forecast, the tour will proceed.
• Arrive a few minutes early at Windsor Guildhall for a smooth start.
• If you’re eager to go inside Windsor Castle, plan for separate admission tickets.
• Consider combining this tour with other experiences like visiting Eton College or taking a river cruise for added fun.

Who Should Consider This Tour?

This walk is ideal for first-time visitors wanting a solid overview of Windsor’s highlights. History enthusiasts will appreciate the detailed stories, while those with limited time will find it a perfect introduction. It’s also suitable for families, couples, or solo travelers who enjoy a relaxed pace and lively guides.

If you’re a royal watcher or simply love walking through charming streets with a friendly local, this is a smart way to familiarize yourself with Windsor’s sights and stories. And if weather concerns you, remember that the tour runs rain or shine—so be prepared.

Frequently Asked Questions

Does the tour include entry inside Windsor Castle?
No, the tour only offers outside views of Windsor Castle. Entrance tickets need to be purchased separately if you want to explore inside.

How long is the tour?
The walking tour lasts approximately 1.5 hours, making it a manageable introduction without taking up your whole day.

Is the tour wheelchair accessible?
Yes, the tour is wheelchair accessible, ensuring that most visitors can participate comfortably.

What should I bring?
Comfortable shoes and weather-appropriate clothing are recommended, as the tour proceeds rain or shine.

Where do I meet the guide?
Meet outside Windsor Guildhall, where the guide will be wearing an orange jacket or lanyard.

Can I cancel the tour?
Yes, you can cancel up to 24 hours in advance for a full refund. You can also book now and pay later for flexibility.

Are children allowed?
While not explicitly stated, the relaxed pace and engaging stories make it suitable for most ages, especially older children.

What’s the best time to take the tour?
Check availability for 11 am or 2 pm start times, and pick what best fits your schedule.

What else can I see after the tour?
You can explore Windsor Castle, visit Eton College, stroll along the River Thames, or enjoy local cafes and shops on Thames Street.

Wrapping Up

For anyone visiting Windsor, this guided walking tour offers a genuine, engaging way to understand the town’s royal and local character. The expertise of the guides, combined with scenic views and authentic stories, provides excellent value for the time invested. It’s especially suited for those eager to get a snapshot of Windsor’s highlights without the hassle of navigating on their own or paying for inside castle access.

Whether you’re a history enthusiast, a casual tourist, or traveling with family, this tour introduces you to Windsor’s charm in a friendly, relaxed manner. The positive reviews, often mentioning the guides’ knowledge and engaging personalities, reinforce its reputation as a worthwhile experience that leaves visitors feeling more connected to this historic town.

In all, this walk perfectly complements any visit to Windsor, offering a memorable blend of scenery, stories, and local color—at an accessible price point and with plenty of opportunities to explore further afterward.

You can check availability for your dates here: