Private Windsor Walking Tour with Local Guide

Discover Windsor & Eton on a Private Walking Tour with a Local Guide

If you’re visiting England and want to get a genuine feel for this charming royal town, a private Windsor walking tour might be just what you’re looking for. For around $171 (up to 6 people), you’ll spend approximately 90 minutes strolling through Windsor and Eton with a knowledgeable local guide. This isn’t a rushed, cookie-cutter experience. Instead, it’s a chance to walk at your own pace, soak up the sights, and hear stories that bring the history and modern life of Windsor to life.

What we especially like about this tour is how it combines iconic landmarks like Windsor Castle with lesser-known gems such as the Crooked House or the Black Horse Inn. Plus, walking along the Long Walk offers fantastic views of Windsor’s hunting grounds — once used by William the Conqueror himself. Another highlight is the personalized attention this private tour provides, making it perfect for travelers who want a tailored experience rather than a large-group rush.

One thing to keep in mind: admission to Windsor Castle is not included, so if inside access is your goal, you’ll need to purchase tickets separately. Also, since it’s a walking tour, comfortable shoes and layers are recommended for unpredictable UK weather.

This tour suits travelers who enjoy history, architecture, and scenic walks, especially those interested in royal traditions or simply wanting a relaxed, intimate introduction to Windsor’s streets and stories. It’s ideal for curious visitors who prefer a personal touch over large tours, and for those who appreciate authentic, local insights.

Key Points

• Personalized Experience: As a private tour, it offers tailored attention and flexibility.
• Rich Local Insights: Your guide shares stories and context beyond just the sights.
• Flexible Itinerary: Walk at your own pace, focusing on what interests you most.
• Iconic & Hidden Gems: From Windsor Castle to the Crooked House and Eton.
• Great for Royal Enthusiasts: See where history was made and learn about royal residences.
• Good Value: Despite the price, the private nature and local knowledge add significant value.

A Deep Dive into Windsor & Eton

When we think about Windsor, the first image that often comes to mind is the massive Windsor Castle, a symbol of monarchy and centuries of British tradition. But this tour really brings out the layered story of the town — from its medieval origins to its lively present-day streets.

Starting Point: Windsor Guildhall

Your adventure begins outside the Windsor Guildhall, a building with historical significance and a good first impression of Windsor’s civic pride. Here, your guide (likely a local with a passion for their town) sets the scene, giving you a snapshot of Windsor’s royal roots and community life. It’s a perfect starting point that blends history with the modern town square.

The Crooked House of Windsor

One of the clearest crowd-pleasers is the Crooked House, which looks like a scene straight out of a fairy tale. Its leaning facade prompts smiles and curiosity, and it’s fun to think of it as Windsor’s own version of the Leaning Tower of Pisa. This spot makes for great photos and gives a playful twist to your walk.

The Irish Guardsman Statue

Next, you’ll visit a touching statue of the Irish Guards, a regimental symbol that’s deeply woven into Windsor’s military and royal connection. It’s a simple yet meaningful monument, and your guide will likely share stories about the regiment’s role in Windsor and beyond.

Historic Streets and Landmarks

Walking along The Two Brewers, you’ll see one of Windsor’s oldest streets, once home to the infamous Black Horse Inn — a place known for its raucous past. It’s a reminder that Windsor isn’t just about regal pomp; it’s a lively town with stories of its own.

Then, enjoy a stroll along The Long Walk, a breathtaking avenue lined with trees and pastures that once belonged to William the Conqueror. The views here are special, offering a glimpse of Windsor’s hunting grounds and the grandeur of royal land.

Statues and Scenery

The Copper Horse Statue of King George III guards the end of The Long Walk, giving a regal focal point. Nearby, Alexandra Gardens provide a peaceful place to relax and enjoy Windsor’s natural beauty — an ideal spot to pause and soak in the surroundings.

The Mighty River Thames

From the gardens, you’ll get a good view of the River Thames, which winds through Windsor toward London. The river’s importance isn’t just scenic; it has historically been a vital route and boundary for the town. Plus, the river views are surprisingly clean and inviting, a far cry from the old days when it was less appealing.

Eton Across the River

Crossing the river brings you to Eton, home to the famous Eton College. The view over the water is iconic, and the town itself has a distinct character — historic, slightly exclusive, and full of stories about education and tradition, including the origins of the Eton Mess dessert.

Thames Street and the Surprise

Walking up Thames Street, you might stumble upon something unexpected in the pavement, which adds to Windsor’s charm as a place where history and everyday life collide.

Windsor Castle & St. George’s Chapel

No visit would be complete without admiring Windsor Castle from the outside. It’s the largest inhabited castle in the world, and its imposing walls and towers dominate the skyline. Your guide will share tidbits about the castle’s long history, from William the Conqueror’s time to Queen Elizabeth II’s residence.

Your tour ends outside the gates of St. George’s Chapel, where many monarchs are laid to rest. The chapel’s Gothic beauty and royal significance make it a fitting finale to your walk.

Authentic Experiences and Practical Details

This tour’s strength lies in its local guide’s knowledge and the chance to see Windsor through a more personal lens. You’ll learn stories that bring the landmarks alive — for example, the significance of Windsor Castle beyond its visual grandeur or the colorful history of Windsor’s streets.

The price, at $171 for up to six people, reflects the personalized experience and expert guidance rather than just entry tickets. Since admission to Windsor Castle isn’t included, you might find that combining this walk with a visit inside the castle makes for a full day. The tour’s duration of about 90 minutes makes it perfectly suited for those with limited time or as part of a broader exploration of the area.

The meeting point at Windsor Guildhall is central and accessible, and the tour ends back there, so you won’t need to worry about complicated logistics. It’s a private experience — meaning only your group will participate — which allows for questions, spontaneous stops, and a more relaxed pace.

What’s the Value?

While it’s not the cheapest option, the value is in the expert guides, personalized attention, and the opportunity to explore Windsor’s sights at your own pace. Given the positive reviews highlighting knowledgeable guides and stunning views, this tour seems well-suited for history buffs, royal enthusiasts, or travelers who love a relaxed, insights-rich stroll.

Who Should Consider This Tour?

If you’re someone who appreciates authentic stories and local perspectives and prefers a small-group or private experience, this tour hits the mark. It’s especially good for visitors who want to avoid large crowds and enjoy a more personal connection to Windsor’s sights.

Those interested in royal history, architecture, or scenic walks along the river will find this tour deeply satisfying. It’s also a smart choice for travelers who want a quick but rundown of Windsor’s most famous landmarks without the hassle of navigating on their own.

FAQs

Is Windsor Castle included in this tour?
No, the tour does not include admission to Windsor Castle, so you’ll need to purchase tickets separately if you want inside access.

How long is the tour?
The tour lasts about 1 hour 30 minutes, making it a manageable and relaxed experience.

Can I book for more than 6 people?
This particular experience is priced for groups up to 6. For larger groups, you might need to look for other options or contact the provider directly.

Is this tour suitable for children or families?
Most travelers can participate, and given the short duration, it’s suitable for families with children who can walk comfortably.

What is included in the cost?
You get a local guide and the private nature of the tour. Admission to attractions like Windsor Castle is not included.

Where does the tour start and end?
It begins and ends at Windsor Guildhall, a convenient and central location in Windsor.

Is this tour accessible by public transportation?
Yes, the meeting point is near public transit, making it easy to access from other parts of Windsor or nearby towns.

To sum it up, this private Windsor walking tour offers a thoughtful, engaging way to explore a town that’s much more than just a royal residence. It’s ideal for those who want a flexible, intimate experience with a knowledgeable guide, perfect for soaking up Windsor’s history, architecture, and scenic beauty at a relaxed pace. Whether you’re a royal enthusiast, history lover, or simply in search of a charming day out, this tour makes for a memorable introduction to Windsor and Eton.