If you’re looking to get a genuine feel for Windsor beyond just visiting the castle, a guided walking tour like this could be just the thing. It’s a relaxed, 1.5-hour stroll through the town, led by a knowledgeable local who brings Windsor’s streets and stories to life. With a good mix of history, quirky sights, and scenic views, it’s a solid option for anyone wanting an overview without the hassle of navigating on your own.
We really appreciate how easy it is to hop on this tour, choosing between two convenient start times, and how it keeps the experience intimate with a group limited to 20 people. Plus, the price is quite reasonable at just over 19 dollars, making it accessible for many travelers. What caught our eye is the emphasis on local insights and visual highlights like Windsor Castle, Eton College, and the lovely Alexandra Gardens.
One thing to keep in mind: the castle’s entrance isn’t included, so if you want to go inside, you’ll need to plan for that separately. Still, this tour is better suited for those wanting a quick, engaging overview of Windsor rather than a deep dive into each attraction. It’s perfect for first-time visitors, history buffs, or anyone curious about the everyday life in this royal town.
Key Points
- Flexible start times make it easy to fit into your day.
- A local guide offers personal stories and insider tips.
- The tour covers both famous landmarks and hidden gems.
- It’s an affordable way to explore Windsor’s highlights.
- The walking pace is comfortable, with plenty of photo stops.
- Suitable for most travelers, with most people able to participate.
A Practical Overview of the Windsor Town Tour
This walking tour is designed to give you a solid, well-rounded introduction to Windsor’s streets and sights. Its main appeal is the chance to wander with a guide who not only points out the landmarks but also shares little stories and historical tidbits that you might miss on your own. With two start times daily, it’s straightforward to slot into your itinerary, whether you’re arriving in the morning or afternoon.
The tour lasts roughly 90 minutes, which makes it manageable even for those with tight schedules or tired feet after sightseeing. The group size maxes out at 20, which is ideal for a friendly, interactive experience without feeling crowded. And for only $19.22, it offers pretty good value, especially considering the depth of local knowledge you’ll get.
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What Does the Tour Cover?

The route begins outside Windsor Guildhall, a central spot that’s easy to find and a good starting point. Here, your guide kicks things off with some background on Windsor’s history and its connection to the monarchy. From there, you’ll visit several iconic sights, each with its own story.
Windsor Guildhall & the Town’s Heart
Starting at the Guildhall, you get a sense of Windsor’s civic history and its role as a royal town. The guide typically shares interesting facts about the building and the town’s governance, setting the stage for more stories to come.
The Crooked House of Windsor
Next, the tour takes you to Windsor’s very own version of a leaning tower—the Crooked House. It’s a fun sight that’s easy to photograph and definitely adds a bit of quirkiness to your day. A quick stop, but it leaves a lasting impression.
Irish Guardsman Statue & Old Streets
The Irish Guardsman statue offers a touching tribute to a regiment that’s woven into Windsor’s military traditions. Nearby, The Two Brewers and Black Horse Inn stand as reminders of Windsor’s lively past, with some reviews highlighting the charm of these historic streets and their stories.
The Long Walk & Copper Horse Statue
A highlight for many, strolling along The Long Walk offers sweeping views of the Windsor Great Park and the historic hunting grounds once owned by William the Conqueror. The Copper Horse statue at the end of the walk is a regal photo opportunity—and a nod to Windsor’s royal connections.
Alexandra Gardens & River Thames
The scenic gardens are perfect for a relaxed pause, and the view of the River Thames is always a crowd-pleaser. One reviewer mentioned how the river, which flows all the way to London, now smells less than it used to—an amusing detail that adds local flavor.
Eton Across the Water
No visit to Windsor is complete without a glance at Eton. From the riverbank, you can marvel at this storied college town, and you might just get a mention of the famous Eton Mess dessert or historical alumni.
Thames Street & Windsor Castle
Walking up Thames Street, you’ll come across some surprises in the pavement, which adds a bit of fun to the stroll. The tour ends outside St. George’s Chapel, where many British monarchs have been laid to rest. While entry to Windsor Castle isn’t included, the exterior views alone are impressive enough to warrant a visit later.
What to Expect from the Guide
Reviews consistently praise the guides, with many describing them as enthusiastic, knowledgeable, and personable. One reviewer called their guide “Sam,” “amazing,” and “genuinely interested,” which makes a big difference when you’re exploring a new place. They’re happy to answer questions, share stories, and ensure you’re comfortable and engaged throughout.
The tour’s approach is conversational, making it feel more like exploring with a friend than a stiff, formal walk. Expect a good mix of facts, anecdotes, and recommendations — perfect for making your visit more memorable.
Is the Tour Worth the Money?
Considering the price point, this tour offers good bang for your buck. For just over $19 per person, you get a guided walkthrough of Windsor’s highlights and hidden corners, along with interesting insights from a local expert. It’s a great way to orient yourself, especially if you’re new to town or short on time.
Of course, if you want to see Windsor Castle interior, you’ll need to buy a separate ticket. But for an overview and some fun stories, this tour hits the right notes—informative, scenic, and relaxed.
Who Will Love This Tour?
This experience is ideal if you’re looking for a light, friendly introduction to Windsor. It suits first-timers, history enthusiasts, or casual visitors wanting a taste of the town without committing to a longer or more expensive tour. It’s also good if you prefer walking at a leisurely pace with plenty of photo stops and stories along the way.
Travelers with mobility concerns might want to check the route, but generally, the walk is manageable. Most travelers, regardless of age, should find it accessible, especially since the tour is designed to be friendly and engaging.
Final Thoughts
If you’re after a straightforward, well-organized way to see Windsor’s main sights and learn some local lore, this guided walking tour offers a practical and enjoyable solution. It’s especially suited for those wanting a personal touch, a bit of history, and some lovely views without breaking the bank.
We loved the way guides blend knowledge with warmth, making each stop more than just a photo opportunity. The scenic stroll along The Long Walk and the views of Windsor Castle are genuinely memorable. For the price, it’s a neat package that delivers a friendly, insightful, and scenic introduction to Windsor.
This tour isn’t designed for deep exploration of sites like Windsor Castle itself, but it’s perfect for getting your bearings and whetting your appetite for more. If you want a glimpse into Windsor’s stories, streets, and royal traditions, this is a good choice.
Windsor Daily Town Walking Tour – 11am & 2pm
“Good overview of the town, some of its history and quirky things (like the blue post box) and recommendations. Timing of walk coincided with changi…”
FAQ
Is the Windsor Castle entry included in this tour?
No, the entrance fee to Windsor Castle is not included, so you’ll need to buy tickets separately if you want inside access.
How long does the tour last?
The walk lasts approximately 1 hour 30 minutes, giving enough time to see key sights and enjoy some photo stops.
What time can I start the tour?
You can choose between an 11am or 2pm start, making it flexible to fit into your day.
Is the tour suitable for children?
Most travelers can participate, and the pace is relaxed. However, since it’s a walking tour focusing on historical sights, very young children might find it less engaging.
What’s the group size?
The tour caps at 20 travelers, creating a friendly, less crowded atmosphere.
Do I need to bring anything special?
Just comfortable walking shoes and maybe a camera—there are lovely photo opportunities at several stops.
Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours in advance.
Is this tour accessible for people with mobility issues?
Most travelers can participate, but it’s worth checking the route if you have specific mobility concerns.
How do I meet the guide?
The tour starts outside Windsor Guildhall, at 51 High St, Windsor. It’s a central location, easy to find.
What makes this tour stand out?
Its combination of scenic spots, local stories, and the personal touch from enthusiastic guides makes it a memorable way to explore Windsor without a lot of fuss.
This Windsor walking tour offers a friendly, affordable way to get a feel for the town’s streets, sights, and stories. Whether you’re after a quick overview or a way to set the scene for your day, it’s worth considering, especially if you appreciate good guides and scenic walks.
More Walking Tours in Windsor and Eton
More Tours in Windsor and Eton
- 1,000 Years of Royal History from Windsor to Eton: A Self-Guided Audio Tour
- Self-Guided Walking Tour of Windsor Town with Mobile App
- Windsor Castle Private Walking Tour with Accredited Expert Guide
- 3 Hour Private Tour of Windsor Town and Castle
- Full Day Tour Stonehenge and Windsor
- Windsor Castle and Tower of London Tour Including Entry Tickets
More Tour Reviews in Windsor and Eton
- Windsor Castle Admission Ticket
- 1,000 Years of Royal History from Windsor to Eton: A Self-Guided Audio Tour
- LEGOLAND Windsor Resort 2 Day Admission Ticket
- Self-Guided Walking Tour of Windsor Town with Mobile App
- Windsor Castle Private Walking Tour with Accredited Expert Guide
- 3 Hour Private Tour of Windsor Town and Castle


