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Discover Windsor’s highlights on this engaging 1.5-hour guided walking tour. Learn local stories, see iconic landmarks, and enjoy authentic charm for just $19.22.
If you’re heading to Windsor and Eton, this guided walking tour offers a charming 90-minute exploration of the town’s most notable sights and secrets. Topping the list of visitor favorites, it’s a great way to get a quick, insightful overview without spending a fortune. With enthusiastic guides and a route that covers everything from historic landmarks to hidden gems, it’s a solid choice for first-timers and those who want a compact dive into Windsor’s story.
One feature we really appreciate is the tour’s flexible start times—offering 11am and 2pm options—making it easy to fit into your schedule. The tour’s affordable price of just over $19 makes it an accessible way to deepen your understanding of Windsor, especially when considering the value of the local insights and photo opportunities. However, since the tour doesn’t include entry to Windsor Castle, those wanting a full castle experience will need to plan separately. This tour suits curious travelers who enjoy storytelling, scenic walks, and a relaxed pace that balances history with lighthearted anecdotes.

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The adventure begins outside the Windsor Guildhall, a historic building in the town center. Our guides, like Sophie and Eva, are noted for their enthusiasm and knowledge, immediately putting us at ease. They kick off with an overview of Windsor’s background, setting the scene for the walk ahead. The location itself is a lively spot, often bustling with visitors and locals alike, making it a perfect starting point where the energy of Windsor is palpable.
Just a few minutes in, we stop at the Crooked House of Windsor—a quirky building that’s often compared to the Leaning Tower of Pisa. The crooked architecture makes it an amusing photo stop, and the stories behind it add a layer of charm. Reviewers mention being captivated by the town’s variety, noting that the quirky attractions like this keep the tour lively and memorable.
A brief walk takes us to the Irish Guardsman Statue, which symbolizes Windsor’s strong military connections. Many reviews highlight how the guides share touching stories about the regiment, adding depth to simple sightseeing. It’s a reminder that Windsor’s identity isn’t just about royalty but also its proud regiments and community.
The tour makes a stop at The Two Brewers, one of Windsor’s oldest streets, home to the legendary Black Horse Inn. The guide’s stories about the town’s more outrageous past bring history alive, making the walk feel personal and fun. Then, strolling along The Long Walk, we enjoy breathtaking views of the expansive hunting grounds once enjoyed by William the Conqueror—an elegant stretch that’s perfect for photo snaps and soaking in Windsor’s regal atmosphere.
The Copper Horse Statue of King George III provides a regal backdrop, while the Alexandra Gardens offer a peaceful refuge, perfect for relaxing and photo opportunities. Reviewers often mention how the guides point out the best spots to revisit, helping travelers plan future visits or spontaneous stops.
Crossing over to the River Thames, the view of Eton College across the water is striking. Many visitors find it fascinating to learn about this world-renowned school and its quirky connection to the town—like the famous Eton Mess dessert. The tour’s route up Thames Street includes interesting pavement surprises, often highlighted by guides for their local lore.
While entry to Windsor Castle isn’t included, the exterior views are stunning and historically significant. The tour ends outside St. George’s Chapel, a resting place for British monarchs. Guides share engaging stories about its history and the royal visits, making the visit all the more meaningful.
The value here is clear: for around $19, you get a rundown of Windsor, led by guides who are often described as passionate, knowledgeable, and approachable. The walking pace is gentle, making it suitable even for those with limited mobility or families with children. The small group size ensures personalized attention, and the stops are well spaced for maximum engagement without feeling rushed.
Most reviewers highlight the quality of guides—with Sophie, Eva, and Sam receiving special praise for their storytelling and friendliness. Their ability to answer questions and share stories makes the tour stand out. The inclusion of local anecdotes and lesser-known facts adds dimensions that you wouldn’t find in a simple guidebook.
However, keep in mind that since Windsor Castle entry is not included, you might want to plan a separate visit if exploring the castle interior is a priority. The tour’s focus is on the town’s streets, landmarks, and local atmosphere, giving you context to appreciate Windsor beyond its famous castle.
This Windsor town walking tour is a fantastic introduction to one of England’s most picturesque and historically rich towns. It’s especially well-suited for travelers who enjoy storytelling, scenic views, and authentic local flavor without the hefty price tag of castle admission. The guides’ enthusiasm and knowledge shine through, making the experience both educational and entertaining.
If you’re looking for a cost-effective way to get your bearings in Windsor while uncovering some hidden gems, this tour is a winner. It balances the must-see sights with delightful local stories, ensuring you leave with a deeper appreciation of Windsor’s unique charm.
For those who prefer a more in-depth exploration of Windsor Castle itself, this tour should be complemented with a separate castle ticket. But as a short, engaging overview of the town, it hits all the right notes—and leaves plenty of reasons to come back for more.
Is the Windsor town tour suitable for children?
Yes, the tour is designed to be accessible for most travelers, including families. The relaxed pace and engaging stories often appeal to children, especially those with an interest in history and fun facts.
How long does the tour last?
The tour lasts approximately 1 hour 30 minutes, making it a perfect short activity that fits well into a full day of sightseeing.
Are the start times flexible?
Yes, you can choose between a 11am or 2pm start, allowing you to plan your day around the tour conveniently.
Does the tour include entry to Windsor Castle?
No, entry to Windsor Castle is not included. The focus is on the town’s streets, landmarks, and stories.
How many people are in each group?
The maximum group size is 20 travelers, ensuring a more personal and engaging experience.
Is the tour accessible for people with mobility issues?
While most travelers can participate, it’s best to check with the operator directly if you have specific mobility concerns, as the tour involves walking through historic streets and parks.
This guided Windsor town walk offers a well-rounded, authentic experience at an excellent price, perfect for history buffs, casual travelers, or anyone keen to enjoy Windsor’s charm without the crowds or high costs.