Windsor is one of those places where walking is truly the best way to soak in the charm and history. With its stunning castle, picturesque streets, and riverside views, Windsor offers endless stories at every corner. Whether you’re keen to follow in the footsteps of kings and queens or just enjoy a relaxed stroll, there’s a tour for you. We particularly like the Windsor Town Daily Walking Tour for its lively guide and engaging storytelling, which makes the history come alive while you explore Windsor’s key sights.
Windsor’s manageable size makes it perfect for walking tours, and its blend of historic landmarks and local life creates a perfect backdrop. From the grandeur of Windsor Castle to the quaint Eton College, each tour offers a different experience. Our favorites include options that combine castle visits with in-depth town explorations, ensuring you get a true taste of this royal town.
1. Windsor Town Daily Walking Tour (11am & 2pm)
At number 1, the Windsor Town Daily Walking Tour is a popular choice for visitors wanting a rundown of Windsor in just 90 minutes. This tour is ideal if you’re short on time but still want to see the highlights, including Windsor Castle and the Long Walk. Led by a local guide, you’ll walk on Windsor’s most iconic streets, and the tour typically begins at the Windsor Guildhall.
What makes this tour stand out is its lively commentary and the chance to see landmarks like the Crooked House of Windsor and the Soldier’s Statue. Reviewers often praise the guide’s humor and depth of knowledge, making history feel accessible and fun. The tour concludes at Windsor Castle, giving you the option to explore more on your own afterward. With a high rating of 4.7/5 from 71 reviews, it’s a reliable choice for first-time visitors or those seeking a quick yet thorough introduction.
Bottom Line: Perfect for travelers on a tight schedule who want an engaging, friendly guide and a solid overview of Windsor’s main sights.
2. Private Windsor Town & Guided Castle Walking Tour
Number 2 on our list is the Private Windsor Town & Guided Castle Walking Tour. This three-hour experience offers a personalized touch, with a dedicated guide showing you Windsor at your own pace. It’s an excellent pick if you want to take your time exploring not only Windsor’s streets but also inside Windsor Castle and St. George’s Chapel.
During this tour, you’ll see popular spots like Eton College and Alexandra Gardens, with the opportunity to visit the castle’s interior on a guided tour that lasts about 1.5 hours. The highlight is the private nature of the tour, which allows for questions, tailored interests, and a relaxed pace. Reviewers love the guide’s expertise and friendly approach, saying Eva’s knowledge made the experience special.
For around 3 hours of personalized exploration, this tour offers great value, especially if you’re interested in a deep dive into Windsor’s royal connections and history. It’s best suited for visitors who want a more intimate experience and extra time inside the castle.
Bottom Line: Ideal for those who appreciate a private guide and want to explore Windsor and its castle thoroughly at their own pace.
3. Private Guide (Walking Tour of Windsor & Eton)
Number 3 is the Private Guide Walking Tour of Windsor & Eton, perfect for groups or families wanting a custom experience. This two-hour tour covers the main sights in Windsor and nearby Eton, including Windsor Castle, Eton College, and other local landmarks.
Led by a knowledgeable guide, you’ll experience Windsor’s history and royal connections firsthand. The tour typically starts at 1 Castle Hill and includes visits to Windsor Castle and Eton College. Visitors praise the guide’s passion and ability to tailor the tour to their interests, making it more than just a checklist of sights. One review highlights how the guide’s insights into Windsor’s characters and history made the experience memorable.
Because it’s a shorter, private tour, it’s perfect if you’re limited on time but still want a meaningful look at Windsor’s main attractions. The small group size ensures plenty of personal attention.
Bottom Line: Best suited for families or groups seeking a flexible, personalized introduction to Windsor and Eton.
4. Windsor: Guided Walking Tour
Number 4 is the Windsor: Guided Walking Tour, offering a straightforward 1.5-hour look at Windsor’s core sights. This tour is good for travelers who want a flexible experience with a focus on history and landmarks like The Crooked House, the Windsor Guildhall, and the Long Walk.
The tour includes stops at key sites, with some short walking breaks to enjoy the scenery and hear about Windsor’s evolution from medieval times to today. Guides usually tailor the experience based on your interests, which is helpful if you have particular sights you want to prioritize. Reviewers appreciate the tour’s relaxed pace and informative commentary, especially given its short duration.
This option is ideal for visitors who prefer a quick overview but still want to learn about Windsor’s main sites with a knowledgeable guide.
Bottom Line: Suitable for those with limited time who want a flexible, informative walk through Windsor’s highlights.
5. Windsor: Express Walk with a Local
Finally, the Windsor: Express Walk with a Local offers a 60-minute deep dive into the town’s best-loved spots. This tour is perfect if you want to get a quick but authentic taste of Windsor, focusing on its local culture, landmarks, and riverside charm.
Led by a local insider, this walk includes highlights like the Windsor Eton Bridge, Alexandra Gardens, and the Queen Victoria Statue. It’s limited to small groups (up to 8 travelers), which encourages a more personal experience. The tour is highly practical, with tips on the best cafes, pubs, and places to see during your stay.
While the price ($107) might seem higher for an hour of touring, the insider knowledge and personalized approach often make it a worthwhile choice for travelers who want a quick, authentic experience without rushing.
Bottom Line: Perfect for travelers short on time who want insider tips and a deeply personal Windsor experience.
How to Choose the Right Windsor Walking Tour
When selecting a tour, consider your budget, interests, and how much time you have. If you’re in Windsor just for a few hours, the Windsor Town Daily Walking Tour or the Express Walk with a Local might suit you best. For a more in-depth experience with inside visits, the Private Windsor Town & Guided Castle Tour provides excellent value, especially if you want to explore Windsor Castle thoroughly.
Think about whether you prefer a small group or private experience — the private tours tend to be more flexible and personal. If your time is tight but you’re eager to absorb Windsor’s main sights, opt for the shorter options like the guided walks or the express tour.
Booking early is advisable, especially in peak seasons, to secure your preferred time slot and avoid disappointment.
Final Thoughts
Windsor offers an array of walking tours, each tailored to different tastes and schedules. For those wanting a lively, engaging overview, the Windsor Town Daily Walking Tour is a reliable choice. If you prefer a personalized experience and inside access, the Private Windsor Town & Guided Castle Tour stands out.
For travelers with limited time, the Express Walk with a Local provides a quick but meaningful glimpse, while the private guides are perfect for families or groups seeking a tailored touch. Regardless of your choice, Windsor’s compact size and rich history make it an ideal place to explore on foot.
Remember to book early, especially during busy seasons, and wear comfortable shoes — Windsor is best enjoyed when you’re not rushing but rather soaking in its historic ambiance. Happy walking!