Windsor is a fantastic place for walking tours because it combines royal history, charming streets, and scenic riverside views—all within a compact, walkable town. Whether you’re marveling at Windsor Castle, strolling through Eton, or hearing tales of kings and queens, Windsor’s compact size makes it ideal for exploring on foot. One of our favorite experiences is the Windsor Town Daily Walking Tour, which offers insights into Windsor’s regal past along with lively local stories. It’s perfect for first-timers wanting a rundown, with highlights like The Long Walk and Windsor Castle.
In this guide, we’ve picked the top five walking tours based on their reviews, unique features, and suitability for different travelers. From private expeditions to spooky ghost walks, each offers a different way to see Windsor on foot. Below, you’ll find detailed descriptions to help you choose the best option for your trip.
1. Windsor Town Daily Walking Tour (11am & 2pm)
Rated 4.7/5 from 71 reviews, this popular tour is a great way to get to know Windsor in a short time. It lasts approximately 1.5 hours and runs twice daily, making it easy to fit into your schedule. Led by a friendly local guide, you’ll walk past key sights like Windsor Castle, Eton College, and The Long Walk, with plenty of interesting stories along the way. The route starts at Windsor Guildhall and covers iconic landmarks such as The Crooked House and Alexandra Gardens.
What makes this tour stand out is its blend of history and local lore, perfect for visitors who want a lively, engaging introduction to Windsor. Reviewers praise the guide’s knowledge and humor—”Sophie was enthusiastic and cheerful,” says one. The tour also includes strolls down Broad Street and along the River Thames, offering great photo opportunities. The small-group atmosphere ensures you get personal attention and time to ask questions.
Bottom Line: If you want a well-rounded, informative walk with a friendly guide—this tour hits the mark. It’s ideal for first-time visitors eager to see the highlights and hear stories that bring Windsor’s past to life.
2. Windsor: Private Town-Walking Tour
At number two, the Windsor: Private Town-Walking Tour offers a personalized experience tailored to your interests. Lasting 1.5 hours, this tour allows you to explore Windsor at your own pace with a dedicated local guide. Meeting outside Windsor Guildhall (look for the guide in an orange jacket), you’ll have the flexibility to decide what sights matter most to you—whether that’s Windsor Castle, Eton College, or hidden alleyways.
What makes this tour unique is its customizable nature. The guide shares stories about Windsor’s cave systems and the legend of Robin Hood, adding layers of local folklore and lesser-known facts. The private group setting means fewer crowds and more intimate conversations. It’s perfect for families or small groups wanting a relaxed, tailored experience. The tour includes visits to the main sites and some secret spots that aren’t always on the usual route.
Reviewers value the flexibility: “We could focus on what interested us most,” says one customer. It’s also wheelchair accessible, making it suitable for those with mobility needs. The price is quite reasonable considering the personalized attention, making it excellent value for a custom tour.
Bottom Line: For travelers who prefer a flexible, private experience that dives into local legends and lesser-seen sights, this tour is ideal.
3. Private Guide (Walking Tour of Windsor & Eton)
For around 2 hours, this Private Guide tour offers an intimate look at Windsor and Eton with a passionate local guide. Limited to small groups, it typically covers Windsor Castle, Eton College, and the surrounding streets, with personalized commentary about royalty and notable characters in the area’s history.
The guide, Kip, is praised for his knowledge and enthusiasm—”He was very passionate about what he was doing,” says one reviewer. During the tour, you’ll visit the historic Windsor Castle and enjoy a detailed look at Eton College, including stories about its students and traditions. For those interested in royal connections and classic British institutions, this tour provides a detailed, engaging narrative.
What sets this 2-hour tour apart is its focus on storytelling and character-driven insights, making it ideal for history fans or small groups seeking a relaxed pace. The tour costs guidance usually in the region of £10+ per head, making it a good value considering the personal attention.
Bottom Line: If you cherish in-depth stories about Windsor’s royal and educational history, and prefer a small-group experience, this tour offers a personable, detailed approach.
4. Windsor: Private Dark Side Walking Tour
Looking for something a little different? The Windsor: Private Dark Side Walking Tour takes you into Windsor’s eerie past. For about 1.5 hours and up to six people per group, this guided walk uncovers stories of haunted buildings, witches, and phantoms. Your guide shares chilling tales of the Ghost of Queen Victoria, Windsor’s most haunted sites, and legends of spectral sightings, making it perfect for thrill-seekers and those interested in local legends.
Starting at Windsor Guildhall, the tour explores the town’s sinister side, walking through streets where legends of witches and ghosts abound. It even visits the most haunted building in England, adding a spine-tingling twist to your visit. The stories are lively and well-researched, with reviews praising the storytelling: “The whole group loved this tour,” says one.
This tour is not suitable for young children or those sensitive to spooky stories, but it’s a fun way to add a different flavor to your Windsor experience. The intimate group size ensures an engaging experience, and it’s a hit for couples or small groups wanting a macabre twist.
Bottom Line: For fans of ghost stories and haunted tales, this tour adds a spooky edge to Windsor’s history, with lively storytelling and atmospheric sights.
5. Windsor: Express Walk with a Local
If you’re short on time but want a taste of Windsor, the Express Walk with a Local offers a quick, about 1-hour exploration. Meeting at Windsor’s High Street, this small-group tour (max 8) covers key landmarks like the Windsor Eton Bridge, Alexandra Gardens, and the Long Walk.
Led by a local, you’ll get insider tips on the best cafes, bars, and hidden corners. The route is designed to maximize your time, giving you a snapshot of Windsor’s essence without the need for a full-day commitment. It’s perfect for travelers on a tight schedule or those who prefer a brisk walk with engaging commentary. The tour lasts 1–2 hours, making it flexible based on your pace.
Reviewers enjoy the personalized insights: “Getting tips from a local made all the difference,” says one. This tour is especially suited for those who want quick, authentic insights into Windsor’s highlights.
Bottom Line: If your time is limited but you want an authentic, friendly introduction to Windsor, this express tour offers a practical and enjoyable option.
How to Choose the Right Windsor Walking Tour
Selecting the best walking tour depends on your interests, schedule, and how deeply you want to explore Windsor. If you prefer a rundown with a lively guide, the Windsor Town Daily Walking Tour is a solid choice. For a tailored, private experience, the Private Town-Walking Tour offers flexibility and personalized stories.
History buffs or those wanting a detailed look at Windsor and Eton might prefer the Private Guide. If you’re intrigued by spooky legends, the Dark Side Tour adds a thrilling twist. And for a quick taste, the Express Walk is perfect when time is tight.
Consider your budget, fitness, and travel style—are you looking for a private, in-depth experience or a lively group walk? Booking early, especially during peak season, will ensure you get your preferred time and tour.
Final Thoughts
Windsor offers a variety of walking tours that cater to different interests and schedules. Whether you’re drawn to its royal sights, local legends, or spooky stories, there’s an option that fits your style. For a comprehensive, lively introduction, the Windsor Town Tour is ideal. For personalized attention, the private options excel, while the dark side tour adds a fun twist for thrill-seekers.
No matter which tour you choose, Windsor’s walkable streets and historical charm make exploring on foot a real pleasure. Be sure to book early, especially during busy times, so you don’t miss out on these memorable experiences. Happy walking!