Windsor Private Walking Tour: Castle, Eton & Local Stories

Summary

Walk Windsor’s royal streets with a guide and hear untold tales

You’ll stroll Windsor’s historic streets with a local guide who shares real stories behind famous sights like Windsor Castle and Eton College. Expect small surprises—quirky buildings, riverside breezes, maybe even a laugh over British desserts. It’s not just history; it’s feeling what life is like here now.

What’s the experience like?

I almost missed the meeting spot outside the Guildhall because I got distracted by a busker playing something that sounded like Beatles but wasn’t — classic me. Our guide, Tom, waved me over with a grin and didn’t seem to mind my late arrival (I apologized twice anyway). Right away, he started pointing out odd details in the stonework around us — apparently even the bricks here have stories. The air smelled faintly of rain on old pavement, which felt about right for Windsor.

We wandered down Thames Street, dodging locals who seemed to know exactly where they were going (unlike me). Tom told us about the Crooked House — it really does look like it’s had one too many pints — and then we paused at this statue for a regiment I’d never heard of. He shared how people still leave flowers there sometimes. I liked that he didn’t rush; he let us linger if something caught our eye. At one point, I tried to pronounce “Eton Mess” properly and Tom just laughed — apparently my accent is hopeless.

The walk along the river was quieter than I expected. You could hear ducks arguing somewhere under the bridge, and there was this soft breeze coming off the water that made my jacket feel just right. Looking across at Eton College, Tom explained how students used to sneak across for mischief (he winked like he maybe knew more than he was saying). And then suddenly there it was: Windsor Castle looming up behind us, bigger than any postcard makes it look. We ended outside St George’s Chapel — people were leaving flowers at the gate, which made everything feel sort of hushed for a minute. I still think about that silence sometimes.

Step-by-step itinerary

Day 1 — Private walking tour of Windsor highlights

• Meet guide outside Windsor Guildhall
• See Windsor's leaning tower
• View regiment statue in Windsor
• Explore old Black Horse Inn street
• Walk along William the Conqueror's hunting lands
• Admire British King statue
• Stroll through scenic gardens
• View the River Thames in Windsor
• Look across river to Eton College
• Walk up Thames Street and see pavement
• Admire Windsor Castle exterior
• Finish outside St George's Chapel gates

Top questions

How long does the private Windsor walking tour last?

The tour lasts approximately 1.5 hours.

What main sights are included on this Windsor walking tour?

You’ll see Windsor Castle, Eton College, Thames Street, the Crooked House, and St George’s Chapel.

Is pickup included in this private Windsor tour?

No hotel pickup is included; you meet your guide outside Windsor Guildhall.

Are infants or children allowed on this walking tour?

Yes, infants and small children can join and ride in a pram or stroller.

Is this Windsor walking tour suitable for all fitness levels?

Yes, it’s suitable for all physical fitness levels.

Are service animals allowed on this tour?

Yes, service animals are allowed during the walk.

Does the tour include entry into Windsor Castle or other attractions?

No entry tickets are included; you visit sites from outside with your guide.

Will we cross into Eton during the tour?

You’ll view Eton College from across the river but do not cross into Eton itself.

What’s included

Your private day in Windsor includes a friendly local guide who meets you outside Guildhall and leads you through town highlights like Windsor Castle and Eton College—no entry fees needed—plus plenty of stories along the way before finishing near St George’s Chapel.