Story and Photo’s: Phil Wiley
It’s not only the royal family who like visiting Windsor for a holiday. If you’re in England it’s a great place for a weekend away because it’s got the lot: history, the royal connection with it’s castle and parklands, tons of historical pubs and strange old buildings, the theatre and great shopping. Plus the lovely river Thames, which divides Eton and it’s famous school from Windsor itself, streams through the town.
Here are a few of my favourite parts of this historical vacation spot of the British Royals.
The Crooked House

Popular Mechanic’s magazine named Windsor’s Crooked House , which is now a tea room, in a story about the World’s 18 Strangest Houses. Built in 1592 the Crooked House now leans at a marked angle, which happened after it was rebuilt with green wood in 1718, and as the wood dried the house bent.
There’s a secret passage in the basement, supposedly used for illicit trysts between Nell Gwynn and Charles II. And, less romantically for delivering produce from the market to the kitchens of Windsor Castle. In case you fancy sneaking into the castle for a quick snog with Princess Kate, or William if that’s what tickles your fancy, I’ve got to tell you that, for security reasons, the passage has now been blocked.
And if you just want to have tea and scones, be aware that the floor was never leveled, so you might find your cuppa sliding off your table.
Eton’s Porny School
What a totally brilliant name for a school
Wish I’d gone there. Porn was seriously frowned on at my school.
But, seriously, I shouldn’t be taking the mickey, because by all accounts it’s a very good, well respected, school with high academic achievements and a waiting list to get your children accepted.
I took the top pic 5 or 6 years ago. The sign might have been repainted, or changed, since then.
Anyway it’s well worth a walk across the bridge over the Thames from Windsor into Eton. The school is on the right, just a short stroll from the river. Five minutes further along is the more famous school, Eton, which as produced a string of British Prime Ministers, including the current one, David Cameron.
Windsor’s great historical Pubs
There’s no doubt at all that my favourite drinking hole in Windsor is what I call the candle pub, but most people know it by it’s real name, The Horse and Groom. It’s just across the road from the main entrance to the castle, with The Crooked House leaning over just behind it, down the alleyway.
I’ll forever think of it as the candle pub because…well for one thing the very small drinking area inside is lit almost entirely by candles and a fire which burns all winter, but the real reason is that on New Year’s Eve 2006, just after midnight by wife got up from her seat to go to the toilet and a huge church candle fell off a high shelf onto the back of her coat, splashing her hair with thick wax and drowning the back and shoulders of her coat.
The landlord paid for the dry cleaning, of course, but failed to give us any free drinks, which apparently I wouldn’t stop asking for. Though I’d probably had too many already.
A year later, same pub, a different night night, on yet another visit from our home base in Australia, we were sitting at a small table near the fireplace stealing glances at the romance between a beautiful young couple, when the man reached across to stroke his girlfriends hair and his pullover strayed too close to the candle on the table and his arm burst into flames.
Acting quickly my wife threw my beer over him. Most of it landed on his head, but enough went on the flames to kill them. She should have used his beer, so I nearly killed her
Next on my list of Windsor pubs is The King and Castle, on the road that runs alongside the castle walls. It’s a Weatherspoons pub, so it’s big, cheap, and cheerful.Good, hearty British pub food, and the cheapest beer in town. If you’re there for a meal you can a big secection of meals that come with a drink of your choice. So if you’re driving and can only have one drink order your meal with the freebie first before buying at the bar.
They’ve got great toilets downstairs btw. Winning a best toilet contest in 2010
And seeing you’re just across from Windsor Castle, perhaps you can claim to have sat on the Royal throne.
Other Windsor pubs high on my recommended list are The Royal Oak down near the hill near the Windsor and Eaton Riverside Railway Station (excellent meals and a big range of beers), and The Three Tons back up off the High Street behind The Guildhall.
Windsor Shopping
Not my favorite pastime, but seeing it rains a lot in England it’s a popular hobby.
The main shopping street in Windsor is Peascod Street, which isn’t the official high street but should be because it looks like a typical English country town high street.
No empty shops here though, it’s always full of life and there are heaps of interesting shops and small cafes. Best of all are the charity shops, where we buy warm clothing, then give it all back the day we leave England and buy again next time we’re back in the country.
The rest of the shopping is around the old railway station, just 50 yards off the High St. There’s a new development (pictured) but like many new shopping areas it’s a bit on the soulless side. You can walk through it to the precinct of shops around the old railway station though, which is an interesting mix of upmarket tourist attracting shops, arts and craft shops/galleries, and importantly (for me) a Cafe Nero for good coffee and cakes, and a Wagamama’s for lunch or dinner.
The Guildhall Windsor
A startlingly beautiful door at The Guildhall on Windsor High Street.
The Guildhall, a couple of hundred yards from the castle, and right next door to The Crooked House, is where Prince Charles and Camilla got married in 2005. More recently Elton John delighted the town when he used the building to tie the knot in a civil ceremony with David Furnish.
A deed of 1369, now in the possession of Eton College, refers to the “gildaule”, and a charter of 1439 states that “pleas happening in the said borough…shall be pleaded and holden in the guildhall there, before the mayor and bailiffs for the time being”. A map from 1607 shows a market house in the location of the present guildhall: the main part of it is raised on wooden pillars to allow the space beneath to be used as a covered corn market.
The erection of the present guildhall began in 1687, but two years into construction the original architect died and the construction was taken over by the famous Sir Christopher Wren, who was born in the town in a house near the river.
Windsor Castle
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