We started the tour – led by the witty and knowledgeable Mike Garland – outside St Stephen’s, one of 12 medieval churches in the town centre. We are told this area has been lived and worked in since at least 850, possibly earlier, making Ipswich one of the four oldest, continuously occupied towns in England, alongside Southampton, London, and York.
Colchester can thank Boudica’s levelling of their town for their omission on this prestigious list, despite their best promotional efforts, because it hasn’t been continuously inhabited.

Apparently the Saxons wouldn’t have lived in the exposed Roman ruins of Colchester, post-Boudica rampage. Who would’ve known they were so fussy? Mike signposted us to a Saxon poem called ‘The Ruins’ to add further weight to his argument. The poem is actually written about Bath, but it neatly represents the Saxon view, that living in another culture's ruins would be disgraceful, and unappealing. Sorry (not sorry) Colchester. Better get the Tippex out.
Moving onto the Ancient House
Undoubtedly one of the most beautiful buildings in Ipswich, we were met with a challenge from Mike. Would Thomas Wolsey would have seen Ancient House? What do you think? Without giving too much away, the answer led us into a fascinating discussion about architecture, haphazard restoration, and how some questions have more than one answer. Such was the magnetism of this conversation, that we attracted passers-by into the debate, who passionately shared their own understanding of the building's history.

A significant portion of our time at Ancient House was spent occupied by our well-informed guide debunking several myths about its history, including the ever persistent legend that King Charles II hid on-site during his flight from England.
Never one to state an opinion without backing it up with an impressive amount of evidence from a variety of reputable sources, Mike’s whistle stop tour of this legend was an impressive feat. He even explained how this story – first posited by a Cambridge Professor – came to be so prevalent. To find out more, you'll have to go on one of his tours. But the summary is simple, it can be traced back to the local pub. Why is that not surprising?
Pub culture
In a place like Ipswich, where pub culture has always been part of the fabric of the town, we inevitably ended up discussing the hotly debated topic of the ‘oldest pub in Ipswich’. Much like the oldest town debate, it all hinges on the ‘continuous use’ factor, with The Spread Eagle being the sole contender.
If other pubs are older, and its still a big ‘if’, none of the other pubs in town have retained their public house status for the duration. Many others having being converted into residential use in their lifetimes, even if temporarily.

Cardinal Thomas Wolsey
No tour of Ipswich would be complete without tales of Ipswich's greatest son, Cardinal Thomas Wolsey, so it was appropriate that our last stop of the day was at his statue on St Nicholas Street.
After dealing with what we don’t know about his life—where exactly he was born in Ipswich or where exactly he is buried—Mike moved on to what we do. The inscription at the base summarises Wolsey’s approach to education, saying that he "believed that pleasure should mingle with study so that the child may think learning an amusement." A laudable ethos that seems so far ahead of its time.
Another modern idea that Wolsey championed was fair representation in legal matters, making it possible for the poor to go to court for free. An idea that didn’t endear him to the rich folks of the town.

Finishing up
The whole tour was magnificent, combining historical facts and expertly debunked fables.
In only a short time, we learnt so much. From methods of historical timber construction to the importance of clay to Ipswich and the significant archaeological discovery of the ‘Ipswich Man’ – the remains of a North African man dating back to the 1200s found in Greyfriars.
Even if you know Ipswich well, attending one of these tours will arm you with new information and facts to entertain friends and maybe even charm your pub quiz team into first place.
For more information, visit https://ipswichtourguides.onesuffolk.net/about-us/
Our content is free to read thanks to the generous support of Insight Energy , RSZ Accountancy and David Button Funeral Directors

Your trusted sustainable energy solutions provider
High-quality, market-leading products that empower homeowners and businesses to move toward a more sustainable future.
RSZ Accountancy
RSZ Accountancy provides digital accountancy and bookkeeping services that save SMEs time and tax.
Independent family funeral directors
We are an independent funeral director based in Walton, Felixstowe and cover all local areas, including Ipswich.AI test identifies heart disease before symptoms show, study finds
A 10-minute test using artificial intelligence has achieved an 80% positive predictive accuracy in detecting cardiovascular disease in asymptomatic patients, according to new research led by a professor at the University of Suffolk.Fire pods and gang awareness workshops grip Ipswich pupils
This year's Crucial Crew featured interactive scenarios on everything from online safety to criminal exploitation, with the smoke-filled Fire Pod proving most popular.Ellisons achieves top STEP accreditation for staff development
The Ipswich-based law firm has been awarded platinum status under the Society of Trust and Estate Practitioners Employer Partnership Programme, the highest level of recognition available.New East of England Co-op opens on Woodbridge Road tomorrow
The retailer's brand-new food store opens at 7:00 tomorrow morning, Wednesday, 18 June, replacing the current Brunswick Road location with a modern store offering better services and food-to-go options.Suffolk residents lose £407k to romance fraud in 114 cases
More than £407,000 was lost to romance fraud across Suffolk last year, with 114 incidents reported to police as national cases rise by 9%.Insight Energy , RSZ Accountancy and David Button Funeral Directors

Your trusted sustainable energy solutions provider
High-quality, market-leading products that empower homeowners and businesses to move toward a more sustainable future.
RSZ Accountancy
RSZ Accountancy provides digital accountancy and bookkeeping services that save SMEs time and tax.
Independent family funeral directors
We are an independent funeral director based in Walton, Felixstowe and cover all local areas, including Ipswich.Local hearing care firm backs dementia golf programme
All About Hearing has agreed a sponsorship deal with Seckford Golf Club to support their twice-monthly sessions for people living with dementia.Green Party rally draws 200+ supporters to Ipswich waterfront
More than 200 Green Party members and supporters gathered at the University of Suffolk on Saturday, hearing from MPs and party leaders before delivering leaflets across Ipswich and Suffolk.Christchurch Park to host Suffolk's Armed Forces Day celebration on 28 June
Ipswich Borough Council will host this year's Suffolk Armed Forces Day at Christchurch Park on Saturday, 28 June, featuring free family activities and live entertainment from 11am to 4pm.Claydon High student wins inaugural Suffolk Young Speaker award
A 14-year-old from Claydon High School was crowned Suffolk Young Speaker of the Year 2025 after nearly 70 young people competed in the first competition of its kind at Kesgrave Conference Centre.Albanian drug dealer jailed for three years after Ipswich arrest
A 35-year-old Albanian man caught with cocaine and fake Bulgarian ID documents in Ipswich has been sentenced to three years in prison.Insight Energy , RSZ Accountancy and David Button Funeral Directors

Your trusted sustainable energy solutions provider
High-quality, market-leading products that empower homeowners and businesses to move toward a more sustainable future.
RSZ Accountancy
RSZ Accountancy provides digital accountancy and bookkeeping services that save SMEs time and tax.