Kings Cross to Peterborough (~45 min), then 25 minutes to Oakham. Your guide will meet you at Oakham Railway Station or at your hotel. Train tickets not included — book via National Rail.
A Thousand Years of Dark History in One Small Town
Explore the grim history behind the beautiful market town of Oakham
For such a beautiful picturesque market town, Oakham is an unexpectedly dark and grim history that most people are oblivious to today despite. On this tour we will learn about some of the actual dark history of Oakham, the people who lived and died here… one man who lived, died and lived again! Oakham has Britains oldest court, the only operational gallows in the country and a fantastic set of Stocks in market square.
We will visit various spots of executions and see the evidence that remains today. Murders, ghosts, corporal punishments and much more. It’s a private tour so runs at a time that works for you but to see the Oakham Castle Court and nearby functional gallows we have to be underway by 3pm.
Oakham Castle Hall — hung with horseshoes gifted by visiting royalty
The original beneath the beautiful old Buttercross.
Dastardly Deeds Around Every Corner
Tom Thumb, Dead Man’s Lane & public executions
Discover the bloody tale of the shortest man in Rutland — said to have inspired the legend of Tom Thumb. Discover a beautiful picturesque street that was once known as Dead Man’s Lane. We’ll see carvings left in the street from spectators of executions and visit long gone burial sites.
These are the kinds of stories that only a local guide can tell — and they’re exactly what makes an Oakham walking tour unlike any other experience in the East Midlands.
The only working gallows in the country
Oakham’s beautiful streets — once known as Dead Man’s Lane
Pricing
Per Person — Entry Fees Included
Child prices available on request. Groups of 5–10 very welcome.
Book by email, via Viator, or use the booking calendar below.
Frequently Asked Questions for Oakham’s Horrible History Private Tour – ‘Orrible gore & ghosts!
Meeting Time: AM or PM
Location: Oakham
Duration of Tour: 3 hours Approx
Meeting Point: Oakham Railway Station for those arriving from London (about 40 minutes to Peterborough then 25 to Oakham) or elsewhere. Otherwise we can meet you at your hotel in Oakham or mutually convenient location.
How to book Oakham’s Horrible History Private Tour – ‘Orrible gore & ghosts!
To make a booking please contact using the button above or book using the calendar system towards the bottom of the page.
Alternatively you can book by using the automated booking process with Viator by clicking below.

Why not consider the Oakham Pub Tour for a full day in the county’s finest market town.


