Explore Oakham Differently
Discover somewhere new - or rediscover somewhere you thought you knew.

- Follow a carefully planned self-guided route through the area
- Use real landmarks and features to crack around 18 clever clues
- Notice fascinating features you'd normally walk straight past
- Great fun for everyone from 6 to 106
- Around 1.5 hours of exploring
Around 1.2 miles of walking - One trail is perfect for up to 5 people
How it Works
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1. Choose how you want to explore
Use the App, print your Trail at home, or let us print and post it to you.
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2. Access it
instantlyYour App and PDF are ready immediately, whichever option you choose.
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3. Explore
& solveFollow the route and crack the sneaky clues along the way.
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4. Submit
your answerEnter your final
answer online to
reveal the ending.
Top secret!
We've got a mission for you in
Oakham
Evil genius Dr Bea Nasty was having a complete mare… Everyone was talking about the ceremonial horseshoes at Oakham Castle and not paying any attention to her plans for world domination! To exact her revenge, Dr Nasty has built an elaborate device that will put a curse upon these special equine slippers. Anyone admiring them will immediately be hypnotised and start neighing like a horse! Surely Bea's plan is a shoe-in?
However, Prince Lardeedah is galloping his way to the castle to marvel at this display of horsey footwear. Local residents have a nagging worry that the Prince will end up looking a bit foalish and bring eternal shame upon the town. As luck would have it, we have some top Spy HQ agents (YOU!), ready to saddle up and mount a response by jockeying for the code to deactivate this device. Just stop horsing around…
Treasure Hunt Through Oakham - Butter Cross & Castle
Are you looking for something to do with family and friends or seeking a fun day out with the kids in Oakham?
Then why not explore Oakham on this self-guided spy mission themed Treasure Trail. As you follow the Trail route, can you solve the sneaky clues set on existing buildings, permanent features and monuments to crack the code and complete the mission just like a true secret agent?
The Trail starts from the car park in Burley Road and takes you on a circular route through the streets of this historic old town. you will pass many characterful buildings to finish at the famous Butter Cross and the castle.
Everything you've uncovered has led to this...
Use the intelligence you've gathered, crack the final challenge and bring the mission to a successful close.
Trail Information
Trail Information
Trail Location
The Oakham Treasure Trail starts at:
Burley Road
Oakham
Rutland
Rutland
LE15 6DH
England
Trail Details:
- A Spy Mission themed walking Treasure Trail around Oakham
- Ideal for discovering more about where you live or exploring somewhere new
- Trails are done in your own time at your own pace
- This Trail is approximately 1.2 miles long and takes 1.5 hours to complete
- This Trail is suitable for all ages from 6 - 106 (no children necessary!)
- One Trail booklet is enough for 4-5 people
- Circular loop Trail
- Mobile phone text service for clue answers if you get stuck, ensuring that no mystery goes unsolved
- This Trail can be sent to you in the post or downloaded today for instant Trailing fun!
More Information:
Navigating The Route
This is a circular Spy Mission around Oakham Butter Cross and Castle, with Agents helping stop Dr Bea Nasty from cursing Oakham's ceremonial horseshoes by exploring the town and recovering the code that will halt her device before Prince Lardeedah arrives.
The operation covers approximately 1.2 miles and should take around 1.5 hours to complete. You'll start near the main entrance to Oakham Library, investigate the town centre, pass through Market Place and Market Street, and explore key spots around Cutts Close Park, the Castle grounds and All Saints' Church before looping back towards the start area.
This Trail is wheelchair accessible and pushchair accessible. The route is described as pretty level throughout, using pavements, paths and quiet roads, with some busy-road crossings to handle carefully.
Agents should also take care around the railway level crossing area, and keep Mini Agents close whenever the route crosses busier roads.
Getting There
By car: Begin the mission near the main entrance to Oakham Library (LE15 6DU). Nearby parking is suggested at Burley Road pay and display car park (LE15 6DH), which is recommended for the start.
By public transport: Make your way to the main entrance to Oakham Library to begin the operation. The circular route loops back through Market Place and Market Street to the start area near Oakham Library.
Need the Loo?
Useful comfort stops are available at John Street bus station, not far from Clue 08, and at Church Street car park, near Clue 15.
Bring Your Furry Sidekicks
If you're bringing four-legged Agents along for backup, plan for a compact town-centre mission with pavements, paths, quiet roads and some busy-road crossings. 🐾
Keep canine recruits close around traffic and take particular care near the railway level crossing. Cutts Close Park and the Castle grounds are suggested picnic spots, so check ahead for opening times if you're hoping to pause there with the whole squad.
Food & Drink Stops
Code-breaking is thirsty work, but there are plenty of shops and cafes in the town centre for provisions.
Cutts Close Park and the Castle grounds are suggested for a secret picnic, but check ahead for opening times before relying on them as your refuelling base.
Want to Make a Day of It?
Oakham Castle
The Castle grounds are part of the route and make a strong picnic contender if open. Inside the castle, keep your undercover eyes peeled for over 230 ornate horseshoes, given to the Lord of the Manor by peers of the Realm and Royalty who visit Oakham - a very appropriate extra stop for Agents tackling Dr Bea Nasty's horseshoe plot.
Oakham Castle museum
The museum is free to enter and well worth checking out if open. Its collection includes old agricultural equipment, memorabilia of old Rutland and items of crime and punishment, including the only New Drop Gallows in England.
All Saints' Church
All Saints' Church was first mentioned in the Domesday Book, when it would have been a wooden building. It was rebuilt in stone in the 13th century, and its slender spire is 14th century. Look up for Cock Peter on top of the spire, thought to be one of the oldest weather vanes in the country and visible for miles around.
Midland Railway signal box
Just across the level crossing is the famous Midland Railway signal box. Built in 1899, this listed building has a brilliant undercover claim to fame - Hornby and Airfix used it as a model for their train-set signal boxes, and it often appeared on the boxes too.
Oakham Congregational Church and Flores House
Oakham Congregational Church was first formed in 1662, with the current building opening in 1861. Next door, Flores House is one of the oldest houses in Oakham, dating from the late 1300s, and is named after Roger Flore, Speaker of the House of Commons from 1416-1422.
Mini Secret Agent Club
Mini Secret Agent Club
We have three super duper themed Clubs for your child to enjoy as part of their Treasure Trail experience.
Perfect for 4-8 year olds, the concept behind the Clubs is that your child will get a bundle of goodies to excite
them about their forthcoming Trail experience, something to keep them entertained whilst travelling to and from
the Trail, and something to be given on completion of the Trail as a keepsake.
Show more »
What is a Treasure Trail?
What is a Treasure Trail?
