Private Tour
Available languages
Mobile ticket
The history of Oakham goes back over a thousand years with people living here much earlier too. Oakham is a beautiful vibrant market town which somehow manages to be wonderfully quiet compared to the noisy chaos of London. It makes for a great day out or even long weekend away. Our special private walking tour is the best way to either see it all or get your bearings for a longer stay.
Our Private Walking Tour is just for you and will explore all the nooks and crannies of this beautiful market town, the county town of Rutland.
See the unique castle set amongst its old walls and beautiful park with old bandstand. Admire the fabulous old church and check out the old Stocks in the Buttermarket amongst much more besides.
Oakham and Rutland are known for being great for foodies and there is lots to see and buy.
It's a private tour so runs when you want it and at whatever pace you like.
Please note Oakham is a small market town, museum & castle interior closed Sundays & Tuesdays.
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Private Walking Tour and any entrance fees
The Admiral Hornblower
64 High Street Oakham United Kingdom
The George Hotel
Market Place Oakham United Kingdom
Wisteria Hotel
4 Catmos Street Oakham United Kingdom
Oakham Castle
Oakham Castle is known for being one of the best-preserved examples of Norman architecture. Its great hall is home to massive horseshoes, often made by local blacksmiths, to celebrate visitations from important people, (traditionally royalty or peers of the realm) including King Charles III and Queen Elizabeth II Following recent restoration work it is now even easier to explore the old boundaries of the castle which may have been part of a much larger Anglo-Saxon burgh or fortification.
All Saints Oakham
Explore inside the beautiful Grade 1 listed 13th century All Saints Church whose spire you can see for miles around. The church has wonderful architecture and all manner of local memorials and history as well as being an active place of worship.
Pickup included
Normanton Church : After or indeed before our tour, visit nearby Normanton Church. Nestled on the shore of beautiful Rutland Water.
Pickup included
2 reviews
Total reviews and rating from Viator & Tripadvisor
W8338RPemilyb,
May 7, 2025
- Review from Tripadvisor
A fabulous tour around Oakham with Stephen . Highly knowledgeable, personable and with an excellent sense of humour ! We saw fascinating artefacts , unique buildings and heard lots of fun stories about Oakham including the smallest man from the smallest county . We loved the 5 legged stocks and the statue of the Queen with her corgis ! This is a must see tour and Stephen is fabulous



359pjp,
Apr 1, 2025
- Review from Tripadvisor
An excellent tour, full of fascinating facts presented in a friendly and relaxed style. Stephen clearly researched his subject very thoroughly and is very knowledgeable. This combined with his style of delivery and enjoyable company made for a most enjoyable morning spent in this delightful English country town.



Operated by Ye Olde England Tours