Oakham and Stamford Private Walking Tour

Explore charming Oakham, the county town of Rutland. We will go down all the nooks and crannies, see the bigs spots and have plenty of time if you want to bag yourself a treat. Oakham is the place if you're a foodie.

Oakham Castle gas been here since the Norman Conquest and sits upon much older fortifications. Its Great Hall is almost unique as you will see for yourself!

You can see the Spire of All Saints Church for miles around which is handy as it gives you an idea of just how magnificent the church is inside.

There used to be several crosses in Oakham, now this splendid survivor is the last one and also houses the original Stocks which must have been handy being just off the Market Place.

The centre of old Oakham. A market is still held here several times a week and is otherwise home to a plethora of pubs, cafes, restaurants and bakeries amongst other things. Keep an eye out for the restored water pump too.

Oakham has a good selection of artisan craft shops, old pubs, traditional bakers, butchers and cheesemongers and even the odd swanky cafe.

We will also see the home of the incredible Sir Jeffrey Hudson, a man who had a lifetime of adventures and is said to have inspired the character Little Tom Thumb.

It's not often Oakham makes the news, but the unveiling of the first and only memorial statue to the late Queen Elizabeth in April 2024 was that time. Come and see it for yourself. Personally I think the corgis make it!

Soon after we leave the station, we will pass through the gorgeous Town Meadows and cross the River Wellend.

A modern cross commemorating a sad moment in history.

There isn't too much left of Stamford Castle though the town walls appear here and there, sometimes where you least expect them.

Stamford High Street and the surrounding lanes are full of wondrous independent shops and producers. It would be rude not to check some out. I like the cheesemongers!

The whole of Broad Street is actually a lovely place to walk down but we will take a particular peek at this beautiful old building that is still in use today.

There is no shortage of stunning old churches in Oakham and we can look at any we happen upon. If you only pick one, perhaps this should be it.

Perhaps the Creme de la Creme of beautiful spots in Stamford a resident who in his own way, changed the world.

Stamford is said to be the most beautiful stone and Georgian town in England. Spend a few hours here and you'll tend to agree and you might recognise a few locations that have been used onscreen.