Oakham and Stamford Private Walking Tour

5.0 (one review) 6 hours Free cancellation Private tour

out of 5

one review

5.0

Oakham Buttercross — Photos: the activity supplier, via Viator

All Saints Church — Photos: the activity supplier, via Viator

About this activity

This private walking tour explores two of the most beautiful little market towns in Britain that are only a few miles apart but which are entirely different in how they look and feel. We will spend around 3 hours in lovely Oakham before hopping 10 minutes on the train (or by car if you prefer) to Stamford.

Oakham is the county town of Rutland. Our smallest county with gorgeous countryside all around and with a well-deserved reputation for its quality food and drink and artisan shops.

Oakham also has a unique Great Hall in the castle, old buttercross & market & much more.

Stamford is perhaps the finest Georgian-era town in Britain. You might not have been there before but you’ll likely recognise it from its many appearances onscreen.

Stamford’s narrow alleyways and hidden courtyards are home to all manner of specialty shops, fine jewelers & designer boutiques. It also has a Friday Market and a buzzing High Street. Not forgetting the great history and architecture. It's heaven!

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At a glance

Duration: 6 hours
Confirmation: Confirmed within 48 hours
Ticket: Mobile or paper ticket accepted
Group: Your group only
People per booking: 1–15
Guide: English
Operated by: Ye Olde England Tours

Ages: Infants (0–5 years) · Adults (15–99 years)

What is included

Included

Included: Private Tour Guide

Not included

Not included: Food or drink
Not included: E/Way train tickets between Oakham+Stamford about £5. Tell me if you want me to get them.

Itinerary

Oakham

1 h 20 min

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

20 min

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!
All Saints Oakham

15 min

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.
Stop 4

10 min

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.
Stop 5

10 min

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.
Stop 6

20 min

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.
Stop 7

5 min

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!
Stop 8

15 min

Soon after we leave the station, we will pass through the gorgeous Town Meadows and cross the River Wellend.
Stamford's Eleanor Cross

5 min

A modern cross commemorating a sad moment in history.
Stamford Castle

10 min

There isn't too much left of Stamford Castle though the town walls appear here and there, sometimes where you least expect them.
Stop 11

20 min

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!
Stop 12

10 min

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.
All Saints Church

15 min

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.
Barn Hill

15 min

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

1 h 20 min

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.

Meeting point and pickup

Everyone meets at the meeting point.

Meeting point

Just outside Oakham Railway Station. Let me know your train and I will be there. Otherwise I can meet you anywhere in Oakham if you're staying in a hotel.