Why choose this Leicester tour ?

Rutland is England’s smallest and some might say its prettiest county. One thing is for certain, Rutland lives up to its motto, Multum in Parvo or ‘much in little’. In this private tour you will just want this beautiful little place has to offer.

Explore the market towns and rolling countryside and its famous Rutland Water. Visit castles, churches and walk down beautiful streets and lanes. Perhaps treat yourself to something nice. Rutland is well known for being foodie paradise (Pork Pie and Stilton for me if you’re asking).

One thing you won’t help but notice is the beautiful rolling countryside in Rutland which combined with its perfect picturesque villages has been labelled the new Cotswolds we will find out why.

This is a private tour just for you by car with a certain level of walking at each spot. I know where I’d like to take you but it’s all easy going and we can go with the flow, wherever that takes us. There truly is Much In Little.



Make the most of your Leicester adventure

What makes Roaming Rutland Private Tour a unique experience ?

We will explore the lovely old county town of Oakham. Full of picturesque streets and buildings and well known for its foodie heaven status.

Explore the unique old Oakham Castle with its surprising Great Hall and recently ‘cleared’ castle walls.

All Saints is a truly magnificent church and in many ways the focal point for Oakham. Well worth having a look inside.

Enjoy the old marketplace with its restored water pump. The traditional bustling hub of Oakham and still with a regular market today.

See the beautiful old Buttercross and its original Stocks so better be good if you don’t want to be pelted with tomatoes!

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!

Resting place of Anthony Jenkinson who travelled the Silk Road centuries ago. A ‘Thankful’ village.

This old church is all that’s left of the village that was flooded when Rutland Water was created. A beautiful spot and great for photographers too.

Enjoy Rutland Water from its shoreline, Englands biggers manmade lake.

See one of the last eight surviving medieval labyrinths with possible origins going back to the Vikings or even earlier and learn the usage of this inspiration for the modern ‘maze’.

Learn of the events that shaped history in this tiny little village with its beautiful old church

Uppingham is the other town in Rutland and is replete with galleries and upmarket eateries.

At 690 feet (210 metres) above sea level, this old Iron Age fort offers fantastic views over the surrounding counties.

This is a private tour so we can pretty much go where you like but a good place is Bede House, part of an old palace that is well maintained by English Heritage.

Explore the beautiful rolling countryside of rural Rutland as we pass through several picturesque villages including some with some surprising and important history.

Tour Description & Additional Info:

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels


Options To Choose for Your Trip:

  • Roaming Rutland Private Tour
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    Pickup included

Roaming Rutland Private Tour Inclusions:

Included with Your Ticket

  • All entrance fees

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Special Instructions:

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  • This Tour is Provided by Ye Olde England Tours.
  • Tour Timezone & Starts at Europe/London.
  • Mobile or paper ticket accepted.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • Minimum 1 Travelers is required to book.
  • Maximum 3 Travelers is accepted for booking.