Rutland is the perfect place for walking and has long attracted ramblers who enjoy finding their way around the tiny villages, little known tracks and country lanes. One of the best features is that you’re never far away from a great village pub!
Several books have been published detailing interesting walks around the county for all ability levels. The Rutland Walking Festivalhas been held towards the end of May each year for the last 10 years. It’s a superb celebration of Rutland’s glorious countryside with lots of top tips for getting the best out of cycling and walking your way around Rutland.
Rutland Walking Leaflets
Look out for the numerous walking leaflets to be found around village locations with easy to follow directions ensuring that you don’t get lost. Although, with plenty of cosy pubs en-route, you’ll never be far from a friendly local to ask for advice or a refreshing pit stop! Why not print off your own walking leaflets now to save time?
Let Ian take all the organisational strain out of planning your Rutland walking holiday, as he can cover all elements to provide a stress free break, whether you know the routes you’d like to cover or not, Ian an sort out accommodation, transport, luggage transfer and be your informative guide. Rutland Trails also have a number of organised walks throughout the year which you can book spaces on.
Longer Local Routes
The Rutland Round, is a complete tour around the perimeter of the county launched in 2000, covering a route totaling 65 miles. The route can be broken down into sections, making the undertaking less daunting, and you can do this during the Rutland Walking Festival in May. A guide to The Rutland Round can be purchased from local bookshops, such as Walkers of Oakham on the High Street.
The Uppingham Round: A circular walk of around 80 miles with Uppingham at its geographical centre, it passes through the districts of Harborough (Leicestershire), Corby (Northamptonshire) and East Northamptonshire. It takes in some less trodden routes and crosses some of the most attractive countryside as well as visiting notable parish churches and offering views of the Harringworth viaduct.
The Melton Round: a 64 mile walk which circles Melton Mowbray, taking in northerly parts of Rutland, designed to take advantage of the fine views available in the area.
If you’d like to enjoy the character and history of our market towns and learn more about the stories of their past, with plenty of opportunities to sample the delights of nearby shops and cafes, then take a look at the Oakham Heritage Trail and Uppingham Heritage Trailfor a wonderful day out.
There are several famous walking routes which pass through the county;
The Macmillan Way is a 290 mile route from Boston in Lincolnshire to Abbotsbury in Dorset, and was originally developed to raise money for Macmillan Cancer Support and has raised over £350,000 to date. It was opened as a fully signed and waymarked route in 1996. This route passes the south banks of Rutland Water. A number of publications cover the route, for more information go to
The Viking Way is a 147 mile route crossing an area historically occupied by Norse invaders. Starting in Hull, winds its way southwards from the Humber Bridge, through the Lincolnshire Wolds and finishes in Oakham. The official plaque marking the end of this historic route is outside the Rutland County Library.
The Hereward Way covers 110 miles, starting in Oakham and finishing in Thetford, Norfolk.
The Jurassic Way follows the band of Jurassic Limestone that runs along the northern boundary of Northamptonshire, along the Oxford Canal, via Middleton Cheney and Woodford Halse to Braunston on the Grand Union Canal. Here it passes between Market Harborough and Corby, following the Welland Valley to Rockingham with its castle. 90 miles long.
Rutland Driving Trails
Discover the hidden gems of the East Midlands with these scenic drives that the whole family will enjoy.
If you’re looking for things to do during your visit to Rutland, take on one of our magnificent Mystery Driving Tours, starting in either Oakham or Uppingham. Each route takes in a different part of the county and provides a fascinating insight into the wealth of Rutland history that you can find in our beautiful villages and market towns. Castles, Palaces, a Royal Forest, film locations, a macabre past, medieval churches, steam engines and even reminders from the jurassic era – you’ll be surprised to find such a fusion of history, geology, architecture, science and Victorian industry all ready to tell an amazing story of the smallest county in England throughout the ages!
A guided walk through Uppingham’s Heritage There are 20 identified sites numbered on the map. You will see 7 information boards, A to G, along the route together with QR codes which are links to the website, where you will find even more information.