Walks and Trails

Rural Rutland is a Walkers Wonderland

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 Festival has been held towards the end of May each year for the last 8 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?

Numerous enjoyable walks have been specially put together for you by experienced and knowledgeable locals, taking in some of the most beautiful parts of the county in five of our picturesque villages, click  Exton walks  – Braunston walks – Empingham walks – Ryhall walks – Wing walks.

Rutland Trails: Walking Holidays & Guided Walks

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 tranfer 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, covering a route totalling 65 miles. The route can be broken down into sections, making the undertaking less daunting. A guide to The Rutland Round can be purchased from local bookshops, such as Walkers on Oakham 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.

Smaller Local Routes

Countryside for All: There are three accessible countryside routes available in Rutland: Egleton Nature ReserveRutland Water and Exton

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 Trail for a wonderful day out.

National Routes

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!

Download Your Mystery Driving Tours Here:

1. Rutland Water Trail

2. Bishop’s Eye Trail

3. Royal Forest Trail

4. Vale Trail

5. Victorian Miracle Trail

6. Lost and Gone Trail

7. Forgotten Rutland Trail

Uppingham Heritage Trail

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.

Rutland Walks: Empingham

Two circular walking routes taking in the countryside around Empingham and Rutland Water, starting at The White Horse.

Oakham Heritage Trail

Oakham, the county town of Rutland, is a classic English market town, mentioned in the Domesday Book of 1086. It has a castle, market place, butter cross and stocks, a famous old school, all in close association with a magnificent parish church and arranged in a rectangular shape around which the town has grown.

Rutland Retreats

Rutland Retreats brings you a rare chance to stay in contemporary and stylish self catering accommodation close to Rutland Water, with a host of activities on your doorstep.
The Retreats are a collection of  two and three bedroom environmentally friendly buildings with sedum roofs, open-plan living spaces and fully-fitted kitchens, set in a beautiful, idyllic, natural countryside surrounding.
Ideal for families, each Retreat comprises a master bedroom and one or two additional bedrooms. The master bedroom has an en-suite shower room, double wardrobe and French doors opening onto the garden.

Price from £360

(Linen included)

Uppingham Heritage Trail

Market Place, High Street Eas, Uppingham, Rutland, LE15 9PY, United Kingdom

Countryside for all walk: Normanton

Normanton Road, Edith Westo, Rutland, LE15 8HD, United Kingdom

Rutland Walks: Empingham

Main Stree, Empingham, Rutland, LE15 8PS, United Kingdom

Oakham Heritage Trail

Rutland County Museum, Catmos Stree, Oakham, Rutland, LE15 6HW, United Kingdom

Rutland Retreats

The Avenue, arnsdale, Exto, Rutland, LE15 8AH, United Kingdom

Jill Collinge Tours & Talks - Blue Badge

Stamford, Rutland, United Kingdom

Countryside for all walk: Exton

West End, Exto, Rutland, LE15 8BD, United Kingdom

Rutland Trails: Walking Holidays & Guided Walks

Various locations, Rutland, United Kingdom

British Heritage Chauffeur Tours

Across the UK, United Kingdom

Countryside for all walk: Egleton Nature Reserve

Anglian Water Birdwatching Centre, Rutland Wate, Egleto, Rutland, LE15 8BT, United Kingdom