Welcome to Rutland Trails

Walking holidays to suit you

We provide guided walking holidays in Rutland and surrounding areas for single people, couples and groups, as well as hosting corporate team building events.

Rutland Trails was founded by Ian Strange, a fifty-something with bags of energy and enthusiasm for walking and people. This combination, together with his warm character and continual desire – "to ensure everyone has a good time" – will make this walking holiday an experience you will treasure and hopefully want to do again.

What we offer

We offer a scheduled group walk once a month, see our calendar for exact timings or we can create a bespoke walk to suit your own particular needs, in terms of timings, location and terrain.

Ian accompanies every walk and will be your support crew, your font of local knowledge and your entertainment.

He’s also the logistics man, ensuring your baggage and any other equipment make their way safely along the route.

Rutland Trails

Who does this type of holiday suit

Anyone can walk. The level you walk to – the distance you cover and the type of terrain you want to tackle – are down to you. This is not a route march necessarily. It’s a holiday after all. But it can be as arduous or as relaxing as you want it to be. You determine what you want.

It will suit experienced walkers who would like a different challenge and potentially new scenery and landscapes. Equally, it will appeal to novice walkers who may not have the confidence to use a map and the public footpaths system.

What are the costs

Pricing is largely determined by what you want to do and over what period of time. We have outlined ballpark costs on our bookings page which you might find useful as a starting point.

We have hand picked the best accommodation across the county and through building great working relationships with these partners and now friends, we can offer you better rates than you would be able to book direct. We obviously want to make this holiday as special as possible for you, but at affordable prices.

Why Rutland?

It is a hidden gem of a county and being on the small side means it is easy to cover much of it and discover the real highlights during your stay. We love it and we know you will too.