Challenge Events

There is something deeply rewarding about taking on a big challenge in the outdoors. Whether it is climbing multiple peaks in a day, walking further than you ever have before or testing yourself in tough terrain, these experiences push you physically and mentally and leave a lasting sense of achievement.

At Trekking Tom Experiences, we offer a range of guided challenge walks across the UK, designed to help you reach new goals in a safe and supportive environment. Our challenge events are open to individuals, groups, corporate teams and charity fundraisers. We handle the logistics, guide the route and support you every step of the way so you can focus on giving your best and enjoying the journey.

Some of the popular challenge routes we guide include the Yorkshire Three Peaks, the Edale Skyline, our infamous Heights of Hell, the Welsh Three Peaks, and the Lake District Ten Peaks. For those wanting an even bigger test, we also offer bespoke multi day adventures and custom routes designed around your fitness, time and objectives. Each event is led by qualified and experienced Mountain Leaders who know the terrain well.

We provide detailed route planning, pre event advice, full safety cover on the day and optional training walks in the lead up to the event. Whether you are new to hillwalking or looking to improve a personal best, we work with you to make the experience achievable and enjoyable. For charity and corporate groups, we can organise private challenge days tailored to your needs. These can include logistics such as transport planning, checkpoint management and emergency cover, along with support for fundraising pages and promotion.

We have experience working with groups of all sizes and can adjust the challenge to suit both seasoned hikers and those taking on their first big hill day. A big part of any challenge event is the preparation. We offer one to one advice on training and kit, and are happy to organise practice hikes in similar terrain. For longer events, we build in decision points and plan for alternative routes in case of poor weather or unexpected issues. Your safety is always the priority, and we aim to balance ambition with good judgement.

We run challenge events throughout the year, although most are scheduled from spring through to early autumn to make the most of longer daylight hours and more settled weather. Every event includes a full kit list, safety briefing, first aid cover and experienced leaders who are there to encourage, guide and respond if things do not go to plan. At Trekking Tom Experiences, we believe challenge should be personal.

It is not about being the fastest or strongest. It is about showing up, putting one foot in front of the other and finding out what you are capable of. We are here to help you get there.

If you are interested in joining a challenge event or organising one for your team or fundraiser, get in touch. Let us help you take on something big.