Iconic Challenges based in the UK

EPIC TREKS and adventures around the uk

Amazing experiences like no other based in the UK – from Scotland reaching the top of Ben Nevis or treking along Hadrian’s Wall, around England with the Yorkshire 3 Peaks or Peak District challenges or Scafell Pike or Jurassic Coastal Walk along the South Coast of  England, or find a majestic Sunrise at the top of Yr Wyddfa (Snowdon) in Wales, or travel through three countries with our national Three Peaks Challenge – all expertly guided by Jonathan Kattenberg.

3 Peaks. One Day.

Yorkshire 3 Peaks – 12 HOUR challenge

This 24 hour challenge will take you through breathtaking landscapes, rolling dales, and rugged summits.

Covering 24 miles and 5,200 feet of ascent, this challenge is not just about endurance—it’s about camaraderie and resilience.

The Yorkshire Three Peaks Challenge is 24 miles (38.6km) round trip and takes on the peaks of Pen-y-Ghent (694 metres), Whernside (736 metres) and Ingleborough (723 metres).

The magnificent hills form part of the spectacular Pennine range, which encircle the head of the valley of the River Ribble, set in the Yorkshire Dales National Park.

Charity or Business?

Walk in the footsteps of the Roman Empire.

Hadrian’s Wall

Our 8 day trek takes you the full length of this once an 8-foot-plus wall, capturing the magnific scenery en-route.

Hadrian’s Wall is one of the most fascinating Roman structures in northern Europe and a World Heritage Site. Built to protect the Roman armies from the Scottish “barbarians” , it stretches 73 miles across the north of the UK from coast to coast.

The wall was symbol of Rome’s imperial power, marking the border between the so-called civilized world and the unconquered wilderness ruled by the Scots.

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Walk in the footsteps of dinosaurs

Jurassic Coastal TREK

Set in the southwest of England, the Jurassic Coastal Walk takes in the region’s only natural World Heritage Sites.

This 1 day trek is one of Walking With My Bear’s most popular treks.

Spanning a 95-mile area of the coast, its unique rock formations famous for its abundance of fossils-rich cliffs, attracts visitors from all around over the world.

Our trek will take us over cliff formations dating back to the Mesozoic Era (252 million years), where we will witness dramatic traces of the environmental changes that took place over millennia, starting with the Triassic Period (252-201 million years ago), the Jurassic Period, (201 to 145 million years ago), and the Cretaceous Period (145 to 66 million years ago), creating remarkable landscapes punctuated by picturesque villages and towns as we cross the land where dinosaurs roamed.

Charity or Business?

Trek to the top of Wales.

The Majestic Sunrise from Snowdon

This 1 day trek starts out early to see the stunning sunrise from the top of Wales 

Mount Snowdon (Yr Wyddfa), is the highest mountain in Wales and the highest south of the Scottish Highlands.

It is designated a national nature reserve, famous for its rare flora and fauna, and is located in the magnificent Snowdonia National Park. It attracts thousands of walkers every year who want to witness its famous and spectacular sunrise from the summit (Yr Wyddfa).

Created by rocks produced by volcanoes in the Ordovician period (456-457 million years ago) and sculptured by glaciation, the climb allows 3-5 hours, usually setting off between midnight and 2am depending on the time of the year.

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See some of the most stunning views in the UK.

Peak District Edale Skyline

Famous for its breathtaking landscapes from its ridges and hills surrounding the Hope Valley high above Edale village.

This 1 day, 20-mile (32 km) walk, takes approximately 8-10 hours as we walk to our total ascent of 1,252m (4,107ft).

With stunning views of the famous Ladybower Reservoir, Win Hill, Hope Cross, Kinder Plateau, Crowden Rocks, Mam Tor, The Great Ridge, and Lose Hill, this is a challemge often taken by runners, testing their endurance to the maximum, although fortunately we are just walking.

Charity or Business?

One of the classic UK challenges.

National Three Peaks Challenge – 4 DAYS

Reach the top of England, Wales and Scotland in a more leisurely 4 days

The National Three Peaks Challenge is a famous trekking event that includes walking the highest mountains in England, Scotland and Wales. Unlike the 24-hour challenge that is popular with those fundraising for charity, this trek is at a much more leisurely pace of 3 nights and 4 days.

After travelling to Fort William on day 1 and resting overnight, we will climb each peak in-turn, returning to the foot of each and driving on to the next. The mountains are Scotland’s, Ben Nevis (Beinn Nibheis) 1,345m or 4,413ft, Wales’, Snowdon (Yr Wyddfa) 1,085m or 3,560ft, and England’s Scafell Pike, 978m or 3,209ft.

The total distance walked is estimated at 27 miles (42 kilometres), with a total ascent of 9,800 feet (3,000 m).

Charity or Business?

A lengendry UK challenges.

National Three Peaks Challenge IN 24 HOURS

A true test of your physical and mental aptitude – reach the top of England, Wales and Scotland in just 24 hours

The National Three Peaks 24 hour challenge is one of the most famous trekking challenges in the UK. Walking to the top of the highest mountains in England, Scotland and Wales within 24 hours. It is frequently used to raise money for charitable organisations.

We will climb each peak in-turn, returning to the foot of each and driving on to the next. The mountains are Scotland’s, Ben Nevis (Beinn Nibheis) 1,345m or 4,413ft, Wales’, Snowdon (Yr Wyddfa) 1,085m or 3,560ft, and England’s Scafell Pike, 978m or 3,209ft.

The total distance walked is estimated at 27 miles (42 kilometres), with a total ascent of 9,800 feet (3,000 m).

The 24 hour challenge is a hard challenge to test not only your physical but mental aptitude.

Charity or Business?