2026 Cotswold Way Challenge 100 miles 4 days

From honey-stone villages to wild ridgelines and sweeping views over the Severn Valley, the Cotswold Way captures the spirit of rural England. In just four days, you’ll journey 100 miles through history and nature — testing your body, quieting your mind, and rediscovering what it means to be truly alive outdoors.

You'll need resilience in bucket loads and stamina to keep going on this multi-day challenge. Camping in the great outdoors each evening (Campsites with hot showers and amenities. UPGRADE available to hostel room/Shepards hut)

What's included in the challenge

• Expertly Coordinated Challenges: Embark on this 100-mile trek with seamless organisation every step of the journey.
• 3 Nights of Comfortable Camping: Relax at well-equipped campsites with hot showers to recharge for the next day’s trek (upgrade to shepherds hut, bunk barn or Bell tent where available)*
• Hot breakfast & Daily Packed lunch
• Official Checkpoints: Stay energised with complimentary drinks and snacks at key points along the route.
• Dedicated Medical Support: Enjoy peace of mind with professional assistance on hand throughout the challenge.
• 3 Challenge Categories: Choose a challenge that suits your fitness level, from Enjoy, Endeavour or Endure
• Baggage Transfers: Walk freely—your kit will be transported to each stop for you if you choose
• Challenge Certificate: Celebrate your incredible achievement with a personalised keepsake of your trek. 

Whats new for 2026?

• New for 2026: Upgrade from camping to bunk, room, shepherds hut or bell tent (Where available)*
• New for 2026: Tents put up and taken down for you (At request)
• New for 2026: Daily fresh towels to enjoy a hot shower in comfort

*Additional costs vary depending on booking and challenge

Choose Your Challenge

At Endurotrek, everyone takes on the same route — but how you take it on is up to you. 

Select your level of challenge and make the journey your own. 

Whichever category you choose, you’ll have the full support of the Endurotrek team every step of the way. 

🟢 ENJOY – Adventure at your own pace

For those who want to soak up the views, enjoy the camaraderie, and experience the trek without carrying kit and equipment. 

Your main baggage is transferred by our team, leaving you to carry just your day essentials — food, water, and clothing. 

Perfect for first-time trekkers or those who want to focus on the journey, not the load. Fully supported by the Endurotrek crew throughout. 

🟠 ENDEAVOUR – Test your limits

For those ready to take on a moderate challenge and embrace a degree of self-sufficiency. 

Participants carry a minimum of 10kg, plus food and water, managing more of their own kit while still benefiting from logistical support and check points. 

Ideal for adventurous spirits looking to push themselves — with Endurotrek’s full support team by your side from start to finish.

🔴 ENDURE – The ultimate test

For those who crave the full expedition experience — physical, mental, and emotional. 

Participants carry a minimum of 15kg, plus food and water, taking on the trek in full self-sufficient style. 

This is endurance trekking at its purest — every step earned, every mile carried, with Endurotrek support always close if needed.

Is it a race?

The Coswold way event, is a challenge. There is no official winner, the completion of the challenge in itself is the win! However it is a timed event and your daily and combined finish time can make the leaderboard

Do I have to carry my equipment/backpack?

Kit carrying is optional. Alternatively you can use our baggage transfer service and have your equipment i.e tent, sleeping bag, additional clothing transported to the next campsite each day

Is the route sign-posted?

The Cotswold Way is a national trail (One of 16 across the UK). It is way-marked and sign posted throughout. Additionally you will pass through checkpoints and our team will be at designated places along the route. (See route and daily finish points in the Agenda section at bottom of page)

Where will I stay?

Every evening will be spent at a campsite along the route, offering warm showers, washing facilities, toilets, food, refreshments and camping pitches*(Upgrade options to shepards hut/bunk barn available

Do I have to camp?

No (Although this is part of the ultimate challenge experience) UPGRADE options Shepards huts and bell tents available

How will I be supported?

Our support team will be staffing checkpoints along the entire route, with first aid stations and drinks/snacks available at all checkpoints.

At the end of each day, a designated campsite will provide the location to rest and recover before the next days challenge

Big breakfast and energy fuelled packed lunch provided each day

Will there be checkpoints?

Every 5-7 miles (Around 10k) there will be staffed checkpoints, offering medical care, light snacks and refreshments

What will I get for completing the challenge?

All challenge participants will receive a challenge certificate

Kit List

Please note the mandatory items - unsuitable footwear is our most common kit issue.

Mandatory

• Walking boots (with ankle support, not trail shoes or trainers)
• Tent (2-person max)
• Sleeping Bag & waterproof liner
• Headtorch
• Waterproof jacket
• Waterproof overtrousers (with taped seams)
• Hiking socks
• Backpack (approx. 20-40 litre size)
• Water container (bottle or Camelbak-style, 1-2 litres)
• Food & hill snacks (pasta, cereal bars, dried fruit, nuts)
• Gloves
• Hat (covering ears)

Recommended clothing

• Walking trousers or sports leggings (not jeans or tracksuit trousers)
• Sports top (not cotton)
• Warm outer layer
• Changes of clothes

• Sunglasses & suncream
• Walking poles
• Light shoes / sandals
• Thermal underwear
• Backpack raincover
• Travel sickness tablets