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The Essex Challenge Series!

5 Hikes. One Series. Essex's Ultimate Test.

5

CHALLENGES

Total Distance

Avg Hike Distance

35km

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What Is the Essex Challenge Series?

A collection of 5 long-distance hikes designed to test endurance, build resilience, and connect like-minded people across Essex.

  • 30–40km routes through Essex 

  • Guided group hikes with experienced leaders

  • Supportive community of like-minded people

  • Train-accessible start & finish points

  • Structured, well-planned route

You choose how many challenges you want to do. Complete all 5 for the Essex Challenge Series Medal 🥇

The 5 Challenges

Your Route to Becoming a Finisher

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CHALLENGE 1

Brentwood Blackmore Circular Challenge

Exploring quiet country lanes, open farmland, and the beautiful village of Blackmore.

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CHALLENGE 2

Epping to Chelmsford Challenge 

A scenic route through the Essex countryside, through Ongar and trails around Chelmsford.

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CHALLENGE 3

Epping River Lea Circular Challenge

Heading into the Epping Uplands, then down the River Lea back to Epping. 

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CHALLENGE 4

Epping to The Tower of London Challenge

Starting in Epping and heading all the way into central London, finishing at the Tower.

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CHALLENGE 5

Upminster to Leigh-on-Sea Challenge 

A long route out to the coast, finishing in Leigh-on-Sea with sea views, drinks and medals! 

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The Medal 

Complete all 5 Challenges to receive The Essex Challenge Series 2026 Finishers Medal. 

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WHO'S IT FOR?

This is built for people looking for a challenge!

This isn't a casual walk. It's a structured series that demands commitment.

✓People looking for a real physical challenge

✓Those who enjoy the outdoors and want more from it

✓Individuals wanting to improve fitness through endurance

✓People looking to meet like-minded individuals

✓Those ready to push beyond their comfort zone

​✓We will be averaging around a 4.5 - 5km per hour pace

WHAT YOU GET

More Than Just a Walk...

Fully Guided Hike 

Expert-led navigation so you can focus on the challenge.

Structured Route

Pre-planned, well-marked paths with checkpoints.

Group Support

Walk with a crew. Motivation when you need it most.

Post Hike Social 

Every challenge ends at the pub for a well earned pint

Event Medal

Cross that finish line and receive your medal 🥇

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COMMUNITY

Real People. Real Effort. Real Results.

​​​This is more than just a challenge
 

The Essex Challenge Series isn’t just about distance — it’s about the people you do it with.

 

Most come alone.
Everyone finishes as part of the team.

 

You’ll be walking alongside like-minded people, supporting each other through every mile. There’s no pressure to be the fastest — just to show up, keep going, and get it done.

Expect early starts, long days, and a proper sense of achievement at the end.

 

And usually… a well-earned drink after 🍻

Complete All 5.
To Conquer
The Challenge!

Every hike you complete brings you closer. Finish all 5 challenges and earn the title of Essex Challenge Series Finisher — a badge of honour that proves you showed up, pushed through, and didn't quit.

The Essex Challenge Series

Are You Ready To Take On The Challenge?

Join us for all 5 hikes to complete the series or choose the hikes that suit you best!

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