Jack and Jill Windmills, and the rolling South Downs Way

Join GO London Hiking for a stunning day hike across the South Downs National Park, blending history, sweeping views, and charming countryside trails. Starting from Hassocks, we’ll ascend Wolstonbury Hill, once home to an Iron Age hillfort, where a 360° panorama stretches across the North Downs and south to the English Channel.

Our route passes the turreted Clayton Tunnel North Portal, one of Britain’s most unusual Victorian railway structures, before joining the famous South Downs Way. From here we’ll encounter the iconic Jack and Jill Windmills, continue to the lofty heights of Ditchling Beacon, and cross the rolling chalk downs to Black Cap. The day ends with a descent into the historic market town of Lewes, perfect for a celebratory pub stop.

Expect undulating paths, woodland, and chalk downland with some short steep climbs. A rewarding hike with plenty of scenery and landmarks along the way.

🕘 Schedule & Meeting Info

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• Meeting: 09:15 – London Victoria Station, near platform 12 (info booth)
  
• Train: 09:45 to Hassocks, arrives 10:42 (57 mins)
  
• Tickets: Return to Lewes (£22 approx, buy in advance via Trainline)
  
• Hike Start: 10:45 – Hassocks Station
  
• Lunch: Pack lunch
  
• Finish: 17:30 – Lewes Station
  

📍 Hike Overview

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• Grade: Beginner🥾 / Intermediate🥾🥾
  
• Distance: 20km / 13 miles
  
• Ascent: 470m
  
• Walking Time: 5 hrs 30 mins + 1 hr breaks
  
• Terrain: Undulating hills, woodland & downland trails
  
• Pace: Steady with regular breaks
  
• Leader: Gary – 📧 Z29sb25kb25nYXJ5IHwgaG90bWFpbCAhIGNvICEgdWs= 📱 07968585224
  

🎒 What to Bring

✅ Hiking boots or sturdy shoes

✅ Layers & waterproof jacket

✅ Packed lunch, snacks & water

✅ Travelcard or contactless

💬 What to Expect

A social and friendly hike – most join solo and leave with new friends.

🧭 Qualified, insured GO London hike leaders ensure your safety and a great experience.

📲 Stay Connected:

🌐 GO London Website

📸 Instagram: @golondonhiking

👍 Facebook Page

👥 Facebook Group

📜 Terms & Conditions

Also check out other Trips & Adventurous Activities in London, Meetups in London.