Hassocks to Lewes, Jack and Jill windmills and South Downs Way

This scenic hike takes us through the breathtaking South Downs National Park, one of southeast England’s finest natural areas. We begin in the town of Hassocks, following a quiet path beside the railway to the striking Clayton Tunnel, marked by its unique Victorian castellated towers. From here, we ascend the rolling hills, passing the historic Jack and Jill Windmills. Over 200 years old, Jack is the only male-named windmill in the UK, while Jill, originally from Brighton, was relocated to her current hilltop home and is still in use today.

As we reach the ridge, we’re treated to sweeping views over the countryside and out toward the English Channel. Our route leads us over the iconic Ditchling Beacon, the second-highest point on the South Downs. Once an Iron Age hill fort, it also served as a beacon point during the time of the Spanish Armada.

Continuing east past Plumpton Plantation, we make our way up Blackcap, then descend through gentle fields to the River Ouse. The walk ends in the charming town of Lewes, entering via the gates of its Norman Castle and winding through its medieval high street, with the option to enjoy a drink in one of its historic pubs.

🕘 Schedule & Meeting Info
Meeting Time: 10:15 at Hassocks Station
Trains: Outbound – 09:16 direct to Hassocks, arrives 10:13
Return – from Lewes to London (trains every 30–40 minutes)
Tickets: Return to Lewes – not included
Hike Start: 10:20 at Hassocks Station
Lunch: Packed lunch (bring snacks & water)
Estimated Finish: 16:30 at Lewes Station

🎫 Train fare is not included – please purchase your own return ticket in advance or on the day.
🚆 Book online via our affiliate link: 👉 Trainline Booking (Affiliate)
Using this link helps support our group at no extra cost to you.

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📍 Hike Overview
Grade: 🥾🥾 Intermediate
Distance: 18km / 12 miles
Hiking Time: ~5.5 hours
Ascent: A few steep climbs
Terrain: Chalk ridges, grasslands, open countryside paths
Pace: Steady with breaks
Hike Leader: Christina https://www.meetup.com/members/272558820/

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🎒 What to Bring
✅ Hiking boots or sturdy shoes
✅ Waterproof jacket & suitable layers for the weather and conditions
✅ Packed lunch & water
✅ Travelcard or contactless for London

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💬 What to Expect
Our hikes are social, inclusive, and fun! Expect a warm, welcoming group of Londoners, expats, solo walkers, and professionals. Most join solo – and leave with new friends.
🧭 Qualified, Insured Hike Leaders
All GO London events are led by trained, experienced, and fully insured hike leaders.
✅ RSVP Now
Spaces are limited – RSVP “Yes” to secure your place.
Full details and reminders will be emailed before the event.

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📲 Stay Connected
📩 Mailing List: Go London
🌐 Website: www.golondonhiking.co.uk
🎟️ Eventbrite Page: GO London Events
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👥 Facebook Group: Go London Hiking
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