Chilterns Walks — Guided Walking Tours in the Chiltern Hills

Our Guided Walking Tours

Each tour is led by James, your expert local guide, with a maximum of 8 guests for a truly personal experience.

Easy–Moderate

Crystal Streams & Secret Valleys

A magical journey along the Chess Valley, following ancient pathways through bluebell woods, crossing chalk streams, and discovering hidden hamlets. Classic Chilterns countryside at its finest.

📍 Chess Valley, Chiltern Hills
🕐 9:00 AM – 3:00 PM (6 hours)
🚲 7.4 km route
👤 Max 8 people
🏆 Includes pub lunch stop

£90 per person Book Now

Moderate

Ancient Woodlands & Movie Magic

Walk through the ancient Ashridge Estate and The Ridgeway, discover woodlands that have appeared in major films, and take in sweeping views over the Vale of Aylesbury.

📍 Ashridge Estate & The Ridgeway
🕐 9:00 AM – 4:00 PM (7 hours)
🚲 9.65 km route
👤 Max 8 people
🏆 Includes pub lunch stop

£110 per person Book Now

Challenging

Summit Views & Prime Minister's Retreat

Reach the highest viewpoint in the Chilterns at 260 metres, passing Chequers — the Prime Minister's official country residence — through spectacular open countryside.

📍 Chequers & Coombe Hill, Bucks
🕐 9:00 AM – 5:00 PM (8 hours)
🚲 10.5 km route
👤 Max 8 people
🏆 Includes pub lunch stop

£110 per person Book Now

Easy–Moderate

Beacon Heights & Ancient Pathways

Follow The Ridgeway — Britain's oldest road — to Ivinghoe Beacon, with panoramic views stretching across five counties. A shorter but rewarding walk packed with history.

📍 Ivinghoe Beacon & The Ridgeway
🕐 9:00 AM – 1:30 PM (4.5 hours)
🚲 15 km route
👤 Max 8 people
☕ Post-walk pub option

£80 per person Book Now

Guided Walking Tours in the Chiltern Hills

Our Guided Walking Tours

Crystal Streams & Secret Valleys

Ancient Woodlands & Movie Magic

Summit Views & Prime Minister's Retreat

Beacon Heights & Ancient Pathways

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