Walking holidays and adventures in the Midlands and South

There’s so much to see and do in the Midlands and the southern counties of England. Find your dream getaway in Cornwall, Shropshire, Norfolk, and so many other brilliant destinations!


From the craggy Cornish coastline to the woodland delights of the New Forest; the fossils of the Jurassic Coast to the vast, wildlife-rich marshes of Norfolk, the diverse landscapes in England’s southern counties offers some fantastic walking and adventure opportunities.

Whether you’re after a weekend that’s just a short hop from London or an adventure into some of the more remote, wilder spots, we’ve lined up a veritable treasure trove of frankly brilliant breaks that you’ll undertake with lovely fellow outdoors-lovers and your Large Outdoors hosts and guides.

April 2024

  • Peak District Walking Weekend - Ilam & Dovedale

    Friday 12 - Sunday 14 April

  • Long Mynd Walking Weekend – Shropshire

    Friday 12 - Sunday 14 April

  • Gentle Walking Weekend – Dudmaston, Shropshire

    Friday 19 - Sunday 21 April

  • Brecon Beacons - Walking & Waterfalls Weekend

    Friday 26 - Sunday 28 April

  • Edale Skyline Challenge

    Saturday 27 April

May 2024

  • An Introduction to the Cotswold Way Day Walk – Gloucestershire

    Sunday 19 May

June 2024

  • Castleton and Mam Tor - Day Walk

    Sunday 2 June

  • Peak District Walking Weekend - Castleton

    Friday 7 - Sunday 9 June

  • Introduction to Rock Climbing -Peak District

    Friday 7 - Sunday 9 June

  • Edale Skyline Challenge

    Saturday 8 June

  • Stow-on-the-Wold to Bourton-on-the-Water Day Walk – Cotswolds

    Sunday 16 June

  • Summer in the Chilterns

    Friday 21 - Sunday 23 June

July 2024

  • Exmoor Coast Walking Weekend

    Friday 5 - Sunday 7 July

  • Malvern Hills Day Walk – Worcestershire

    Sunday 7 July

  • Peak District Walking Weekend - Ilam & Dovedale

    Friday 12 - Sunday 14 July

  • Long Mynd Walking Weekend – Shropshire

    Friday 12 - Sunday 14 July

  • Yoga and Walking – Cambrian Mountains, mid-Wales

    Friday 19 - Sunday 21 July

  • Social Walking Weekend – Cambrian Mountains, mid-Wales

    Friday 19 - Sunday 21 July

  • The Thames Path - Goring to Pangbourne

    Sunday 21 July

August 2024

  • South Downs Sociable Walking Weekend - The Seven Sisters

    Friday 9 - Sunday 11 August

  • Gower Coast Walking Weekend

    Friday 9 - Sunday 11 August

  • Castleton & Mam Tor - Day Walk

    Sunday 11 August

  • Brecon Beacons - Walking & Waterfalls Weekend

    Friday 16 - Sunday 18 August

  • Avebury Stone Circle Day Walk

    Sunday 18 August

  • Norfolk Coast Walking Weekend

    Friday 23 - Monday 26 August

  • Edale Skyline Challenge

    Saturday 31 August

September 2024

  • Ironbridge Gorge – day walk

    Sunday 8 September

  • An Introduction to the Cotswold Way Day Walk – Gloucestershire

    Sunday 15 September

  • Peak District Walking Weekend - Castelton

    Friday 20 - Sunday 22 September

  • Learn Navigation - Independent Hillwalker, Peak District

    Friday 20 - Sunday 22 September

  • Edale Skyline Challenge

    Saturday 21 September

  • Stow-on-the-Wold to Bourton-on-the-Water Day Walk – Cotswolds

    Sunday 22 September

  • Lyme Park - Day Walk

    Sunday 29 September

October 2024

  • Signature - Exmoor Coast Lighthouse Experience

    Friday 4 - Monday 7 October

  • Gentle Walking Weekend – Dudmaston, Shropshire

    Friday 4 - Sunday 6 October

  • Malvern Hills Day Walk – Worcestershire

    Saturday 5 October

  • Blenheim Palace Parkland and Roman Villas Day Walk - Oxfordshire

    Sunday 6 October

  • A walking group in some woodland, stood in front of a waterall in the Brecon Beacons

    Brecon Beacons - Walking & Waterfalls Weekend

    Friday 11 - Sunday 13 October

  • Edale Skyline Challenge

    Saturday 12 October

  • Castleton & Mam Tor - Day Walk

    Sunday 13 October

  • Peak District Walking Weekend - Ilam & Dovedale

    Friday 18 - Sunday 20 October

  • Long Mynd Walking Weekend – Shropshire

    Friday 18 - Sunday 20 October

  • Dibley Wander - Sociable Day Walk

    Saturday 19 October

  • Avebury Stone Circle - Sociable Day Walk

    Sunday 20 October

  • Signature - Pembrokeshire Coast Walking Weekend

    Friday 25 - Monday 28 October

  • Dovedale and Thorpe Cloud Day Walk

    Saturday 26 October

  • Stockbridge & Danebury on the Test Way

    Sunday 27 October

  • Lathkill Dale - Sociable Day Walk

    Sunday 27 October

November 2024

  • Sociable Walking Weekend – Forest of Dean

    Friday 8 - 10 November

  • Signature - Walking & Gin Tour

    Friday 15 - Sunday 17 November

December 2024

4 pairs of feet in cosy christmas socks with a fireplace and roaring fire in the background. Perfect for after a christmas and wintery walk.

Christmas in Snowdonia

Join Large Outdoors for a fun, social and relaxed five night walking holiday in the heart of Snowdonia. Spend Christmas with a group of like minded friends.

New Year’s Eve Walking Adventures

  • New Year’s Eve Walking Holiday - Pembrokeshire

    Sunday 29 December - Thursday 2 January 2025

  • New Year's Eve Walking Holiday - Jurassic Coast & Isle of Purbeck

    Sunday 29 December - Thursday 2 January 2025

  • New Year's Eve Walking Holiday - North York Moors

    Sunday 29 December - Thursday 2 January 2025

March 2025

  • Signature - Exmoor Coast Lighthouse Experience

    Friday 28 - Monday 31 March