Chepstow Walkers are Welcome
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Events Diary

Chepstow Walkers are Welcome Events Diary for Walking Groups, not-for-profit and charity walks in the local area. If anyone knows of any other organised walks taking place then please get in touch and we will add them to the diary below.

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Chepstow Walkers are Welcome are proud to provide financial and logistical support to the Chepstow Walk for Health Group - the current programme can be downloaded ​here.

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PLEASE NOTE
For information and booking details follow the 'Click Here' logo on the right of each listing.
Listed walks and events may require advance booking, may not take place as advertised, or may be subject to last-minute change. ​To avoid disappointment, PLEASE check with the organisers or walk leaders before attending.

Event Diary

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1 to 31 May
​Bristol WalkFest

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Monday 1 June 10:00
Easter Compton

Join us for a leisurely walk around Easter Compton.
​2.8 miles easy
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5 to 7 June
​Wotton Walking Festival

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Sunday 7 June 10:00
Wells, Springs and Wild Flowers at Trellech

This is a lovely walk that follows lanes, woodland bridleways and open fields to the south of Trellech. It is varied and relatively flat walk using cart tracks and open heathland.

This walk is not suitable for dogs.
5.5 miles moderate - several stiles / ladders (allow 3-4 hours).
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Monday 8 June 10:00
Newport Wetlands

Join us for a leisurely walk around Newport Wetlands National Nature Reserve.
​3 miles easy (optional shorter 1.5 miles route)
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12 to 14 June
​Corsham Walking Festival

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Monday 15 June 10:00
Great Barnets Wood

Join us for a leisurely woodland walk.
​2 miles easy
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Saturday 20 June 10:00
Llantillio Crossenny to White Castle

A delightful walk that takes footpaths uphill through fields and lanes before joining the Three Castles Walk to White Castle, then returning on a section of the Offa’s Dyke National Trail.
This walk is not suitable for dogs.
5 miles moderate to energetic - one steep slope and several stiles (allow 3-4 hours).
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Sunday 21 June 10:00
Ross Circular

A walk along the Wye Valley Way north until we reach the Herefordshire Trail and then across fields and lanes back to Ross. The first part of the walk alongside the river is flat, the return journey has some easy short climbs. Hopefully we will be able to watch the sand martins feeding their young in their nests on the opposite site of the river.
​7.5 miles moderate
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Monday 22 June 10:00
A Grand Day Out

Join us for a leisurely walk.
​3 miles easy
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24 to 28 June
​Evesham Walking Festival

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Monday 29 June 10:00
Caldicot

Join us for a leisurely walk around Caldicot.
​2.5 miles easy
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Sunday 5 July 10:00
Tintern to Penterry

A walk joining the Wye Valley Path through woods and fields then up to the ancient church at Penterry. The route then continues to Gaer Hill Fort for panoramic views over the River Severn. This is a fabulous walk and a great way to spend a Sunday morning.
This walk is not suitable for dogs.
5.5 miles moderate with a couple of steep slopes and several stiles (allow 3 hours).
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Saturday 18 July 10:00
Holy Well and the Goose and Cuckoo

This walk starts from the Goytre Hall Woods car park just off the A4042. We will start along the Monmouthshire canal, before heading very steeply up onto the mountain (Garnclochdy) to see an ancient holy well, a war memorial and an old lime kiln. This is a spectacular walk with some great far-reaching views and open moorland. We will return via a famous local hostelry to the old canal centre of Goytre Wharf.
This walk is not suitable for dogs.
8 miles energetic to strenuous with a very steep climb and several stiles. Over 1000ft of ascent. Allow 5 hours.
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4 to 13 September
​Stonehouse Walking Festival

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11 September to 11 October
​YHA Festival of Walking

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17 to 20 September
​Kington Walking Festival

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25 to 27 September
​Ross Walking Festival

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​Email: [email protected] 
Address: Chepstow Walkers are Welcome, c/o Fox and Hounds, Itton, Chepstow
​Monmouthshire NP16 6BX
 Tel: 01291 641856 or 07760 195320

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  • Home
    • About Us
    • WAW Network
    • About Chepstow
    • Public Transport
    • Walk Responsibly
    • Support Us
  • Chepstow Walking Festival
    • CWF 2026 overview
  • Events Diary
  • Inspiration
  • Bookshop
    • Short and Easy Walks
  • LeafletBank
  • Stay, Eat and Shop
    • Bed & Breakfast
    • Self Catering
    • Caravan and Camping Sites
    • Hotels and Hostels
    • Pubs & Wine Bars
    • Shops and Services
    • Cafes and Restaurants
    • Walking Holiday Providers
  • Walking in the Lower Wye
    • Chepstow Town Map
    • Wales Coast Path
    • Offa's Dyke Path
    • Shirenewton and Llanmellin Hillfort
    • Wye Valley Walk
    • The Monmouthshire Way
    • Chepstow Dell and Town
    • Devauden Loop
    • Penallt
    • Lancaut Peninsula
    • St Tewdrics Way
    • Mathern and St Pierre
    • Chepstow Riverside
    • The Gloucestershire Way
    • Vedw Wood and The Cot
    • Devils Pulpit
    • Chepstow to Tintern
  • Pathcare
  • Contact Us / Subscribe