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Holidays in Wales

Wales offers the perfect terrain for exploring on foot - high mountains, glacial lakes and dense forest; rolling hills heather-clad moors and limestone outcrops; and, of course, a beautiful and dramatic coastline. Explore the stunning scenery of the Snowdonia National Park on foot, and by journeying on sections of the Welsh Highland Heritage Railway or discover the numerous hill forts, castles, old quarries and the UNESCO World Heritage Site of Pontcysyllte Aqueduct and Canal in the iconic Clwydian and Berwyn reanges of North East Wales.

It's time to see Wales for yourself with Headwater. If you're about to plan your next holiday and have any questions about one of holidays in Wales, one of our experienced team will be able to help.


Walking Offa's Dyke Path (South)
United Kingdom: Wales

Walking Offa's Dyke Path (South)

This self-guided walking holiday takes in the southern section of the Offa's Dyke National Trail walking from Knighton to Sedbury Cliffs. Discover historic castles and abbeys and walk through parts of the Brecon Beacons National Park and the Wye Valley AONB.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1949per person, tour only
  • All accommodation
  • Breakfasts and 1 evening meal
  • Headwater navigation provided
  • Luggage transfers between hotels
Walking Offa's Dyke Path (North)
United Kingdom: Wales

Walking Offa's Dyke Path (North)

Walk the northern half of this 8th Century ancient monument from Prestatyn to Knighton on a 9 night trip along the Welsh/English border. You'll walk in two Areas of Outstanding Natural Beauty, the Clwydian Range and the Shropshire Hills, through a landscape of limestone quarries, heather-clad ridges and Iron Age hillforts.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration9 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2299per person, tour only
  • All accommodation
  • Breakfasts and 3 evening meals
  • Headwater navigation provided
  • Luggage transfers between hotels
Walking Offa's Dyke Path (North to South)
United Kingdom: Wales

Walking Offa's Dyke Path (North to South)

Walk the full length of the Offa's Dyke National Trail from Prestatyn to Chepstow on a 17 night trip following the Welsh/English border from North to South. Discover Norman castles, medieval abbeys and iron age hill forts whilst walking through three Areas of Outstanding Natural Beauty, the Clwydian Range, the Shropshire Hills and the Wye Valley.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration17 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$3749per person, tour only
  • All accommodation
  • Breakfasts and 4 evening meals
  • Headwater navigation provided
  • Luggage transfers between hotels
North Pembrokeshire Coast Walk
United Kingdom: Wales

North Pembrokeshire Coast Walk

This self-guided twin centre walking holiday takes you on a discovery of the dramatic yet untouched cliffs of the northern section of the Pembrokeshire Coast Trail. Stay in Newport while you explore roller coaster cliff top routes, dipping in and out of pretty coves. Then continue to charming St David’s and follow trails over undulating cliffs to sandy beaches and sleepy harbour villages.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration6 nights, twin centre
  • Activity level
  • Excellent for
  • From US$1179per person, tour only
  • All accommodation
  • All breakfasts
  • Route notes and maps provided
  • Luggage transfers between hotels
Highlights of the Pembrokeshire Coast
United Kingdom: Wales

Highlights of the Pembrokeshire Coast

This twin centre walking holiday incorporates some of the best walking on both the northern and southern sections of the Pembrokeshire Coastal Path. Stay in pretty St David’s, Britain’s smallest city and discover its immaculate beaches, tranquil harbour villages and rugged cliffs,. Then head to Tenby for superb walks with extensive sea views, passing Norman castles, towering sea stacks and unspoilt bays.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration6 nights, twin centre
  • Activity level
  • Excellent for
  • From US$1349per person, tour only
  • All accommodation
  • All breakfasts
  • Route notes and maps provided
  • Luggage transfers between hotels
St.Dogmaels to St.Davids Walk
United Kingdom: Wales

St.Dogmaels to St.Davids Walk

Discover the rugged remote headlands of the North Pembrokeshire Coast Trail as you follow cliff top paths, dipping in and out of unspolit coves, sandy beaches and traditional fishing villages, as you make your way to historic St David's.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1399per person, tour only
  • All accommodation
  • All breakfasts
  • Route notes and maps provided
  • Luggage transfers between hotels
Pembroke to Amroth Walk
United Kingdom: Wales

Pembroke to Amroth Walk

This linear walking holiday follows the southernmost section of the Pembrokeshire Coast path, starting in the historic town of Pembroke, with its magnificent Norman castle. From here follow undulating clifftop trails traversing some of Wales’ prettiest bays and sweeping sandy beaches as you make your way to Amroth.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1449per person, tour only
  • All accommodation
  • All breakfasts
  • Route notes and maps provided
  • Luggage transfers between hotels
Walk the Welsh Highland Railway
United Kingdom: Wales

Walk the Welsh Highland Railway

This self-guided walk through the Snowdonia National Park starts on the coast at Porthmadog and explores the rivers, peaks and ridges of Snowdonia, culminating in summiting Snowdon. The Welsh Highland Railway is used to cover more distance and to get you to the start or from the end of some walks.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1549per person, tour only
  • All accommodation
  • All breakfasts
  • Headwater navigation provided
  • Luggage transfers between hotels
North East Wales Heritage Trail
United Kingdom: Wales

North East Wales Heritage Trail

Discover rolling hills and heather clad moors in this region rich in history; hill forts, castles, old quarries and the UNESCO World Heritage Site of Pontcysyllte Aqueduct and Canal.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1649per person, tour only
  • All accommodation
  • All breakfasts and 2 evening meals
  • Headwater navigation provided
  • Luggage transfers between hotels
Walking the Gower Peninsula
United Kingdom: Wales

Walking the Gower Peninsula

Explore Britain's first Area of Outstanding Natural Beauty to discover beautiful beaches, heather-clad moors and limestone cliffs on the stunning Gower Peninsula.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided walking
  • Duration5 nights, single centre
  • Activity level
  • Excellent for
  • From US$1449per person, tour only
  • All breakfasts and one dinner
  • All accommodation
  • All transport and listed activities
Ride the South Wales Coast
United Kingdom: Wales

Ride the South Wales Coast

Experience the wild beauty of the South Coast of Wales on a week's cycling adventure. Pass through the Gower Peninsula AONB to discover stunning coastal views, bucolic villages and farmland, and charming villages full of Welsh hospitality.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2249per person, tour only
  • All breakfasts & 2 dinners
  • All accommodation
  • Luggage transfers throughout week