Walking the White Cliffs of Dover
The White Cliffs of Dover are among the most iconic landscapes in Britain. Their statuesque gleam has inspired poets such as William Wordsworth and Lord Byron to take up the pen, and novelists including Paul Theroux and even Ian Fleming. They were immortalised by Vera Lynn’s wartime troop-rouser ‘The White Cliffs of Dover’, and provided a cheering sight to the weary, disheartened soldiers returning from Dunkirk. And of course the vast chalk cliffs of Dover are also symbolic of Britain’s illustrious capacity for defence: in 55BC Julius Caesar was discouraged from landing here by fearsome warriors lining the cliffs, while during the Battle of Britain many a desperate dogfight took place overhead. Hardly surprising then, that walking this dramatic stretch of coast has the capacity to stir the soul.
This four-day route takes you from the walled city of Canterbury and its magnificent cathedral to Deal, following the course of the Nailbourne, a tributary of the River Stour. From Deal you can return by train to Canterbury across the Isle of Thanet. The route crosses idyllic pastoral scenes, including the bottom of Elham Valley, where you can pause for a tasting session at a local vineyard. It descends to the shingle beach of St Margaret’s Bay with its rock pools and ice cream kiosk, finally reaching Deal, generally reckoned to be the most picturesque seaside town in Kent.
Once you have returned to Canterbury you can also choose to extend your walk by two or three more days, continuing on to the Cinque Port town of Sandwich, not forgetting your own sandwiches for lunch. Yes, it’s true, the 4th Earl of Sandwich really did invent the bread-based snack. An organised six-day holiday is the easiest way to tackle the route, with four full days of self-guided walking, all accommodation booked for you along the way, lunches on offer made with local ingredients and lots of expert insights into what you’re seeing.
Our England walking Holidays
Thames Path walking holiday, Cotswolds to London
Follow the Thames river from its source in the Cotswolds
From
£1442 to £2128
15 days
ex flights
Cumbria Way walking holiday, Lake District
Walking Holiday in England's Lake District The Cumbria Way
From
£810 to £1116
10 days
ex flights
York to Fountains Abbey walking holiday, England
The Prior Richards way self-guided 12th century walk
From
£250
4 days
ex flights
Winchester to Canterbury Pilgrims way
Walk the Pilgrims Way from Winchester to Canterbury
From
£1569
15 days
ex flights
South West Coastal Path walking holiday, England
The South West Coast Path and Isles of Scilly
From
£459 to £899
8 days
ex flights
Northumberland coast walking holiday
Self Guided Walking Holiday in Northumberland Coast Path
From
£560 to £798
8 days
ex flights
Shakespeares Way & Thames Path walking holiday
Two fantastic traditional English walks.
From
£595 to £1180
8 days
ex flights
Thames Path walking holiday, Oxford to Windsor
Self guided walk along the River Thames Oxford to Windsor
From
£660 to £954
7 days
ex flights
Dartmoor & Exmoor walking holiday, England
Self guided walking between the Dartmoor and Exmoor National Parks.
From
£269 to £639
3 days
ex flights
Shakespeares Way walking holiday, Cotswolds to London
From Stratford-upon-Avon to The Globe Theatre
From
£595 to £1980
8 days
ex flights
Cotswolds Way self guided walking holiday, England
Hike through one of Britain's most popular regions
From
£968 to £1320
12 days
ex flights
Kennet and Avon Canal Towpath walking holiday, England
Canal walking holiday in Southern England
From
£720 to £1200
8 days
ex flights
Sidmouth and the Devon Coast walking holiday
Walk along Lyme Bay and the Jurassic Coast
From
£575
6 days
ex flights
The Pennine Way walking holiday
The challenging Pennine Way is an absolute classic
From
£1590
20 days
ex flights
Lake District challenging walking holiday
-challenging hiking conquering the major peaks & high ridges
From
£749
8 days
ex flights
Malvern Hills walking holiday
Walk the Malvern Hills 'Area of Outstanding Natural Beauty'
From
£585 to £610
6 days
ex flights
St Cuthberts Way walking holiday, England & Scotland
A long-distance path that was established in 1996
From
£800
10 days
ex flights
The Cumbria Way walking holiday in England
Discover the diversity and wild beauty of the Lake District
From
£739 to £749
8 days
ex flights
The Great Stones Way walking holiday, England
52 miles long and is one of the newest UK walking trails
From
£665 to £1088
8 days
ex flights
Cumbria Way walking tour in England
Classic walks with high passes & remarkable views
From
£745
8 days
ex flights
Walk the South Downs short break
South Downs short break with stunning panoramic views
From
£499
4 days
ex flights
Northumberland walking holiday, England
A walking and sightseeing tour in Northumberland
From
£715
6 days
ex flights
Offa’s Dyke walking holiday in Wales & England
Offa’s Dyke path follows some of the finest scenery in both countries for 177 miles
From
£650
8 days
ex flights
Yorkshire Dales walking holiday, short break
Yorkshire Dales short walking holiday
From
£455
4 days
ex flights
St Ives to Penzance Southwest Coastal Path walk
Takes you around the extreme south west coast of England
From
£720
8 days
ex flights
Around the Isle of Wight walking holiday
Circumnavigating the island on The Isle of Wight Coastal Path
From
£670
8 days
ex flights
Self guided Avon Valley river path walking holiday, England
Salisbury to Christchurch River walking holiday
From
£469 to £589
6 days
ex flights
Thames Path walking holiday, England
Self-guided walk along the River Thames Path
From
£580 to £825
6 days
ex flights
The White Cliffs
You’ll be walking along parts of the Saxon Shore Way, which in its entirety is 260km of coastal loveliness from Gravesend to Hastings, and the White Cliffs Country Trail. When you reach Folkestone you embark on what is probably the most spectacular section, the ground rising steeply up as you gradually ascend the cliffs to look out across the Strait of Dover, the narrowest part of the English Channel. On a clear day you can sometimes make out buildings on the French coast near Calais without binoculars.Before air travel and the Channel Tunnel, the White Cliffs of Dover were often the first or the last sight people had of England. But beyond the euphoric or melancholic feelings they can evoke, the cliffs are a Site of Special Scientific Interest, the grassland at the top teeming with wildflowers and butterflies, and partly maintained by grazing Exmoor ponies. Migratory birds frequently make a stop here, including swallows and house martins, the ‘bluebirds’ of Vera Lynn’s song.
This fascinating and wonderfully scenic walk takes you through the Garden of England, past Iron Age hill forts, a Knights Templar church, Martello towers, historic ports, the Victorian-era South Foreland lighthouse and Dover Castle, founded by William the Conqueror and the largest in England. You’ll stay in locally owned inns along the way, where hosts provide regional fare for your packed lunches every day such as locally produced bread, chutney and cheeses.
Why limit yourself to admiring the scale of the White Cliffs from ferry crossings over the Channel, or see Kent through the window of a coach or a car, when you can get a far better sense of their grandeur on foot? All together now…
There'll be bluebirds over
The white cliffs of Dover
Tomorrow, just you wait and see![]()
The white cliffs of Dover
Tomorrow, just you wait and see
(Burton / Kent)
Our top England walking Holiday
Cumbria Way walking holiday, Lake District
Walking Holiday in England's Lake District The Cumbria Way
From
£810 to £1116
10 days
ex flights
Tailor made:
This holiday can be booked from the 1st March to 31st October each year.
This holiday can be booked from the 1st March to 31st October each year.
Travel Team
If you'd like to chat about England walking or need help finding a holiday to suit you we're very happy to help.
Mandy Bright from our specialist walking operator Walk Awhile offers her insights into the White Cliffs of Dover walking route:
Accommodations
“The accommodation we use on this iconic route is in historic inns and hotels, though we occasionally use a well-reviewed guest house in Dover when availability demands. Full English breakfast is included, and walkers choose to either eat in at the accommodation in the evening, or in restaurants which is a great opportunity to try some of the local cuisine.”
Terrain
“The time taken to walk each day depends on the walkers themselves – it’s generally a short day though so you have plenty of time to stop for a drink, a photo, or the views. In terms of terrain it is easy to moderate - there are some gradients as you go up on to the Downs, but it is not steep.”
Sandwich
“Continuing to Sandwich involves following the Saxon Shoreway through the Royal St Georges golf course, and the option to visit Richborough Castle (English Heritage) the Roman ‘gateway to England’. Sandwich is one of the Cinque Ports and is full of historic buildings, including the Salutation which was designed by Lutyens, and the gardens (open to the public) laid out by Gertrude Jekyll.”
More about England walking
Our walking in England holiday guide encourages you to extend a city break into a country break, push your way up peaks, and seek long distance trails like the South West Coast Path.
If you are trying to work out the best time to go on a walking holiday in England, don’t always plump for the proverbial summer months, but remember that England is open all seasons.
We've identified some of our favourite spots to help you choose where to go on a walking holiday in England. Most trips are tailor made, so you can break them into stages if preferred.
Our top 10 walks in England will see you wander in the footsteps of pilgrims, discover ancient Roman heritage and follow working canals through some of the country's most spectacular scenery.
Read about the Pilgrims’ Way, a centuries-old long-distance walking route between the cathedral cities of Winchester and Canterbury that’s all things bright and beautiful.
If you’ve always wanted to walk the fells, loop the lakes, and explore the waterways of Cumbria, walking holidays to the Lake District are just the tonic. Read our guide to for more.
Walking the Thames Path is about more than the challenge of completing a linear trail. This historic hike stretches for nearly 300km from Central London to the river’s source in Gloucestershire.
Cumberland Way walking holidays explore a bygone county along one of England’s great long-distance routes, getting you hiking across the heart of the Lake District. Read more in our guide.
Walking the South Downs Way in winter is ideal for anyone fond of stargazing, roaring pub fires and affordable accommodation. The lack of crowds certainly makes up for a bit of rain.
Walking the South Downs Way is not something to be taken lightly. The best advice is to take your time and treat yourself to a holiday rather than a route march.
Walking the South West Coast Path in its entirety from Somerset to Dorset is not for the faint-hearted. Split the path into smaller sections on our brilliant walking holidays.
We have some great advice for walking in England from our expert holiday partners who have spent years creating exciting itineraries. These are the folks who know their stuff.
It’s not just about closing gates after you – there are various things to consider when it comes to responsible tourism on walking holidays in England. Read some of our thoughts.
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