England packs a lot into a small area: quaint towns and villages, vibrant cities, idyllic countryside strewn with castles and other ancient sights, as well as wild landscapes and miles of glorious coastline. These five itineraries will help you build the perfect trip. Each one takes a week but you can spend longer at stops or link them with other itineraries to create your own tailor-made tour.
Wherever you go, you’ll find history at every turn and atmospheric pubs to end the day. A car gives you the most flexibility to explore, but there are also good rail and bus connections between larger cities and towns.
Tour the Highlights of Southern England
Allow 7 days; 270 miles (434kms)
If time is in short supply, try this circuit of the highlights of southern England, starting in the capital. After London’s museums and monuments, tour seaside towns, legendary historic sights, and some of England’s most stunning cities, with opportunities to soak up the scenery along the way.
London (2 days)
London has it all – amazing free museums, magnificent monuments, royal memorabilia, stellar nightlife, spectacular shopping, and to-die-for dining at every price point. There are even lush green spaces where you can escape the capital’s frenetic crowds. Whatever else you do, devote a day to the British Museum and the Kensington museums and you’ll leave bursting with knowledge about this history-steeped island.
Next stop: Brighton is an easy train ride from London; hop on at London Victoria aboard the Gatwick Express (one hour) or Southern train service (80 minutes). From Farringdon, catch the Thameslink (80 minutes).
Brighton (1 day)
The English seaside is something else – a burst of color and noise that is as much about what goes on behind the beach as what happens on the shore. Amid the seagulls and slot machines, Brighton is a setting for some of England’s most boisterous and inclusive nightlife. You might even find time to look at the sea!
Next stop: Pick up a rental car in Brighton. From here it’s a 2-hour drive to Stonehenge.
Stonehenge (1 day)
Stonehenge isn’t quite the same spiritual encounter with the ages that it once was, but this looming circle of standing stones is still a remarkable place to consider how England’s history has been shaped by the centuries. Come for the summer solstice to see Stonehenge at its most uninhibited. Option detour: Tack on a visit to nearby Avebury, a 40-minute drive north of Stonehenge, for more neolithic history without the hordes (allow around three hours).
Next stop: From Stonehenge, it’s a one-hour drive to Bath.
Bath (1 day)
Hewn from soft, golden limestone, the UNESCO World Heritage–listed city of Bath is a true beauty. The Romans were the first to develop the hot springs bubbling under the Somerset hills, but it was the Georgians who transformed the streets of Bath into the height of period glamor. Despite the swirling crowds, visiting still feels a bit like being whisked away into an English historical drama.
Next stop: From Bath, drive 1½ hours to Oxford.
Oxford (1 day)
For an experience as English as high tea, head to Oxford. In the city, though, all eyes are on the historic colleges, with their ancient chapels, heirloom libraries, and arcane traditions. Rent a bicycle to explore and feel like an Oxford don for the day. Beyond the city are the picturesque villages of the Cotswolds.
Next stop: Pass through pretty Cotswolds villages on the one-hour drive from Oxford to Stratford-upon-Avon.
Stratford-upon-Avon (1 day)
If you can leave Stratford-upon-Avon without buying at least a Shakespeare pencil, you’ve done well. The hometown of England’s most celebrated playwright isn’t shy about exploiting its literary heritage, but after touring the half-timbered homes where the Bard lived and wrote, chances are you won’t mind.
Explore the Best of Northern England
Allow 7 days; 350 miles (563kms)
The north of England has history to match anything served up by the south, with the added bonus of soaring, plunging landscapes that witnessed everything from the Wars of the Roses to the Industrial Revolution. Bring your walking boots and raincoat – the landscapes of the north are best experienced on foot.
Birmingham (1 day)
England’s second largest city, Birmingham, is fizzing with a bold program of urban regeneration that has seen former factories and fading civic institutions reborn as shopping hubs and edgy art spaces. There’s plenty going on after hours too, from Indian fine dining in the old Jewellery Quarter to buzzing microbreweries and small stages for up-and-coming bands.
Next stop: Driving an hour brings you to Ironbridge.
Ironbridge (1 day)
The cradle of British iron-making, Ironbridge is a charming base for exploring the heartland of the Industrial Revolution. After roaming through museums steeped in history, you can drift away in heather-topped hills, far from the maddening crowds. In between are delightful small towns made beautiful by the proceeds of England’s industrial great leap forward.
Next stop: It’s a 2-hour drive from Ironbridge to the Peak District.
Peak District National Park (1 day)
Walkers and climbers gather like moths around a flame in the purple moorlands of the Peak District, where stone-walled towns and disused railway lines reinvented as cycle paths provide easy access to inimitable English views from the higher ground. Scattered around the hills are lavish stately homes whose grandeur stands in marked contrast to the austere cathedrals of industry all around.
Next stop: Drive 1½ hours from the Peak District to Liverpool.
Liverpool (1 day)
Come to Liverpool for the Beatles, but stay for the grand architecture, the dockland history, and the genre-busting museums. Soccer fans go football crazy at Anfield, while gourmets will find a thriving dining scene. If time allows for an extra day, take a 55-mile, three-hour ferry ride from Liverpool. The Isle of Man is UNESCO listed for its rugged, wave-carved coastline. Plan to spend five hours here.
Next stop: From Liverpool, it’s a 1½-hour drive to York.
York (1 day)
Timeless York serves up the best of Yorkshire on a platter – rich history, cozy pubs, a grand cathedral, Tudor and Viking treasures, and the country’s best railway museum within easy striking distance of the city center. You can use York as an atmospheric base for a day trip to Castle Howard (30 minutes’ drive) or Fountains Abbey (30 minutes’ drive). Allow four hours for each.
Next stop: Driving from York to the Lake District National Park takes 2¼ hours.
Lake District National Park (2 days)
The fame of England’s best-loved national park precedes it, but the crowds do little to mar the grandeur of the mountains, lakes, and valleys on all sides. The Lake District is the country’s favorite place to take a walk, so expect some company on the treks up Helvellyn, Scafell Pike, and the Old Man of Coniston. Come in spring or autumn to enjoy the scenery with smaller crowds.
Unwind in Green and Pleasant England
Allow 7 days; 528 miles (849kms)
Credit the changeable weather for England’s temperate landscapes. From the sea cliffs of the south coast to North Norfolk’s endless stretches of sand, the nation’s wide open spaces are criss-crossed by cycle paths, walking trails, and scenic backroads, with the reassurance of a pint at the end of each day of walking.
Dartmoor National Park (1 day)
Start your journey into England’s wild side in one of the country’s most dramatic national parks – an elemental landscape of stunted forests, exposed hillsides, and tortured granite tors. Within day-tripping distance of Devon’s beaches and Cornwall’s surf breaks, Dartmoor is a place for wild walks followed by a restorative beverage in a trinket-filled country pub on the park’s fringes.
Next stop: Drive from Dartmoor to Lymington (three hours) to board the ferry to Yarmouth (30 minutes) on the Isle of Wight.
Isle of Wight (1 day)
Crossing by ferry to the Isle of Wight instantly sets the holiday tempo. England’s offshore escape was popularized by Queen Victoria (you can visit her lemon-yellow Italianate Osborne House) and bucket-and-spade-carrying visitors continue the tradition today. With a 67-mile shore lined with beaches, sheer white cliffs, and tranquil sand dunes, there’s a rugged side to discover too, especially its westerly corner, where the jagged, shard-like Needles rocks rise from the sea.
Next stop: From Ryde on the Isle of Wight, take the ferry to Portsmouth (eight minutes), then drive for 1¾ hours to reach the South Downs National Park.
South Downs Way (1 day)
Linking Eastbourne and Winchester, the South Downs Way winds across a petrified wave of chalk hills, with birds of prey hovering overhead and epic coastal views from atop the white cliffs. For maximum drama, concentrate on the section between Eastbourne and Alfriston, where lighthouses dot the trail and the landscape plummets dizzyingly down to a sparkling sea at Beachy Head.
Next stop: Drive 2½ hours to Canterbury.
Canterbury (1 day)
Vineyards ribbon the countryside along the route northeast – this sunny corner of England produces top-rated wines, so allow stops for tastings. Continue on to Canterbury and the awe-inspiring sight of one of the world’s finest cathedrals, a UNESCO-listed wonder surrounded by narrow, cobbled alleyways, ancient city walls, and England’s largest surviving medieval gateway, as well as riverside gardens – and a vibrant student population, too.
Next stop: From Canterbury, drive 2½ hours to the Dedham Vale National Landscape.
Dedham Vale National Landscape (1 day)
The rural beauty of the Dedham Vale National Landscape, with its gentle farmland, wooded coppices, and everlasting skies inspired master painters Thomas Gainsborough and John Constable – both were born in this picturesque part of Suffolk, and the landscapes they painted are scarcely, if at all, changed today. Spend time exploring by foot, bicycle, or paddling on the waterways, and stay the night in its charming inns.
Next stop: It’s a three-hour drive to the Norfolk Coast National Landscape.
Norfolk Coast National Landscape (1 day)
Curving north around East Anglia takes you to the Norfolk Coast National Landscape, where vast expanses of sandy beaches, backed by dunes, salt marshes, meadows, and forest attract rich and rare concentrations of resident and migratory birds, including oystercatchers, plover, curlew, and brent geese. In spring, listen out for the booming call of bitterns. Nature reserves abound here, with hides providing prime birdwatching opportunities.
Journey through the East of England
Allow 7 days; 450 miles (724kms)
In this week-long trip through England’s east, you’ll visit revered centers of learning, from hallowed Cambridge colleges to Lincoln’s glorious cathedral and mighty castle, a UNESCO Geopark, a dazzling and remote Dark Sky Park (with a renowned observatory), and make your way out to ancient, spiritual Lindisfarne, aka Holy Island.
Cambridge (1 day)
Beautiful university city Cambridge, with punts gliding beneath arched stone bridges along its meandering river, centuries-old colleges, and gentle greens appears as if it exists in another era. But it’s also a lively student town, filled with pubs, restaurants, and culture including its famous Footlights comedy club. Before setting off, remember more engaging sights lie just outside in the idyllic surrounding Cambridgeshire countryside.
Next stop: From Cambridge, it’s a 2-hour drive to Lincoln.
Lincoln (1 day)
Wind your way through the East Midlands to Lincoln. While it also has plenty of student life around its waterfront, it’s up the very aptly named Steep Hill, its cobblestones lined by sloping shops, that you’ll find Lincoln’s cathedral, with its three soaring Gothic towers and luminous stained glass, and castle, built by William the Conqueror and guarding an original copy of the Magna Carta.
Next stop: Drive 2¾ hours to Whitby.
Whitby (1 day)
Whitby serves up a sampling platter of scenery, history, and literary connections. Above the stone-built harbor and the town’s long, sandy beach, the spectral remains of Whitby Abbey are a draw for Dracula fans, while inland, North York Moors National Park beckons to walkers and mountain bikers. Add in the country’s best fish and chips and it makes one epic day at the seaside.
Next stop: From Whitby, driving 2½ hours brings you to the North Pennines.
North Pennines (1 day)
Peaks, plunging gorges, and windblown moors make up the North Pennines National Landscape, a UNESCO Global Geopark. Sprinkled throughout this dramatic landscape are enchanting towns and villages like Alston, England’s highest market town, along with a plethora of walks through ancient woodland and more challenging hiking trails. Most challenging is the 268-mile Pennine Way, running all the way to the Peak District.
Next stop: Drive 2 hours via Hadrian’s Wall to reach Kielder.
Kielder (2 days)
En route to remote Kielder, you’ll travel along a stretch of Hadrian’s Wall, the remains of the mighty engineering marvel that marked the boundary between Roman Britannia and unconquered Caledonia beyond; take time to stop at its fascinating forts. This unpopulated part of England became the country’s first International Dark Sky Park; stay overnight to visit Kielder’s observatory and witness the majesty of the stars.
Next stop: It’s 2½ hours by car to Lindisfarne.
Lindisfarne (1 day)
End your eastern explorations along the serene Northumberland Coast with a pilgrimage out to Lindisfarne, also known as Holy Island – St Aidan established a priory here back in 634 CE. There are still remains of its 11th-century priory as well as 18th-century Lindisfarne Castle. Getting here is a pilgrimage in itself – the island is only reached by a tidal causeway, so check tide times before setting out.
Discover England’s Royals and Rebels
Allow 7 days; 495 miles (796kms)
History seeps from the stonework on this castle-filled trip. Starting from spirited Nottingham, famed for outlaw Robin Hood, it travels to Leicester, revealing the incredible rediscovery of King Richard III, then cuts down to the New Forest and across to Windsor. It then heads to the fortifications at Britain’s oldest town, Colchester, wrapping up in the medieval streets of Norwich, England’s “City of Stories.”
Nottingham (1 day)
Begin your journey in the energetic city of Nottingham. Entertaining, history-filled Robin Hood tours by Ezekial Bone are the ideal way to get the lay of the land. Delve deeper into local legends at Nottingham Castle, and have a pint at the fabulously atmospheric 1189 pub Ye Olde Trip to Jerusalem – wormholed into the caves, it’s where King Richard I’s forces gathered before embarking on the Crusades.
Next stop: From Nottingham, it’s a 1-hour drive to Leicester.
Leicester (1 day)
It’s a short zip south to Leicester, with more history in store: Richard III was England’s last king to die in battle at nearby Bosworth, and his body was missing for centuries until, astoundingly, it was discovered under a Leicester car park in 2012. The KRIII centre shows where he was found, and at nearby Leicester Cathedral, you can see where the king is now buried.
Next stop: Drive 3½ hours to the New Forest.
New Forest (1 day)
At the edge of the New Forest (proclaimed by William the Conqueror), high on the Dorset cliffs near Bournemouth’s sweeping beach, Highcliffe Castle is a showpiece built for Lord Stuart de Rothesay, and the best-preserved example of the turn-of-the-19th-century Romantic and Picturesque style. At the other end of the architectural spectrum, the New Forest is also home to hulking artillery fortress Hurst Castle, built by Henry VIII.
Next stop: Drive 2 hours to Windsor.
Windsor (1 day)
Travel up to the Thames Valley, just west of London, where castles don’t come more monumental than Windsor. The oldest and largest occupied castle in the world, it’s been home to 40 monarchs since William the Conqueror founded it in the 11th century. After touring inside, you can visit St George’s Chapel, where Queen Elizabeth II is buried, and ramble in the estate’s vast grounds.
Next stop: From Windsor, drive 2½ hours to Colchester.
Colchester (1 day)
Skirting London to the north, continuing east brings you to Colchester, the nation’s oldest town, dating back to the 5th century BCE. In CE 43, the Romans came, saw, and conquered, constructing Camulodunum, which was razed by Boudica less than two decades later. The thriving market town that emerged from the rubble went on to see action in the Norman Conquest, Reformation, and English Civil War.
Next stop: Driving 2 hours from Colchester brings you to Norwich.
Norwich (1 day)
Strike out for the destination of another rebel, anti-privatization leader Robert Kett who stormed Norwich and took the city in 1549; he was ultimately hanged from the walls of Norwich Castle later the same year. Today, this charming city retains some of the country’s most complete medieval architecture (including its landmark cathedral), with numerous other cultural and culinary diversions to make a fitting end to your trip.
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This article was first published May 12, 2022, and updated Oct 7, 2024.
