Weekend breaks in South East England
Historic towns, the Kent and Sussex coast, the New Forest and the Thames, all within reach of London.
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- Updated October 2026
South East England packs a lot into a small area, with fast trains from London to the coast and countryside. Brighton and Canterbury are famous, but quieter places such as Deal, Rye and Lymington reward a visit, and the New Forest and South Downs offer walking.
Below you will find our guides to the places, activities and plans for the region, from classic seaside resorts to riverside towns.
Destinations in this region (22)
A South Downs village with a medieval clergy house and the Seven Sisters nearby
BrightonEast Sussex · Higher-pricedA lively seaside city with a pier, independent shops and nightlife
BroadstairsKent · Mid-rangeA Dickens-loved seaside town of sandy bays and sea views
BrockenhurstHampshire · Higher-pricedA New Forest village with its own railway station and ponies on the green
BurfordOxfordshire · Higher-pricedThe gateway to the Cotswolds, with a sloping High Street and antique shops
CanterburyKent · Higher-pricedA medieval cathedral city with a UNESCO World Heritage cathedral
DealKent · Mid-rangeA pebble-beach town with a Tudor castle and a fine pier
DungenessKent · Budget-friendlyA wild shingle headland of black huts, lighthouses and a famous garden
Henley-on-ThamesOxfordshire · PremiumA riverside town famous for its regatta and rowing
Isle of WightHampshire · Higher-pricedA compact island with chalk cliffs, castles and sandy beaches
LymingtonHampshire · Higher-pricedA Georgian harbour town with a ferry to the Isle of Wight
LyndhurstHampshire · Higher-pricedThe capital of the New Forest, with ponies in the streets
MargateKent · Mid-rangeA revived seaside town of art, vintage shops and sandy beaches
New ForestHampshire · Higher-pricedAncient woodland and heath with free-roaming ponies
OxfordOxfordshire · PremiumThe city of dreaming spires, ancient colleges and libraries
RyeEast Sussex · Higher-pricedA hilltop cinque port town of cobbles and smugglers' pubs
SandwichKent · Mid-rangeA medieval Cinque Port with timber-framed lanes and a private toll bridge
South DownsSussex and Hampshire · Higher-pricedRolling chalk hills, white cliffs and country pubs
WhitstableKent · Higher-pricedA pretty seaside town famous for oysters and beach huts
WinchesterHampshire · Higher-pricedAn ancient capital with a cathedral, water meadows and a medieval Round Table
WindsorBerkshire · Higher-pricedA royal castle town beside the Thames, 40 minutes from London
WoodstockOxfordshire · Higher-pricedA pretty stone town at the gates of Blenheim Palace
Weekend itineraries
A palace, independent shops and the seafront on day one, and chalk cliffs or a hilltop town on day two.
2 days in Oxford: a weekend itineraryOxfordshireColleges, libraries and the river, planned so you see the best of the city without tiring your feet.
2 days in Canterbury: a weekend itineraryKentA great medieval cathedral, a walkable old city and the coast within 15 minutes.
2 days in Winchester: a weekend itineraryHampshireEngland's ancient capital, with a great cathedral and a riverside walk that Keats loved.
2 days in the New Forest: a weekend itineraryHampshireWild ponies, forest tracks and a motor museum, easy by train from London.
2 days in the South Downs: a weekend itinerarySussex and HampshireWhite chalk cliffs, a historic village and a hilltop town, all close to Brighton.
Things to do (15)
The Seven Sisters are a row of white chalk cliffs on the Sussex coast, between Seaford and Eastbourne.
Canterbury Cathedral visitCanterbury, KentCanterbury Cathedral is the mother church of the Anglican Communion and part of a UNESCO World Heritage Site.
Oysters in WhitstableWhitstable, KentWhitstable has been known for its oysters for centuries, and the town's harbour and seafront are full of seafood restaurants and stalls.
New Forest ponies walkLyndhurst and Brockenhurst, HampshireThe New Forest is one of the few places in England where ponies, cattle, pigs and deer roam freely on open heath and ancient woodland, under a system of rights known as commoning.
Brighton Palace Pier and seafrontBrighton, East SussexBrighton Palace Pier opened in 1899 and is one of the most famous seaside piers in Britain, with arcades, rides and food stalls.
Windsor Castle visitWindsor, BerkshireWindsor Castle is the oldest and largest occupied castle in the world, and has been a royal home for nearly a thousand years.
Blenheim Palace visitWoodstock, OxfordshireBlenheim Palace is a vast baroque palace and UNESCO World Heritage Site near Woodstock, the birthplace of Winston Churchill.
Bodiam Castle visitNear Rye, East SussexBodiam is a perfect 14th-century moated castle, built by a knight returning from the Hundred Years' War, with round towers, battlements and a gatehouse reflected in the water.
Kent and East Sussex RailwayTenterden to BodiamThe Kent and East Sussex Railway is a heritage steam line of just under 11 miles between Tenterden Town and Bodiam, through the Rother Valley.
Kent vineyard tourKentKent has become one of England's best wine regions, thanks to its chalky soils and warm climate, and some of its sparkling wines have beaten champagnes in blind tastings.
Isle of Wight red squirrelsIsle of WightThe Isle of Wight is one of the best places in England to see red squirrels, because the island has no grey squirrels, which spread disease and have driven red squirrels out elsewhere.
Kitesurfing at Camber SandsCamber Sands, East SussexCamber Sands is a huge expanse of golden sand and dunes on the East Sussex coast, with consistent wind and shallow water that make it one of the best kitesurfing spots in the south east.
Cycling around the Isle of WightIsle of WightThe Isle of Wight is a favourite for cyclists, with a near-circular route of about 60 miles around the coast, and plenty of shorter rides on quiet lanes and traffic-free trails.
Cycling in the New ForestBrockenhurst, New ForestThe New Forest has more than 100 miles of waymarked cycle tracks, mostly on flat gravel, through ancient woodland and open heath where ponies graze.
Cycling the South Downs WaySouth Downs, Sussex and HampshireThe South Downs Way is a 100-mile national trail between Winchester and Eastbourne, open to walkers, cyclists and horse riders.
Frequently asked questions
What is the best weekend break near London?
Brighton, Canterbury, Oxford and Winchester are all within about 1 to 1.5 hours by train, and each has a different feel.
Is the South East expensive?
It can be, especially in summer and near London, but off-peak and midweek stays are better value.
Last reviewed October 2026. Prices and journey times are estimates, so check before you book. Report an error or share a tip.