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Sportives in South East

Find sportives near me in South East for 2025/2026 - search by date or place, display on a map or use the advanced search to find your perfect race.

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An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal conquering the longest Champion route!
  • Sun 30 Mar
  • £40.50
  • Sun 30 Mar
  • £40.50
Reading, Berkshire, UK

RIDE Wessex Downs | Champion

An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal conquering the longest Champion route!

  • Chip timing
  • Enter online
  • Hilly
  • Age 16 & over
  • 100 miles road cycling + 1315 m ascent
An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal conquering the challenging Classic route!
  • Sun 30 Mar
  • £38.50
  • Sun 30 Mar
  • £38.50
Reading, Berkshire, UK

RIDE Wessex Downs | Classic

An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal conquering the challenging Classic route!

  • Chip timing
  • Enter online
  • Hilly
  • Age 16 & over
  • 70 miles road cycling + 931 m ascent
An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal on the super Cool route!
  • Sun 30 Mar
  • £28.50
  • Sun 30 Mar
  • £28.50
Reading, Berkshire, UK

RIDE Wessex Downs | Cool

An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal on the super Cool route!

  • Chip timing
  • Enter online
  • Undulating
  • Age 16 & over
  • 34 miles road cycling + 158 m ascent
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the longest Epic Route!
  • Sun 11 May
  • £50.50
  • Sun 11 May
  • £50.50
Tonbridge, Kent, UK

RIDE Castle | Epic

The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the longest Epic Route!

  • Chip timing
  • Enter online
  • Hilly
  • Age 16 & over
  • 126 miles road cycling
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the long Champion route!
  • Sun 11 May
  • £40.50
  • Sun 11 May
  • £40.50
Tonbridge, Kent, UK

RIDE Castle | Champion

The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the long Champion route!

  • Chip timing
  • Enter online
  • Hilly
  • Age 16 & over
  • 100 miles road cycling
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the challenging Classic route!
  • Sun 11 May
  • £38.50
  • Sun 11 May
  • £38.50
Tonbridge, Kent, UK

RIDE Castle | Classic

The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the challenging Classic route!

  • Chip timing
  • Enter online
  • Undulating
  • Age 16 & over
  • 73 miles road cycling
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the super Cool route!
  • Sun 11 May
  • £28.50
  • Sun 11 May
  • £28.50
Tonbridge, Kent, UK

RIDE Castle | Cool

The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the super Cool route!

  • Chip timing
  • Enter online
  • Undulating
  • Age 16 & over
  • 36 miles road cycling
The Hook Norton Brewery Sportive is a fantastic cycle through the Oxfordshire countryside from one of the best breweries in the Cotswolds taking you along the most scenic routes.
  • Sun 1 Jun
  • £30
  • Sun 1 Jun
  • £30
Banbury, Oxfordshire, UK

Hook Norton Brewery Sportive | Half Pint

The Hook Norton Brewery Sportive is a fantastic cycle through the Oxfordshire countryside from one of the best breweries in the Cotswolds taking you along the most scenic routes.

  • Enter online
  • Age 18 & over
  • 65 km road cycling
The Hook Norton Brewery Sportive is a fantastic cycle through the Oxfordshire countryside from one of the best breweries in the Cotswolds taking you along the most scenic routes.
  • Sun 1 Jun
  • £37.50
  • Sun 1 Jun
  • £37.50
Banbury, Oxfordshire, UK

Hook Norton Brewery Sportive | Full Pint

The Hook Norton Brewery Sportive is a fantastic cycle through the Oxfordshire countryside from one of the best breweries in the Cotswolds taking you along the most scenic routes.

  • Enter online
  • Age 18 & over
  • 98 km road cycling
The Chiltern Valley Winery and Brewery Sportive starts at a majestic location hidden away on a tiny rural lane in the heart of the Chiltern Valley.
  • Sun 8 Jun
  • £30
  • Sun 8 Jun
  • £30
Henley-on-Thames, Buckinghamshire, UK

Chiltern Valley Winery & Brewery Sportive | Half Pint

The Chiltern Valley Winery and Brewery Sportive starts at a majestic location hidden away on a tiny rural lane in the heart of the Chiltern Valley.

  • Enter online
  • Age 18 & over
  • 35 miles road cycling
The Chiltern Valley Winery and Brewery Sportive starts at a majestic location hidden away on a tiny rural lane in the heart of the Chiltern Valley.
  • Sun 8 Jun
  • £37.50
  • Sun 8 Jun
  • £37.50
Henley-on-Thames, Buckinghamshire, UK

Chiltern Valley Winery & Brewery Sportive | Full Pint

The Chiltern Valley Winery and Brewery Sportive starts at a majestic location hidden away on a tiny rural lane in the heart of the Chiltern Valley.

  • Enter online
  • Age 18 & over
  • 54 miles road cycling
The Vale Brewery Sportive is a fantastic cycle through the Buckinghamshire from one of the best breweries in the county taking you along the most scenic routes.
  • Sat 12 Jul
  • £30
  • Sat 12 Jul
  • £30
Aylesbury, Buckinghamshire, UK

Vale Brewery Sportive | Half Pint

The Vale Brewery Sportive is a fantastic cycle through the Buckinghamshire from one of the best breweries in the county taking you along the most scenic routes.

  • Enter online
  • Age 18 & over
  • 56 km road cycling
The Vale Brewery Sportive is a fantastic cycle through the Buckinghamshire from one of the best breweries in the county taking you along the most scenic routes.
  • Sat 12 Jul
  • £37.50
  • Sat 12 Jul
  • £37.50
Aylesbury, Buckinghamshire, UK

Vale Brewery Sportive | Full Pint

The Vale Brewery Sportive is a fantastic cycle through the Buckinghamshire from one of the best breweries in the county taking you along the most scenic routes.

  • Enter online
  • Age 18 & over
  • 90 km road cycling
The Renegade Brewery Sportive is a fantastic cycle through the Berkshire countryside from one of the best breweries in the UK taking you along the most scenic routes.
  • Sun 10 Aug
  • £30
  • Sun 10 Aug
  • £30
Thatcham, Berkshire, UK

Renegade Brewery Sportive | Half Pint

The Renegade Brewery Sportive is a fantastic cycle through the Berkshire countryside from one of the best breweries in the UK taking you along the most scenic routes.

  • Enter online
  • Age 18 & over
  • 59 km road cycling
The Renegade Brewery Sportive is a fantastic cycle through the Berkshire countryside from one of the best breweries in the UK taking you along the most scenic routes.
  • Sun 10 Aug
  • £37.50
  • Sun 10 Aug
  • £37.50
Thatcham, Berkshire, UK

Renegade Brewery Sportive | Full Pint

The Renegade Brewery Sportive is a fantastic cycle through the Berkshire countryside from one of the best breweries in the UK taking you along the most scenic routes.

  • Enter online
  • Age 18 & over
  • 96 km road cycling
Cycle with The King's Trust from Buckingham Palace to Windsor Palace for 45 miles, followed by the iconic festival for your medal and to celebrate your huge achievement!
  • Sun 5 Oct
  • £38
  • Sun 5 Oct
  • £38
Windsor, Berkshire, UK

Palace to Palace Bike Ride | Classic

Cycle with The King's Trust from Buckingham Palace to Windsor Palace for 45 miles, followed by the iconic festival for your medal and to celebrate your huge achievement!

  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Age 16 & over
  • 45 miles road cycling
  • Sun 2 Mar
Longfield, Kent, UK

Kentish Killer | Short Route

  • 44 miles road cycling
  • Sun 2 Mar
Longfield, Kent, UK

Kentish Killer | Long Route

  • 70 miles road cycling
  • Sun 23 Mar
Cobham, Surrey, UK

Surrey Rumble | Short Route

  • 60 miles road cycling
  • Sun 23 Mar
Cobham, Surrey, UK

Surrey Rumble | Long Route

  • 80 miles road cycling
  • Sat 5 Apr
Chichester, West Sussex, UK

Chichester 100 Sportive | Short Route

  • 56 km road cycling
  • Sat 5 Apr
Chichester, West Sussex, UK

Chichester 100 Sportive | Medium Route

  • 103 km road cycling
  • Sat 5 Apr
Chichester, West Sussex, UK

Chichester 100 Sportive | Long Route

  • 164 km road cycling
  • Sun 13 Apr
Southampton, Hampshire, UK

The New Forest Classic - Sunday | Long

  • 127 km road cycling
  • Sun 13 Apr
Southampton, Hampshire, UK

The New Forest Classic - Sunday | Middle

  • 92 km road cycling

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