33

Medium sportive in UK in September 2025

Find medium sportive near me in UK in September 2025 - search by date or place, display on a map or use the advanced search to find your perfect race.

Search by month

Search by place

Map

Events near me

Click an event for full event details, location, route, sustainability, what's included and how to enter.

Explore the quiet roads of Dartmoor and surrounding area. Finish on a tough climb & earn your gold, silver or bronze medal based on finishing time. KOM/QOM challenge and supreme views too.
  • Sun 29 Sep
  • £41.50
  • Sun 29 Sep
  • £41.50
Exeter, Devon, UK

Moor to Sea | Challenge

Explore the quiet roads of Dartmoor and surrounding area. Finish on a tough climb & earn your gold, silver or bronze medal based on finishing time. KOM/QOM challenge and supreme views too.

  • Chip timing
  • Enter online
  • Undulating
  • Age 12 & over
  • 64 miles road cycling + 5700 ft ascent
Entries close soon
Cycle with the Prince'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 6 Oct
  • £50
  • Entries close soon
  • Sun 6 Oct
  • £50
  • Entries close soon
Windsor, Berkshire, UK

Palace to Palace Bike Ride | Classic

Cycle with the Prince'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
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 2025
  • £38.50
  • Sun 30 Mar 2025
  • £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
This popular early season sportive offers a mixture of open, flowing, flat roads combined with a couple of testing climbs.
  • Sun 27 Apr 2025
  • £44
  • Sun 27 Apr 2025
  • £44
Honiton, Devon, UK

Taunton Flyer | Dakota Route

This popular early season sportive offers a mixture of open, flowing, flat roads combined with a couple of testing climbs.

  • Chip timing
  • Enter online
  • Hilly
  • Age 12 & over
  • 63 miles road cycling + 4000 ft 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 challenging Classic route!
  • Sun 11 May 2025
  • £38.50
  • Sun 11 May 2025
  • £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
One of the biggest charity sportives in the East offering a flat and fast route ideal for  an early-season time or to sample a longer ride. Earn your medal conquering the challenging Classic route!
  • Sun 18 May 2025
  • £38.50
  • Sun 18 May 2025
  • £38.50
Woodbridge, UK

RIDE Suffolk Sunrise | Classic

One of the biggest charity sportives in the East offering a flat and fast route ideal for an early-season time or to sample a longer ride. Earn your medal conquering the challenging Classic route!

  • Chip timing
  • Enter online
  • Hilly
  • Age 16 & over
  • 65 miles road cycling
A sportive that starts moderately hilly then ramps up the mountain passes! Features the Back O’Skiddaw, Buttermere and Newlands House Pass. Includes Full Weekend Festival Ticket in the price!
  • Sun 18 May 2025
  • £60-£65
  • Sun 18 May 2025
  • £60-£65
Keswick, Cumbria, UK

Keswick Mountain Festival | Back O’Skiddaw 100K

A sportive that starts moderately hilly then ramps up the mountain passes! Features the Back O’Skiddaw, Buttermere and Newlands House Pass. Includes Full Weekend Festival Ticket in the price!

  • Newcomers
  • Music
  • Chip timing
  • Enter online
  • Mountainous
  • Event village
  • Age 18 & over
  • 100 km road cycling + 1625 m ascent
A great event for cycle sportive enthusiasts looking for a half-day ride that's occasionally furious on the climbs! Includes Full Weekend Festival Ticket in the price!
  • Sun 18 May 2025
  • £45-£50
  • Sun 18 May 2025
  • £45-£50
Keswick, Cumbria, UK

Keswick Mountain Festival | Back O’Skiddaw 72K

A great event for cycle sportive enthusiasts looking for a half-day ride that's occasionally furious on the climbs! Includes Full Weekend Festival Ticket in the price!

  • Newcomers
  • Music
  • Chip timing
  • Enter online
  • Hilly
  • Event village
  • Age 18 & over
  • 72 km road cycling + 650 m ascent
Cancelled
This unique ride sees participants pedal past impressive London landmarks and through picturesque rural Essex – all on traffic-free roads. Ideal for newcomers to RideLondon.
  • Sun 25 May 2025
  • £55
  • Cancelled
  • Sun 25 May 2025
  • £55
  • Cancelled
London, UK

RideLondon-Essex 60

This unique ride sees participants pedal past impressive London landmarks and through picturesque rural Essex – all on traffic-free roads. Ideal for newcomers to RideLondon.

  • Enter online
  • GPS tracking
  • Undulating
  • Traffic free
  • Age 16 & over
  • 60 miles road cycling
Europe's oldest charity bike ride is back and you can be part of it! Ride from capital to coast covering 54 miles through rolling countryside to a spectacular finish on Brighton Beach.
  • Sun 15 Jun 2025
  • £45
  • 6 charities
  • Sun 15 Jun 2025
  • £45
  • 6 charities
London, UK

London to Brighton Bike Ride

Europe's oldest charity bike ride is back and you can be part of it! Ride from capital to coast covering 54 miles through rolling countryside to a spectacular finish on Brighton Beach.

  • Newcomers
  • Ballot
  • Enter online
  • Fundraising required
  • Undulating
  • Hilly
  • Event village
  • Urban
  • Rural
  • Coast
  • Public transport links
  • Age 14 & over
  • 54 miles road cycling
Now the most comprehensive closed road ride in Wales with an award-winning finish line, incredible atmosphere and the UK's only televised sportive.
  • Sat 28 Jun 2025
  • £64.80
  • Sat 28 Jun 2025
  • £64.80
Tenby, Pembrokeshire, UK

The Wales Sportive 70-Mile

Now the most comprehensive closed road ride in Wales with an award-winning finish line, incredible atmosphere and the UK's only televised sportive.

  • Chip timing
  • Enter online
  • Hilly
  • Traffic free
  • Age 16 & over
  • 70 miles road cycling
The Classic Route takes riders into Nidderdale AONB with its rolling dales and friendly villages. Earn your medal conquering the challenging Classic route!
  • Sun 29 Jun 2025
  • £38.50
  • Sun 29 Jun 2025
  • £38.50
Ripon, North Yorkshire, UK

RIDE The Dales | Classic

The Classic Route takes riders into Nidderdale AONB with its rolling dales and friendly villages. Earn your medal conquering the challenging Classic route!

  • Chip timing
  • Enter online
  • Hilly
  • Age 16 & over
  • 65 miles road cycling + 396 m ascent
Sun, sea and saddles to stop MS! Round the Harbours Bike Ride gives you the choice of two scenic coastal routes around Havant, Southsea, Fareham and Gosport to enjoy at your own pace.
  • Fri 4 Jul 2025
  • £20
  • Fri 4 Jul 2025
  • £20
Gosport, Hampshire, UK

Round the Harbours Bike Ride | 54 Mile

Sun, sea and saddles to stop MS! Round the Harbours Bike Ride gives you the choice of two scenic coastal routes around Havant, Southsea, Fareham and Gosport to enjoy at your own pace.

  • Enter online
  • Fundraising required
  • Flat
  • Age 16 & over
  • 54 miles road cycling
A friendly sportive part of Ride Reigate south of the North Downs on less travelled roads towards Lewes through Burstow and over Turners Hill. The route then returns via Crawley Down and Smallfield.
  • Sun 13 Jul 2025
  • £35
  • Sun 13 Jul 2025
  • £35
Reigate, Surrey, UK

Ride Reigate | 50K

A friendly sportive part of Ride Reigate south of the North Downs on less travelled roads towards Lewes through Burstow and over Turners Hill. The route then returns via Crawley Down and Smallfield.

  • Chip timing
  • Enter online
  • Undulating
  • Age 16 & over
  • 50 km road cycling + 410 m ascent
The Mezzofondo features many of Dartmoor's most iconic climbs without having to complete the Dartmoor Legend Ultra also taking place that day!
  • Sat 2 Aug 2025
  • £42.50
  • Sat 2 Aug 2025
  • £42.50
Yelverton, Devon, UK

Dartmoor Legend Sportives | Mezzofondo

The Mezzofondo features many of Dartmoor's most iconic climbs without having to complete the Dartmoor Legend Ultra also taking place that day!

  • Chip timing
  • Enter online
  • Hilly
  • Age 15 & over
  • 92 miles road cycling + 9000 ft ascent
The intermediate route of the Pedal Stirling Sportive, expertly brought to you by Parkinson's UK, heading across Flanders Moss, past Lake of Menteith and up to the Carron Valley Reservoir.
  • Sun 31 Aug 2025
  • £45-£50
  • Sun 31 Aug 2025
  • £45-£50
Stirling, UK

Pedal Stirling Sportive | Challenge 50 Mile

The intermediate route of the Pedal Stirling Sportive, expertly brought to you by Parkinson's UK, heading across Flanders Moss, past Lake of Menteith and up to the Carron Valley Reservoir.

  • Chip timing
  • Enter online
  • Fundraising required
  • Hilly
  • Age 17 & over
  • 50 miles road cycling + 998 m ascent
A great route showcasing the amazing Cornwall coast road! Each rider will receive a Gold, Silver, or Bronze medal based on the completion time for their appropriate age and gender category.
  • Sat 13 Sep 2025
  • £41.50
  • Sat 13 Sep 2025
  • £41.50
Marazion, Cornwall, UK

Lands End 100 | Medium

A great route showcasing the amazing Cornwall coast road! Each rider will receive a Gold, Silver, or Bronze medal based on the completion time for their appropriate age and gender category.

  • Chip timing
  • Enter online
  • Hilly
  • Age 12 & over
  • 72 miles road cycling + 4850 ft ascent
  • Fri 20 Sep
Petersfield, Hampshire, UK

Quadrant Sportive | Medium Road Route – 42 Miles

  • 42 miles road cycling
  • Fri 20 Sep
Petersfield, Hampshire, UK

Quadrant Sportive | Medium Tracks & Trails – 28 Miles

  • 28 miles gravel riding
  • Sat 21 Sep
Crewe, Cheshire, UK

Femme Cheshire | Medium

  • 111.9 km road cycling
  • Sat 21 Sep
Warwick, Warwickshire, UK

Warwick Sportive | Medium Route

  • 102 km road cycling
  • Sun 22 Sep
Crewe, Cheshire, UK

Cheshire Classic Sportive | Medium

  • 111.9 km road cycling
  • Sun 22 Sep
Prestonpans, East Lothian, UK

Poppyscotland Sportive | Medium

  • 68 miles road cycling
  • Sun 22 Sep
Southampton, Hampshire, UK

The New Forest Tour - Sunday | Medium

  • 119 km road cycling
  • Sat 28 Sep
York, North Yorkshire, UK

Great Yorkshire Sportive | Medium

  • 121.6 km road cycling

Search options

Back to search options