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Routes
Road cycling routes
United Kingdom
England
East Midlands
Lincolnshire

South Kesteven

The best road cycling routes around South Kesteven

4.5

(219)

9,499

riders

790

rides

Road cycling around South Kesteven features diverse landscapes, from gently rolling countryside and limestone plateaus to flatter fenlands. The region's varied topography provides a range of cycling experiences, with moderate ascents and descents through areas like the Kesteven Uplands. Cyclists can explore ancient woodlands, river valleys, and open expanses, connecting historic towns and stately homes.

Best road cycling routes around South Kesteven

  • The most popular road cycling route is Wymondham Windmill loop from Stamford, a 48.4 miles (77.9 km)…

Last updated: May 26, 2026

5.0

(1)

28

riders

#1.

Wymondham Windmill loop from Stamford

77.9km

03:25

460m

460m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

14

riders

Cycle the 30.4-mile Belton House to Belvoir Castle loop, a moderate road ride past historic estates and scenic Lincolnshire countryside.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

4.0

(1)

6

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Cycle a moderate 53.2-mile (85.6 km) loop from Grantham, featuring Belvoir Castle, Terrace Hill, and scenic Vale of Belvoir views.

Moderate

4.0

(1)

4

riders

Cycle a moderate 62-mile (99.8 km) loop from Stamford to Belton House, exploring Lincolnshire's rolling countryside and historic landmarks.

Moderate

Cycle the Big loop around Peterborough from Market Deeping, a moderate 64.6-mile road cycling route with varied scenery and historical landm

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around South Kesteven

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Tips from the Community

Ja Ko
November 16, 2025, Belvoir Castle

Nice caffè just outside the castle. Cyclist friendly

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lovely canal bridge, head left along disused section of canal to pick up old railway line towards newark.

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currently closed for refurbishment (end of oct 25)

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Duncan
October 14, 2025, Burghley House

Burghley House is always worth a wander through. It has wide shared paths for walking and cycling so it's just for slow speeds. Free parking if you have a car.

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Jim
September 11, 2025, Beans, Oundle

Lovely coffee and food. Lovely staff

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garyb
September 11, 2025, View of Belvoir Castle

An easily spotted landmark when riding the lanes west of Grantham. There's a great flattish run from Harby through the vale to Bottesford or ride up (and down) onto the ridge on which the castle stands for some great, short climbs.

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Derren
August 19, 2025, Sigma Sports

Some lovely bikes for purchasing. knowledgeable staff. Well stocked assortment of accessories.

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One of the top 100 climbs. Fairly short and ramps up as you go easing off after the s bend

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Frequently Asked Questions

What kind of terrain can I expect when road cycling in South Kesteven?

South Kesteven offers a diverse landscape for road cycling. You'll find gently rolling countryside and limestone plateaus, particularly in the central Kesteven Uplands, providing moderate ascents and descents. To the east, the landscape flattens into the Fens, offering open expanses with long, straight roads. Ancient woodlands and river valleys also feature in many routes, ensuring varied scenery.

Are there many easy road cycling routes suitable for beginners in South Kesteven?

Yes, South Kesteven has a good selection of routes suitable for beginners. Out of over 800 road cycling routes in the area, more than 300 are classified as easy. These routes often feature gentler gradients and less challenging distances, making them ideal for those new to road cycling or looking for a more relaxed ride.

What are some notable landmarks or attractions I can see along road cycling routes?

Road cycling routes in South Kesteven often pass by historic towns and stately homes. You can cycle past magnificent estates like Burghley House, Grimsthorpe Castle, and Belton House. Routes also connect charming towns such as Grantham, Stamford, Bourne, and Market Deeping. Specific points of interest include Woolsthorpe Middle Lock, the historic Stamford Historic Town Centre, and Packhorse Bridge in Deeping St. James.

Are there any long-distance road cycling routes available?

Yes, South Kesteven offers several longer routes for those seeking a challenge. For instance, the Belton House loop from Stamford covers nearly 100 km, and the Big loop around Peterborough from Market Deeping is over 100 km. These routes provide extensive riding through varied landscapes.

What do other cyclists say about road cycling in South Kesteven?

The komoot community highly rates road cycling in South Kesteven, with an average score of 4.4 stars from over 230 reviews. Cyclists often praise the diverse, picturesque landscapes, the network of quiet country lanes, and the opportunities to visit historic towns and stately homes along the way.

Can I find circular road cycling routes in the region?

Most of the road cycling routes in South Kesteven are designed as loops, allowing you to start and finish at the same point. Examples include the Wymondham Windmill loop from Stamford, the Belton House to Belvoir Castle loop, and the Sir Isaac Newton's home loop from Grantham.

Are there any challenging road cycling routes in South Kesteven?

While much of South Kesteven features gently rolling terrain, there are routes that offer more significant elevation gains. For example, the Stamford to Launde Abbey loop includes over 640 meters of climbing, providing a more challenging experience for experienced road cyclists.

What are the best times of year for road cycling in South Kesteven?

South Kesteven is generally suitable for road cycling throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery, with changing foliage or blooming wildflowers. Summer provides longer daylight hours, while winter rides are possible, though conditions may be colder and require appropriate gear.

Are there any specific routes that connect historic castles or stately homes?

Absolutely. Many routes are designed to link the region's impressive historic estates. The Belton House to Belvoir Castle loop is a prime example, connecting two prominent landmarks. Another route, the Grimsthorpe Castle loop from Belton House, allows you to explore these significant sites.

How many road cycling routes are there in South Kesteven?

There are over 800 road cycling routes available in South Kesteven, catering to various skill levels and preferences. This extensive network ensures plenty of options for exploring the region's diverse landscapes and attractions.

Are there any routes that explore the Fenlands?

Yes, to the east of South Kesteven, the landscape transitions into the flatter Fenlands. While specific routes are not listed here, this area offers a different cycling experience with open expanses, extensive vistas, and long, straight roads, providing a contrast to the rolling uplands.

Most popular routes around South Kesteven

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Check out more Road cycling routes throughout South Kesteven below and find the perfect route in your destination.

Stoke RochfordStubtonSedgebrookBarkstonSwinsteadHorblingCaythorpeAncasterEastonLenton Keisby And OsgodbyDentonLangtoftWelbyMorton & HanthorpeDeeping St. JamesPickworthBoothby PagnellHarlaxtonBelton And ManthorpeGreat GonerbyGunby And StainbyGreatfordWitham On The HillRippingaleSouth WithamCorby GlenCounthorpe And CreetonEdenhamPointon and SempringhamIrnhamAslackby And LaughtonClaypoleFentonCarlbyCastle BythamBitchfield And BassingthorpeToft With Lound And ManthorpeFulbeckGreat PontonDunsbyCareby WoodSystonKirkby UnderwoodNormantonDowsbyBurton CogglesWyville Cum HungertonColsterworthUffingtonRopsley And HumbyMarstonLittle Ponton And StroxtonWest DeepingWoolsthorpe By BelvoirBastonNorth WithamBraceborough And WilsthorpeHough-On-The-HillBraceby And SappertonSwayfieldLittle BythamWestborough And Dry DoddingtonLondonthorpe And Harrowby WithoutHoughamCareby Aunby And HolywellLong BenningtonHoningtonStamfordThurlbyBourneHeydourAllingtonIngoldsbyBarholm And StoweSkillingtonTallingtonBillingboroughHaconbyFolkinghamBarrowbyOld SomerbyFostonMarket DeepingCarlton Scroop

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