4.5
(264)
3,372
riders
160
rides
No traffic touring cycling routes around Whissendine traverse a landscape characterized by gentle, rolling countryside, undulating hills, and open pastures. The region features quiet country lanes, ideal for cycling, and is shaped by the meandering Whissendine Brook and its tributaries. This area represents a transition from higher Leicestershire and Rutland landscapes, offering more rounded, lower ridges and shallower valleys. Proximity to Rutland Water also provides additional cycling opportunities.
Last updated: May 3, 2026
6
riders
19.8km
01:12
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
9.30km
00:34
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
1
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Cracking for an after ride beer or grub! Great pub
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The spire of Oakham parish church dominates distant views of the town for several miles in all directions. The impressive west tower and spire, built during the 14th century[1] in the Decorated Gothic style, are slightly earlier in date than most of the rest of the exterior of the building, which (apart from some Victorian restoration) is in the Perpendicular style. Oddly, the south doorway and its porch seem to be the oldest parts of the church, the doorway probably dating from the early 13th century with the porch having been added later that century.[1]
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The castle was built between 1180 and 1190 by Walkelin de Ferrers, lord of the manor of Oakham, and a great nephew of Robert de Ferrers, 1st Earl of Derby.[1] The Great Hall comprises a nave and two arcaded aisles, each with three large stone columns. There are a number of 12th-century sculptures decorating the hall including six musicians that are supported by the columns. The sculptures are carved from local stone quarried at Clipsham and are believed to have been made by masons who had also worked at Canterbury Cathedral.[2]
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The castle was built between 1180 and 1190 by Walkelin de Ferrers, lord of the manor of Oakham, and a great nephew of Robert de Ferrers, 1st Earl of Derby. Entrance to the hall and grounds is free.
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The spire of Oakham parish church dominates distant views of the town for several miles in all directions. The impressive west tower and spire, built during the 14th century in the Decorated Gothic style, are slightly earlier in date than most of the rest of the exterior of the building.
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The car park to the east of the castle makes a good starting point for rides in Rutland. Lots of cafes nearby. Sigma Sport cycle shop not far away too.
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The Grainstore Brewery Tap opened in September 1995 and today is recognised as one of the best brew pubs in Britain. The combination of superb beers, brewed on the premises, and a traditional pub setting has proven to be a winner, earning the accolade of The Good Pub Guide ‘Own Brew Pub of the Year’ in 2003, 2011, 2014, 2016 and 2019
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The Grainstore Brewery Tap opened in September 1995 and today is recognised as one of the best brew pubs in Britain. The combination of superb beers, brewed on the premises, and a traditional pub setting has proven to be a winner, earning the accolade of The Good Pub Guide ‘Own Brew Pub of the Year’ in 2003, 2011, 2014, 2016 and 2019.
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There are over 160 no-traffic touring cycling routes available around Whissendine, catering to various skill levels. You'll find a good selection of easy, moderate, and difficult options to explore the quiet countryside.
The terrain around Whissendine is characterized by gentle, rolling countryside with undulating hills, open pastures, and quiet country lanes. While generally not overly strenuous, some routes feature engaging ascents. You might also encounter sections of gravel track, particularly near Rutland Water, which are manageable on road bikes and ideal for gravel or mountain bikes.
Yes, Whissendine offers nearly 20 easy no-traffic touring cycling routes perfect for beginners or families. An example is the Bike loop from Whissendine, which is just under 10 km with minimal elevation gain, making it a pleasant ride for all fitness levels.
Many routes pass by significant local landmarks. You can cycle past the historic Whissendine Windmill, a prominent operational 19th-century windmill. The Whissendine Windmill – Oakham Castle loop from Whissendine is a great option to see both the windmill and the historic Oakham Castle. Nearby, you can also visit Wymondham Windmill, which includes a tea room and bike shop.
Absolutely. The routes often traverse the picturesque gentle, rolling countryside. You'll find yourself cycling near the meandering Whissendine Brook and its tributaries, adding to the scenic beauty. Many routes also offer easy access to Rutland Water, a significant natural feature with extensive cycling opportunities and excellent views, especially around the Hambleton Peninsula.
Yes, many of the no-traffic touring cycling routes around Whissendine are circular, allowing you to start and end in the same location. For instance, the Whissendine Windmill – Whissendine Level Crossing loop from Whissendine is a popular circular option, offering a moderate 20 km ride.
Cyclists often praise the amenities available. The Wymondham Windmill, Tea Rooms & Windmill Wheels Bike Shop is highly regarded, providing a pleasant stop with seating, bike parking, and food. The Northern Cycle Route, which passes through Whissendine, also highlights stops at local food establishments like the Dairy Barn Café near Whissendine Windmill.
The area is highly rated by the komoot community, with an average score of 4.5 stars. Reviewers often praise the quiet country lanes, the gentle rolling landscapes perfect for touring, and the charming villages and historical landmarks encountered along the way. The proximity to Rutland Water is also a significant draw.
While the terrain is generally gentle, there are more challenging routes for those seeking a longer ride with more elevation. There are 46 difficult routes available. These routes often cover greater distances and include more significant ascents, providing a good workout while still enjoying the peaceful, traffic-free environment.
Whissendine is a rural village. While local bus services connect it to nearby towns, specific public transport options directly tailored for cyclists with bikes might be limited. It's advisable to check local bus schedules and policies regarding bicycle transport if you plan to use public transport to reach your starting point.
The gentle, rolling landscapes around Whissendine are enjoyable throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery with changing foliage. Summer provides longer daylight hours, while winter rides can be crisp and quiet, though some flood-prone spots near Whissendine Brook might be wetter. Always check local weather conditions before heading out.


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