The best walks and hikes around Whissendine
4.4
(438)
2,906
hikers
143
hikes
Hikes around Whissendine explore the rolling countryside of Rutland. The landscape is characterized by gentle, undulating hills, open pastures, and quiet country lanes. Many of the public footpaths in Whissendine follow the meandering Whissendine Brook through the region.
Best hiking trails around Whissendine
- The most popular hiking route is Burrough Hill Iron Age Fort to Burton Lazars loop, a 9.7 mile (15.5 km) trail that takes about 4 hours 10 minutes to complete. This route features the well-preserved earthworksโฆ
Last updated: April 28, 2026
4.6
(18)
39
hikers
15.5km
04:08
170m
170m
Hike a moderate 9.7-mile (15.5 km) loop through Leicestershire countryside, exploring the Burrough Hill Iron Age Fort and enjoying panoramic
4.8
(4)
19
hikers
15.6km
04:08
160m
160m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
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4.3
(13)
35
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.8
(6)
47
hikers
8.40km
02:17
120m
120m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.5
(10)
51
hikers
21.8km
05:37
110m
110m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Tips from the Community
While the village of Stilton is renowned for its namesake cheese, production is restricted to Derbyshire, Leicestershire, and Nottinghamshire due to Protected Designation of Origin (PDO) regulations [1]. However, visitors can still immerse themselves in the cheese's rich history by visiting the Bell Inn, a historic coaching inn where Stilton cheese was first sold in the 18th century [2]. For a unique experience, plan your visit around the Stilton Cheese Rolling Festival, held every May, where participants roll wheels of cheese through the village streetsโa delightful tradition celebrating the village's heritage. [1] https://en.wikipedia.org/wiki/Stilton_cheese [2] https://choosewhere.com/discover-stilton
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The Oakham Market Cross or Buttercross is located just behind the townโs market place, where you can buy fresh produce and various other goods every Wednesday and Saturday.
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From the village of Upper Hambleton there is a path that takes you round the peninsula. It is around 4m in length.
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From the path around the reservoir there are great views across Rutland Water.
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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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Fairly enjoyable walk. Although many miles spent walking by roadsides with limited/no view of the reservoir. People who follow this route (as I did), please be aware that around 2.7 miles in, the restricted access warning prevented any access of the route whatsoever (unless obtaining permission/key pass). This left me having to detour back up to the main road and added a further 1.5 miles onto my route and a couple of failed attempts trying to get back to the route again. This route is definitely more suited to cyclists, but worth the go on a nice day.
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Frequently Asked Questions
How many hiking trails are there around Whissendine?
There are over 150 trails to explore around Whissendine, ranging from easy strolls to more challenging day hikes. The majority are rated as easy or moderate, making the region accessible for most fitness levels.
What do other hikers think of the trails in this area?
The trails around Whissendine are highly regarded by the komoot community. Hikers often praise the classic English countryside scenery, with its quiet lanes, open pastures, and well-preserved historical sites.
Are the walking routes around Whissendine suitable for dogs?
Yes, the area's network of public footpaths is great for walking with dogs. However, many trails cross pasture fields with livestock, so it's essential to keep your dog on a lead. Also, be mindful of wildlife when walking through nature reserves like Wymondham Ruff.
Are there any easy, family-friendly walks in the area?
The gentle, rolling landscape around Whissendine is ideal for family outings. For a shorter, manageable adventure, consider the Burrough Hill Iron Age Fort โ Burrough Hill Summit loop from Somerby. It's an easy walk that offers fantastic views and a touch of history.
Where can I find a longer, more challenging hike?
For those seeking a full-day hike, the View of Rutland Water โ Hambleton Peninsula loop from Oakham is a great option. This 13.4-mile (21.7 km) route offers beautiful views of the famous reservoir and is considered difficult, providing a good challenge.
What historical sites can I see while hiking near Whissendine?
The area is rich in history. A key highlight is the Burrough Hill Iron Age Fort, a well-preserved ancient earthwork with panoramic views. You can visit it on the Burrough Hill Summit โ Burrough Hill Iron Age Fort loop from Somerby. The landscape also features the historic Whissendine Windmill and remnants of the old Oakham to Melton canal.
Are there any circular walks that start and end in the village?
Yes, there are several circular routes available. A popular one is an 8.2-mile loop that takes you through classic countryside scenery, past a stable yard and farm tracks, and near the Wymondham Ruff nature reserve before returning to Whissendine.
What is the Rutland Round and can I walk a section of it near Whissendine?
The Rutland Round is a 65-mile circular long-distance path that explores the entire county. You can experience a part of this well-known trail on the Oakham to Brooke Priory loop along the Rutland Round, which starts from the nearby town of Oakham.
Where can I find good views of Rutland Water?
For impressive views over the reservoir, the trails around the Hambleton Peninsula are your best bet. The paths follow close to the water's edge, offering wonderful scenery. The area is highly regarded by local walkers and is accessible for various abilities.
What kind of wildlife might I see?
The region is a haven for wildlife. Wymondham Ruff nature reserve is home to wildflowers, butterflies, and birds like barn owls. For serious birdwatching, the nearby Rutland Water Nature Reserve is an internationally important wetland that hosts over 25,000 waterfowl and famous breeding ospreys.
Is there free parking available for walkers?
Many walks start from villages like Whissendine or Somerby where on-street parking is often available. For routes starting at specific attractions like Burrough Hill or Rutland Water, there are usually designated car parks, though a fee may apply.
Are there any pub walks in the area?
Many of the circular routes start and finish in villages like Whissendine, which have traditional pubs perfect for a post-hike meal or drink. Planning a route that loops back to a village is the best way to ensure you can enjoy a well-earned pub stop.
Most popular attractions around Whissendine
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