The best family-friendly hikes and walks around Oakham
4.4
(607)
4,836
hikers
30
hikes
Family friendly hiking trails around Oakham are set within England's smallest historic county, characterized by rolling hills, tranquil waters, and diverse woodlands. The region features the expansive Rutland Water, offering extensive trail networks through nature reserves and along its shores. Numerous nature reserves and smaller woods contribute to a varied landscape suitable for outdoor activities.
Best family friendly hiking trails around Oakham
- The most popular family friendly hiking route is Oakham to Brooke Priory loop along the Rutland Round,…
Last updated: May 3, 2026
4.8
(4)
19
hikers
15.6km
04:08
160m
160m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
4.3
(4)
20
hikers
14.4km
03:47
120m
120m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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3.4
(5)
18
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
13
hikers
6.68km
01:48
80m
80m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
6
hikers
13.4km
03:31
110m
110m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Popular around Oakham
Other adventures around Oakham
Tips from the Community
The Oakham Market Cross or Buttercross is located just behind the town’s market place, where you can buy fresh produce and various other goods every Wednesday and Saturday.
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The late Queen Elizabeth II and her corgis in a statue in Oakham
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A welcoming pub on the outskirts of Manton
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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 garden can get rammed, don't worry, there's another pub a bit further on
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Dating from the 12th century, the church is essentially Norman with good examples of Norman carving in the chancel arch and the south door. Patterned columns support the doorway.
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Frequently Asked Questions
How many family-friendly hiking trails are available around Oakham?
There are over 30 family-friendly hiking routes around Oakham, ranging from easy strolls to more moderate adventures. This includes 18 easy trails perfect for younger children or those seeking a relaxed walk, and 14 moderate routes for families looking for a bit more challenge.
What kind of terrain can we expect on family hikes near Oakham?
The family-friendly trails around Oakham typically feature a mix of rolling hills, tranquil woodlands, and paths alongside Rutland Water. You'll find well-maintained tracks, some open fields, and occasionally gentle inclines, offering diverse and engaging landscapes for all ages.
Are there any circular family walks around Oakham?
Yes, many of the family-friendly routes around Oakham are circular, making them convenient for starting and ending at the same point. An example is the The Grainstore Brewery Tap loop from Oakham, which is an easy, circular option.
What are some notable landmarks or natural features we can see on family hikes?
Many family hikes offer views of iconic landmarks and natural beauty. You might spot the partially submerged Normanton Church on Rutland Water, explore the serene Barnsdale Bluebell Woodland, or enjoy the expansive views of Rutland Water itself. The area is rich in picturesque scenery.
Are there any short, easy walks suitable for families with very young children?
Absolutely! For families with very young children or those looking for a quick outing, there are several easy routes. The The Grainstore Brewery Tap loop from Oakham is a great easy option, offering a pleasant walk without significant elevation changes.
What do other hikers enjoy most about family-friendly trails in Oakham?
The family-friendly trails around Oakham are highly rated by the komoot community, with an average score of 4.5 stars from nearly 600 reviews. Hikers often praise the well-maintained paths, the beautiful views of Rutland Water, and the peaceful atmosphere of the woodlands, making them ideal for family outings.
Are dogs allowed on the family hiking trails near Oakham?
Many trails around Oakham are dog-friendly, but it's always best to check specific route details for any restrictions, especially in nature reserves or areas with livestock. Generally, dogs are welcome on a lead, allowing your furry family members to join the adventure.
Are there any family hikes that pass by a pub or cafe?
Yes, some routes are conveniently located near places to refuel. For example, the St Edmund's Church, Egleton – The Horse and Jockey Pub loop from Oakham offers the chance to pass by a pub, perfect for a refreshment stop during your family walk.
What is the best time of year for family hikes around Oakham?
Spring and summer are particularly lovely for family hikes, with wildflowers blooming and warmer weather. However, autumn offers stunning foliage, and even winter walks can be beautiful, especially around Rutland Water. Always check local conditions and dress appropriately for the season.
Are there any longer, moderate family hikes for older children or more active families?
For families seeking a longer adventure, moderate trails like the Oakham to Brooke Priory loop along the Rutland Round provide a more extended experience with varied scenery, including countryside views and sections of the historic Rutland Round footpath.
Is parking readily available for family hiking trails near Oakham?
Yes, parking is generally available at popular starting points for trails around Oakham, especially near Rutland Water and in the town itself. Many trailheads are accessible by car, making it convenient for families to reach their chosen starting point.
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