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South East England
Buckinghamshire

Chiltern

The best family-friendly hikes and walks around Chiltern

4.5

(1040)

6,311

hikers

477

hikes

Family friendly hiking trails around Chiltern navigate a landscape characterized by rolling chalk hills, ancient woodlands, and picturesque valleys. This region, designated a National Landscape, features a dramatic chalk escarpment offering panoramic views and extensive woodland cover, including significant beech woods. Numerous chalk streams flow through the area, adding to the diverse natural features. The terrain provides a mix of gentle slopes and more undulating paths, suitable for various family hiking abilities.

Best family friendly hiking trails around Chiltern

  • The…

Last updated: May 3, 2026

4.7

(88)

303

hikers

#1.

Old Amersham to Little Missendon loop

10.3km

02:42

80m

80m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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4.7

(41)

156

hikers

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Hard hike. Very good fitness required. Mostly accessible paths. Sure-footedness required.

Hard

4.6

(14)

60

hikers

Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.

Moderate
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Popular around Chiltern

Family-friendly hikes around Amersham

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Chiltern Way — Hike some of the prettiest scenery in England

Hiking Collection by

Dan Hobson

Tips from the Community

Mark
February 4, 2026, View of the Chess Valley

Views are stunning at all times of the year

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Mark
February 4, 2026, Lane Wood Bridleway

Lane way bridal Way is a beautiful tree lined bridal path as part of the circular walk

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A beautiful circular walk which we did in early February about 2 1/2 hours be prepared for some muddy conditions at this time of the year. Don’t let that deter you it’s worth the effort.

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Such a great place

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Bangaa
February 11, 2024, Shardeloes Lake

Lovely lake and doesn’t look like man made at all and would recommend Boots for the path and Park specially if there has been rain over last few days

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There is a lovely little weir on the River Chess here that's worth stopping by. Also, on the same pond, you will see stepping stones (called Steps of Heaven by some) if you'd like to walk across! A good few years ago, I used to live in the street right next to these ponds, so I can vouch for the fact that this is a great place to spend some time at, particularly in the summer.

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A lovely bit here on the Chess Valley Walk, along River Chess, pretty much straight out of Amersham. You will enjoy the views of River Chess and the hills on the other side of the river while walking along Frith Wood. Very peaceful, gentle and relaxing.

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This is a Grade I listed Anglican church. This present church dates back to the late 15th or early 16th century. The Bedford Chapel here was added by the Russell family in 1556, and in the 19th century (after the church had fallen into some disrepair) a number of renovations were made. Outside the church, in the walled garden, there is a fantastic labyrinth. Such mazes or labyrinths are often found near places of worship as they have spiritual symbolism.

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Frequently Asked Questions

How many family-friendly hiking trails are available in the Chilterns?

The Chilterns offer a fantastic variety of routes suitable for families. On komoot, you'll find over 470 family-friendly hiking trails, with more than 240 of them rated as easy, ensuring there's something for every age and ability.

Are there any easy circular walks suitable for families with young children or buggies?

Yes, the Chilterns are known for their gentle, rolling landscapes, making many trails suitable for families. For a pleasant, shorter option, consider the Chenies loop via River Chess, which is rated easy and offers lovely riverside views. Many paths through ancient woodlands and chalk grasslands are also well-maintained and relatively flat, ideal for buggies.

What kind of natural features can we expect to see on family hikes in the Chilterns?

The Chilterns are rich in diverse natural beauty. You can expect to encounter ancient woodlands, picturesque chalk hills with panoramic views, and rare chalk grasslands. Keep an eye out for the globally scarce chalk streams, which are home to unique wildlife. Many routes, like those around Amersham, often pass by serene lakes such as Shardeloes Lake.

Are there any historical sites or interesting landmarks to explore along the trails?

Absolutely! The Chilterns are steeped in history. You might discover Iron Age hillforts, ancient parish boundaries, and charming villages. For example, the area around Amersham offers sights like the Old Amersham Town Centre, or you could explore the Cholesbury Camp Iron Age Hill Fort on some routes.

What is the best time of year to go hiking with family in the Chilterns?

The Chilterns are beautiful year-round. Spring brings vibrant wildflowers to the chalk grasslands and fresh greenery to the woodlands. Summer offers longer daylight hours for extended adventures. Autumn transforms the ancient beech woods into a spectacular display of colours, while winter provides crisp, quiet walks, especially through the extensive woodlands. Always check local conditions, particularly after heavy rain, as some paths can become muddy.

Are there any family-friendly routes that offer good views?

Many trails in the Chilterns provide excellent views, especially from the chalk escarpment. While specific routes vary, areas like Watlington Hill are known for their panoramic vistas. Look for routes that traverse the higher ground to enjoy expansive views of the surrounding countryside.

Can we access family-friendly hiking trails in the Chilterns using public transport?

Yes, many villages and towns in the Chilterns are accessible by public transport, including train and bus services, making it possible to reach trailheads without a car. For instance, routes starting from Amersham, such as the Rough Park and Shardeloes Lake loop, are often well-connected.

What do other hikers enjoy most about family-friendly trails in the Chilterns?

The komoot community highly rates the Chilterns, with an average score of 4.5 stars. Reviewers often praise the region's diverse landscapes, from ancient woodlands to open chalk hills, and the well-maintained network of footpaths. Many highlight the tranquility and the sense of remoteness despite the area's accessibility, making it perfect for a peaceful family outing.

Are there any longer, more challenging family hikes for older children?

While many trails are easy, the Chilterns also offer moderate options for families seeking a bit more adventure. The Old Amersham to Little Missendon loop is a moderate hike that provides a good distance and varied terrain, suitable for older children who are used to walking.

Are there opportunities for wildlife spotting on family hikes?

The diverse habitats of the Chilterns, including woodlands, chalk grasslands, and chalk streams, create excellent opportunities for wildlife observation. You might spot various bird species, butterflies like the silver-spotted skipper, and if you're lucky, even otters or water voles near the chalk streams. Nature reserves and ancient woodlands are particularly good for this.

Are there any routes that pass by charming villages or offer opportunities for refreshments?

Many trails in the Chilterns are designed to pass through or near picturesque villages, offering a glimpse into quaint English life and often providing opportunities for refreshment. Routes like the Latimer House & Lane Wood loop often incorporate charming hamlets where you might find a local pub or cafe to stop for a break.

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Check out more Hikes throughout Chiltern below and find the perfect route in your destination.

ColeshillPhilipshill WoodLittle MissendenChalfont St PeterLittle ChalfontLatimer And Ley HillChalfont St GilesChesham BoisThe LeeCholesbury-Cum-St LeonardsGreat MissendenSeer GreenAshley GreenChartridgeAmershamPennHodgemoor WoodCheshamChenies

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