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Chiltern

The best walks and hikes around Chiltern

4.5

(1034)

6,313

hikers

500

hikes

Hiking around Chiltern offers diverse landscapes characterized by rolling green chalk hills, extensive ancient beech woodlands, and serene river valleys. A prominent chalk escarpment provides expansive views across the countryside. The terrain includes farmlands, lush chalk meadows, and traditional villages, with globally rare chalk streams adding to the unique ecological value.

Best hiking trails around Chiltern

  • The most popular hiking route is Old Amersham to Little Missendon loop, a 6.4 miles (10.3 km) trail that takes 2 hours 42…

Last updated: April 24, 2026

4.7

(88)

303

hikers

#1.

Old Amersham to Little Missendon loop

10.3km

02:42

80m

80m

Embark on the Old Amersham to Little Missendon loop, a moderate hike through the picturesque Chiltern Hills. You will experience rolling chalk hills and extensive woodlands, characteristic of this Area…

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Moderate

Embark on the Rough Park and Shardeloes Lake loop from Amersham, a moderate hike spanning 6.6 miles (10.6 km) with an elevation gain of 269 feet (82 metres). This tranquil…

Moderate
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4.7

(41)

156

hikers

Embark on a moderate 5.5-mile (8.9 km) hike through the Latimer House & Lane Wood loop, offering a diverse landscape of rolling hills and ancient woodlands in the Chilterns. This…

Moderate

Embark on the Chess Valley loop from Amersham, a difficult hike through the picturesque Chiltern Hills. This challenging route covers 12.5 miles (20.2 km) with 576 feet (175 metres) of…

Hard

4.6

(14)

60

hikers

Embark on a moderate hike along the Chiltern Heritage and Chess Valley Trail, a journey that spans 6.9 miles (11.1 km) and involves a gentle climb of 460 feet (140…

Moderate

Embark on an easy hike through the beautiful Chiltern Hills, following the Chenies loop via River Chess. This picturesque route covers 2.6 miles (4.2 km) with a gentle elevation gain…

Easy

Embark on a moderate 7.1-mile (11.5 km) hike through the Chiltern Hills, a journey that typically takes around 3 hours and 2 minutes to complete. You will gain about 379…

Moderate

4.8

(10)

34

hikers

Embark on an easy hike along the tranquil River Chess, a beautiful chalk stream winding through the Chilterns National Landscape. This 4.1-mile (6.6 km) loop offers a pleasant journey with…

Easy

Embark on a difficult 13.6-mile (21.9 km) hike through the Chilterns National Landscape, gaining 818 feet (249 metres) in elevation over approximately 5 hours and 51 minutes. You will traverse…

Hard

Embark on the Amersham & Old Amersham loop, an easy hike covering 2.8 miles (4.4 km) with a gentle 263 feet (80 metres) of elevation gain, typically completed in 1…

Easy
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Popular around Chiltern

Hiking around Amersham

Hiking around Chesham Bois

Hiking around Chesham

Hiking around Cholesbury-Cum-St Leonards

Hiking around Great Missenden

Hiking around Chenies

Hiking around Little Chalfont

Hiking around Penn

Hiking around Little Missenden

Hiking around Chartridge

Other adventures around Chiltern

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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Just come and walk this AONB world and be mesmerised. The Chilterns has a long association with kings, queens and royalty, poets, authors and artists throughout history.

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Truly a village that is steeped in olde worlde charm. Some great restaurants and pubs. The history seeps through its pores. The Kings Arms Hotel & The Crown Hotel & Pub in Amersham, was the set of a scene the 4 Weddings and a funeral movie.

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Amazing pub, with an amazing history and even more beautiful walks around like Coleshill and Penn.

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51m
September 16, 2024, Netherland Wood Trails

Netherland Wood, Brown's Wood and Great Beard's Wood make up this large area of woodland northeast of Knotty Green. There are a series of footpaths crossing the woods, offering peaceful strolls sheltered from the weather and sun.

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Such a great place

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Frequently Asked Questions

How many hiking trails are available in the Chilterns?

The Chilterns offer a vast network of trails, with over 500 hiking routes recorded on komoot. These range from easy strolls to more challenging routes, ensuring options for every ability level.

What kind of terrain can I expect on hikes in the Chilterns?

Hiking in the Chilterns features diverse landscapes, including rolling green chalk hills, extensive ancient beech woodlands, and serene river valleys. You'll encounter farmlands, lush chalk meadows, and traditional villages, with a prominent chalk escarpment offering expansive views. The region is also home to globally rare chalk streams.

Are there easy, family-friendly walks in the Chilterns?

Yes, the Chilterns are very welcoming for families and beginners. Over half of the routes, approximately 267, are rated as easy. An excellent option is the Chenies loop via River Chess — Chiltern Hills, which is just over 4 km long and follows the picturesque River Chess.

Can I find circular walks in the Chilterns?

Many of the trails in the Chilterns are circular, allowing you to start and end in the same location. Popular circular routes include the Old Amersham to Little Missendon loop, which explores the countryside between two historic villages, and the Latimer House & Lane Wood loop — Chiltern Hills, leading through historic estates and ancient woodlands.

Are there dog-friendly hikes in the Chilterns?

The Chilterns are generally very dog-friendly, with many trails passing through woodlands and open countryside perfect for walks with your canine companion. Always keep dogs under control, especially near livestock, and follow local signage regarding leads. Remember to carry water for your dog and clean up after them.

What interesting landmarks or attractions can I see while hiking?

The Chilterns are rich in natural beauty and historical sites. Along your hikes, you might encounter the unique River Chess Stepping Stones and Weir, the ancient Cholesbury Camp Iron Age Hill Fort, or the historic Old Amersham Town Centre. The Shardeloes Lake is also a beautiful spot to pass by.

Are there any long-distance paths in the Chilterns?

Yes, the Chilterns are home to sections of several renowned long-distance paths. These include the ancient Ridgeway National Trail, the comprehensive Chiltern Way, and parts of the Thames Path, offering extended hiking adventures through diverse landscapes.

Where can I find walks with good viewpoints in the Chilterns?

For expansive vistas, look for trails that ascend the prominent chalk escarpment. Notable spots like Ivinghoe Beacon and Coombe Hill offer sweeping views of the surrounding countryside. Many routes through the rolling hills will also provide picturesque outlooks.

What do other hikers enjoy most about hiking in the Chilterns?

The Chilterns are highly rated by the komoot community, with an average score of 4.5 stars from over 900 reviews. Hikers often praise the diverse landscapes, from ancient woodlands to serene river valleys, and the well-maintained network of trails suitable for various abilities. The charming villages and historical sites also add to the appeal.

Is parking available for hikers in the Chilterns?

Parking is generally available at trailheads, in villages, and at popular attractions throughout the Chilterns. Many villages offer public car parks, and some specific trail starting points may have dedicated parking areas. It's always advisable to check specific route details for parking information before you go.

How accessible are the Chilterns by public transport?

The Chilterns are conveniently located close to London and are well-served by public transport, making them accessible for hikers without a car. Train lines connect London to towns like Amersham, Chesham, and Wendover, which serve as excellent starting points for many trails. Local bus services also operate within the region, connecting various villages and trailheads.

What is the best time of year to hike in the Chilterns?

The Chilterns offer beautiful hiking experiences year-round. Spring is particularly popular for its vibrant bluebell woods and fresh greenery. Summer provides longer daylight hours and pleasant weather for exploring. Autumn transforms the woodlands with stunning fall foliage, while winter offers crisp, quiet walks, often with frosty landscapes. Each season brings its unique charm to the trails.

Are there walks along rivers or with water features in the Chilterns?

Yes, the Chilterns are known for their beautiful chalk streams. The Chess Valley Walk is a prime example, following the River Chess through picturesque scenery and attractive villages. Routes like the Chiltern Heritage and Chess Valley Trail also incorporate these serene water features, offering a tranquil hiking experience.

Most popular routes around Chiltern

Family-friendly hikes around Chiltern

Most popular attractions around Chiltern

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Didn’t find what you were looking for?

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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