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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 minutes to complete. This route explores the countryside between two historic villages.
  • Another top favourite among local hikers is Rough Park and Shardeloes Lake loop from Amersham — Chiltern Hills, a moderate 6.6 miles (10.6 km) path. This trail winds through woodlands and past a scenic lake.
  • Local hikers also love the Latimer House & Lane Wood loop — Chiltern Hills, a 5.5 miles (8.9 km) trail leading through historic estates and ancient woodlands, often completed in about 2 hours 25 minutes.
  • Hiking around Chiltern is defined by rolling chalk hills, ancient woodlands, and serene river valleys. The network offers options for different ability levels, from easy strolls to more challenging routes.
  • The routes in Chiltern are highly rated by the komoot community with an average score of 4.5 stars from over 900 reviews. More than 5000 hikers have used komoot to explore Chiltern's varied terrain.

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 of Outstanding Natural Beauty. The route takes you past the tranquil Shardeloes Lake, where you can enjoy views of the historic Shardeloes Manor. This 6.4-mile (10.3 km) journey involves an elevation gain of 259 feet (79 metres) and typically takes around 2 hours and 42 minutes to complete. It offers a pleasant blend of natural scenery and charming village life.

Starting your hike in Old Amersham is convenient, as the village provides options for both car parking and public transport. While the path surfaces vary between natural trails, asphalt, and paved sections, be aware that some parts can become muddy, particularly near Coleshill. Consider wearing appropriate footwear, especially after rain. This trail is generally accessible, and some variations are even designed to be stile-free, which can be helpful if you are using an all-terrain pushchair.

This loop is a prime example of the Chiltern Hills experience, showcasing the region's unique geology and verdant landscapes. As you pass through charming villages like Little Missenden, you will encounter historic buildings and local pubs, adding a cultural dimension to your outdoor adventure. The trail provides a wonderful opportunity to immerse yourself in the local environment and history, making it a notable option for a half-day exploration in the 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 route, which you can complete in about 2 hours and 47 minutes, offers diverse terrain and picturesque scenery. You will enjoy beautiful views of Shardeloes Lake, a man-made lake nestled within the historic Shardeloes Estate, and pass by the imposing Shardeloes Manor. The trail continues through fields alongside the River Misbourne, blending designed historical parkland with natural woodland and agricultural land, providing expansive views across the lake and the Chilterns landscape.

While generally considered a moderate hike, requiring good fitness, the paths are mostly accessible and suitable for various skill levels. Some sections, particularly around Shardeloes Manor and the lake's edge, are described as a level walk, even suitable for all-terrain pushchairs. However, be aware that some parts beyond Toby's Lane can become overgrown, so appropriate footwear and clothing, like a thornproof jacket, may be advisable. The trail starts and ends conveniently in Amersham, making it easy to access for a day out.

This area is rich in wildlife, offering excellent opportunities for bird-watching, especially for waterfowl on Shardeloes Lake. Keep an eye out for Muntjac and Roe Deer, which are often sighted along the trails in the surrounding woodlands. The historic significance of the route is evident as you pass Shardeloes Manor and traverse parkland laid out by Humphrey Repton in 1793. If you wish to extend your adventure, nearby walks can lead you to the charming village of Little Missenden, known for its ancient church, manor house, and pubs.

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 route, typically completed in about 2 hours and 25 minutes with an elevation gain of 428 feet (130 metres), treats you to picturesque views of the historic Latimer House and the scenic Chess Valley, looking down upon the River Chess. You will experience a mix of open meadows and the quiet beauty of Lane Wood, home to various tree species like oak and beech.

Be prepared for varied terrain on this trail, which includes a combination of paths, footpaths, and some road sections, ranging from unpaved to asphalt. While generally accessible, some sections feature fairly steep climbs and descents. After rain, paths can become muddy and slippery, so appropriate footwear is advisable. The route also involves navigating kissing gates, which might present a challenge if you are using a wheelchair.

Beyond its natural beauty, the trail is rich in history; Latimer House played a significant secret role during World War II, similar in importance to Bletchley Park, by bugging German prisoners of war. The route often overlaps with sections of the well-regarded Chess Valley Walk and the broader Chiltern Heritage Trail. You will also encounter the River Chess, a rare clear chalk stream habitat, and might spot wildlife such as deer, badgers, and foxes within Lane Wood.

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 elevation gain, typically taking around 5 hours and 18 minutes to complete. You will experience varied terrain, from tranquil riverside paths along the sparkling River Chess to narrow dirt tracks and open fields. Keep an eye out for wildlife like kingfishers and water voles as you pass charming village cottages and sheep farms, enjoying sweeping valley views, especially from elevated points overlooking Latimer Park Farm.

Planning your visit requires some preparation, as the trail can become extremely muddy, particularly after rain. You will definitely want waterproof hiking boots with good grip; some sections might even call for wellington boots. The route is easily accessible from London via the Metropolitan line, making it a popular escape for city dwellers seeking a refreshing outdoor experience.

This trail is rich in history and natural beauty, following one of the Chilterns' famed chalk streams, the River Chess. You will encounter historical elements like the grand Latimer Estate, which dates back to the 12th century and played a role in WWII, as well as a Roman farm villa at Latimer. While generally well-marked with a distinctive blue and white fish symbol, some sections may require careful navigation, so it is wise to carry detailed instructions or a map.

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 metres). You can expect to complete this route in about 2 hours and 59 minutes, immersing yourself in the varied landscapes of the Chilterns. As you walk, you will discover the clear, flowing waters of the River Chess, a unique chalk stream, winding through tranquil woodlands like Frith Wood. The path also takes you past rolling countryside, offering a peaceful escape into nature. Keep an eye out for historic landmarks, such as St Michael's Church in Chenies, which adds a touch of heritage to your outdoor adventure.

Before you set out, be aware that sections of the trail can become quite muddy, particularly after rainfall. For this reason, waterproof hiking boots with good grip are highly recommended to ensure a comfortable experience. The route is conveniently accessible if you are traveling from London, as public transport options are available at both the starting and ending points of the trail. Plan your visit accordingly to make the most of your time on this scenic route.

This trail stands out for its journey through the Chilterns National Landscape, showcasing the rare beauty of the River Chess, one of England's precious chalk streams. These unique waterways support a diverse ecosystem, making the riverbanks a great spot for wildlife viewing. You might even catch a glimpse of kingfishers or water voles along the way. The blend of natural beauty and historical sites makes this route a notable choice for exploring the region's rich heritage.

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 of 193 feet (59 metres), making it suitable for all fitness levels and typically completed in about 1 hour and 8 minutes. As you walk, you will traverse rolling hills, tranquil woodlands like Frith Wood, and open meadows, often alongside the clear waters of the River Chess. You will also pass by historic landmarks such as the 13th-century Chenies Manor and St Michael's Church, Chenies, offering a blend of natural beauty and heritage.

Planning your visit is straightforward for this accessible trail. The path is generally easy, but be aware that sections, especially near Mill Farm and along the riverside, can become quite muddy after rain. For this reason, waterproof hiking boots with good grip are highly recommended to ensure a comfortable experience. The route is well-regarded by local hiking enthusiasts for its gentle nature and beautiful surroundings, making it a great choice for a relaxed outing. There are no specific permits or fees mentioned for this loop.

The Chenies loop is particularly notable for its close proximity to the River Chess, one of the Chilterns' rare and renowned chalk streams, characterized by its clear, mineral-rich waters. This unique ecosystem supports diverse wildlife, and you might spot kingfishers, water voles, brown trout, or dragonflies along the riverbanks. The trail also forms part of the wider Chess Valley Walk, offering you a chance to experience a segment of this popular walking area that combines natural beauty with historical significance.

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 feet (116 metres) in elevation as you explore a mix of country lanes, open fields, and wooded areas. The trail offers delightful views across the countryside, passing by the tranquil Shardeloes Lake, popular with waterfowl. Be ready for varied terrain, including potentially muddy sections after rain, especially through woodlands and along the River Misbourne.

Amersham is easily accessible by the Metropolitan line, making it a convenient starting point if you are coming from London. You can find toilets at Amersham station and in some car parks before you begin your hike. While many paths are well-maintained, some sections can be narrow and overgrown, so long trousers are advisable. This route is generally considered moderate and requires good fitness, so it is not typically recommended as a self-guided beginner walk.

This loop is an excellent way to experience the rolling countryside and woodlands of the Chiltern Hills, an Area of Outstanding Natural Beauty. You will pass through Amersham Old Town, with its traditional timber-framed houses and the historic St Mary's Church. The route also connects several picturesque villages, including Coleshill, known for its charming duck pond. It incorporates sections of the South Bucks Way and the Chiltern Heritage Trail, highlighting the region's rich history and natural beauty.

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 just 214 feet (65 metres) of elevation gain, making it perfect for a relaxed outing. You can expect to complete the route in about 1 hour and 44 minutes, enjoying varied terrain that includes narrow paths and wooden walkways. Keep an eye out for the charming Mill Waterfall as you pass by, and take in expansive views of Chesham from the hills. The atmosphere is peaceful, with opportunities to spot local wildlife near the water.

Planning your visit to the Chess Valley Chesham Loop is straightforward, especially if you're coming from London. The trail is easily accessible by public transport; simply take the Metropolitan Line directly to Chesham station. Once you arrive, you'll find the route is stile-free, which makes for an uninterrupted walk. Be prepared for potentially muddy conditions, particularly after rain, so waterproof footwear is highly recommended to ensure a comfortable experience.

This route stands out as a prime example of the natural beauty found within the Chilterns National Landscape. Following the clear waters of the River Chess, you're traversing a vital chalk stream ecosystem, known for supporting diverse wildlife like kingfishers and water voles. The trail offers a unique blend of riverside serenity and elevated views, showcasing the picturesque surroundings of Chesham and highlighting the ecological significance of the Chess Valley.

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 diverse terrain, from ancient woodlands to chalk stream valleys and rolling hills. Explore the impressive Penn Wood, the largest ancient woodland in the Chilterns, and keep an eye out for red kites soaring above green valleys and open fields. This route offers a true immersion into the English countryside.

Be prepared for varied ground conditions; sections of the trail can become very muddy after wet weather, so sturdy ankle boots are essential for your comfort and safety. The route also involves walking along and crossing both busy and quieter roads at different points, so stay alert. Plan your day to accommodate the nearly six-hour duration, ensuring you have ample daylight for this challenging adventure.

This trail provides a wonderful opportunity to experience the rich natural environment of the Chilterns, from its characteristic ancient woodlands to the tranquil River Misbourne. You will pass through charming English villages, offering glimpses into local life. The route highlights the unique blend of natural beauty and historical landscapes that define this region, making it a notable journey for any hiker.

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 hour and 13 minutes. This route guides you through a varied landscape of rolling hills, ancient woodlands, and serene chalk stream valleys, including sections along the River Misbourne. You will pass through Old Amersham's historic town center, notable for its traditional timber-framed houses, and can spot landmarks like St Mary's Church and the Martyr's Memorial.

This accessible trail is suitable for most fitness levels and offers a convenient escape into the Buckinghamshire countryside. You can easily reach the trailhead from London via the Metropolitan Line to Amersham station, making it a great option for a day trip. While the paths are generally well-maintained, some sections near the River Misbourne can become muddy, so consider appropriate footwear.

The Amersham & Old Amersham loop is nestled within the Chilterns Area of Outstanding Natural Beauty (AONB), ensuring picturesque views and opportunities to observe wildlife such as skylarks, red kites, horses, and sheep. The route incorporates parts of the longer Chiltern Heritage Trail and the South Bucks Way, highlighting its regional significance. You will also find numerous pubs and cafes in the charming villages along the way, perfect for a refreshment stop.

Easy
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Popular around Chiltern

Hiking around Amersham

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Hiking around Great Missenden

Hiking around Chenies

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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

0

0

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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0

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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0

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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0

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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0

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.

0

0

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

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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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