Best Walks in Chiltern Hills
The rolling green Chilterns Hills are a quintessential part of the English landscape, dotted with ancient woodland, picture-perfect villages, and emerald valleys. This beautiful region is just a stone’s throw from London, but it feels worlds away from the bustling urban metropolis. This is a place where you can revel in the glory of nature, watch the birds and butterflies flit about in the sunshine, and breathe a little fresh air. Walking in the Chiltern Hills is a pure delight, and the perfect way to escape the noise and clamor of the city.
The Chilterns Hills form an ancient landscape, populated by humans since the Neolithic period. Most walks in the Chilterns will take you past at least one Bronze Age site, including looming hill forts and eerie barrows. One of the main walking routes, known as the Ridgeway, is often described as England’s oldest road – a walking trip here will allow you to step back in time thousands of years and follow in the footsteps of some of our most distant ancestors.
Walking in the Chiltern Hills is a delightful opportunity to discover England’s wildlife, from the red kites soaring high above the hills to the herds of skittish deer that roam the lower valleys. The ancient woodlands (some of which include trees over 800 years old) are home to countless species of small birds, butterflies, badgers, and deer. Try to visit in May when the woods are covered in a carpet of beautiful bluebells.
If you want to experience the quaint English countryside at its best, it’s time to start planning a trip to the Chilterns! We’ve put together a list of all our favorite walks, together with some top tips on how to enjoy your trip. Happy rambling!
The 10 Chilterns Walks To Add to Your Bucket List
The Chilterns is a fantastic place for a family walking holiday, with a huge variety of short, easy trails in beautiful countryside. Kids will love discovering this ancient landscape, and there are plenty of sites of interest that will keep them distracted on longer walks. Head to the canals and rivers and watch as the colorful boats navigate the complicated lock systems, go wildlife watching and bird spotting in one of many nature reserves, and stop off for a coffee or a pint at a local pub or café.
On the other hand, there are also many longer, more challenging routes in the Chilterns that will keep more advanced hikers happy. The hills here are relatively small (the highest is only 257m) but the undulating landscape creates some steep climbs and it’s possible to travel a long distance in a day hike or backpacking trip. For a challenge, follow the Ridgeway for 87 miles on a multi-day backpacking trip, or spend the day on the Ashridge Boundary Trail, admiring the stunning scenery along the way.
- Firecrest Loop – Wendover Walk: The Chiltern Hills are home to some wonderful woodland areas, populated by many beautiful species of birds. This family-friendly loop through Wendover Woods is one of our favorite easy walks in the Chilterns, following an easy, well-maintained path through a beautiful wooded area. Keep your eyes out for the darting Firecrest, the UK’s smallest bird!
- Hambledon Lock Walk: Looking for an easy, family-friendly walk in the Chiltern Hills? This paved route alongside Hambledon Lock is ideal for all the family, even small children, who will enjoy watching the boats navigate the series of locks along the River Thames. Don’t miss the Flower Pot Pub, where you can stop for a drink and a rest if needed.
- Wendover Loop Walk: The Ridgeway is an ancient Bronze Age highway and today forms the site of some of the best day walks in the Chiltern Hills. This route follows the Ridgeway into lush, ancient woodland before finishing with an easy stroll alongside the peaceful canal. There’s no better way to enjoy the beauty of the English countryside!
- Ashridge Boundary Trail Walk: This beautiful route along the Ashridge Boundary Trail is one of our favorite challenging walks in the Chilterns. The trail is long but undulating, meaning that you’ll have plenty of time to catch your breath and admire the stunning scenery of the Chilterns. Expect to see plenty of wildlife along the way, including the famous red kites of the region, countless deer, and many species of birds and butterflies.
- Burnham Beeches Loop Trail Walk: This lovely, short walk offers all the advantages of walking in the Chilterns, passing by ancient woodlands, prehistoric settlements, and the green rolling hills that are so characteristic of the English countryside. As the name suggests, you’ll also enjoy the sight of countless beech trees, which form an important habitat for local wildlife. Harry Potter fans may recognize parts of the trails from the movies, which were filmed on location in this area!
- Brush Hill and White Leaf Nature Reserve Walk: This stunning route is one of the best walks in the Chilterns, passing through dense woodland and green, open hills with gorgeous views. Like many walks in the Chilterns, the trail is steeped in history as well as beautiful nature, from Bronze Age barrows to a 16th century estate that is now the residence of the British Prime Minister! This lovely route offers a fantastic afternoon out in some of England’s loveliest countryside.
- Grand Union Canal – Tring To Berkhamsted Walk: This picturesque walk passes along the Grand Union Canal, once an important water highway connecting Birmingham to London. Today the waterways are much quieter, although it’s lots of fun to see the colorful canal boats pass by and navigate the locks at different stages of the journey. This walk will take you directly from Tring train station to Berkhamsted train station, making it an excellent option for a car-free day out in the Chilterns.
- Aston Rowant Walk: The Chiltern Hills may not be towering mountains, but they still offer fabulous views. This lovely walk takes you into the Aston Rowant Nature Reserve, where you’ll enjoy a fantastic view over the hills and valleys, and have plenty of opportunities to spot red kites and wild deer. Bring a picnic, sit back, and enjoy the scenery!
- Hurley Loop Walk: This relatively short walk offers tremendous variety, packing in some classic Chilterns scenery in less than 10km. You’ll begin on the banks of the River Thames, before ascending through dense, atmospheric woodland and sweeping, open fields. The views are lovely, and you can enjoy a refreshing snack or a pint in the historic village of Hurley as a reward for your efforts!
- Pegsdon and Deacon Hill Walk: This lovely walk passes through undulating terrain with some truly spectacular views over the Chiltern Hills. You’ll skirt the boundary of the Knocking Hoe Nature Reserve, traverse woodlands filled with bluebells in springtime, and enjoy the bucolic English countryside. Without doubt, this is one of the best walks in the Chiltern Hills.
When Is The Best Time To Go Walking In The Chiltern Hills?
England is a year-round walking destination, and routes in the Chilterns are accessible whenever you choose to visit. That said, the UK is known for its wet and unpredictable weather, so even if you visit in the height of summer, be prepared for boggy ground and the chance of rain. You’ll need sturdy, waterproof footwear, and lightweight, waterproof clothing, especially in winter.
The best time to go walking in the Chilterns is springtime, especially in May when the woodlands are covered in a carpet of bluebells, and baby lambs frolic in the fields. You’ll have a better chance of good weather in the summer, although some trails can become crowded, especially during school holidays. Autumn brings other advantages, including wonderful colors as the trees turn from green to red, yellow and gold. If you’re planning to visit in winter, the Chilterns is the place for some gorgeous, picturesque walks in frosty landscapes – don’t forget to bring your camera!
Other Outdoor Activities In The Chiltern Hills
A popular destination for nature lovers, there are plenty of exciting outdoor activities on offer in the Chiltern Hills! In addition to walking and camping, this is a great place to come for road biking and mountain biking, with lots of paved and accessible trails suitable for cyclists of all ages. Don’t miss the 183-mile Chilterns Cycleway, which starts and ends in the beautiful market town of Henley-on-Thames. The Chilterns is also a popular place for horseback riding and rock climbing, and the River Thames is the perfect spot for canoeing, rowing, and boating.
How To Plan A Trip To The Chiltern Hills
Located just outside London, the Chiltern Hills are incredibly easy to access, either in your own car or via public transport. To help you plan your trip down to the last detail, we’ve put together a list of all the information you’ll need in our guide to planning a trip to the Chilterns. You’ll find advice on when to visit, how to get there and travel around the region, and where to stay, in addition, of course, to our recommendations for the top 10 walks in the Chilterns. This beautiful corner of England is just waiting to be discovered, so get out there and hit the trail!
Frequently-Asked-Questions About The Chiltern Hills
What is the highest point in the Chilterns?
Haddington Hill (also known as Wendover Hill) is the highest point in the Chilterns, standing at an elevation of 267m. It is surrounded by the beautiful Wendover Woods, the ideal place for a family walk on a sunny spring day!
How do I get from London to the Chiltern Hills?
Many towns in the Chilterns can be accessed by train or bus from London. The region is served by four main rail lines and the Metropolitan Underground line (to the lovely town of Amersham), and you’ll find connections to towns such as Berkhamsted, Tring, Wendover, Princes Risbourgh, and Great Missenden in less than an hour from London.
How were the Chiltern Hills formed?
The Chiltern Hills were formed by an outcrop of chalk formed 145 million years ago, which were gradually compressed and shaped by the elements to form the characteristic rolling hills of the region. The flint produced by the chalk ridges was an important building material for the early human settlements in the Chilterns.
- Find other amazing walking regions in the UK:
- Peak District Walks
- Walks in Loch Lomond & the Trossachs
- Lake District Walks
- Walks in the North York Moors
Or check out the article about the best walks in the UK.
Best Hikes in Chiltern Hills
Great Hampden Circular Walk
The Great Hampden Circular Walk in the Chilterns takes you on a loop, passing by buildings etched with character, countryside fields, and under canopies of trees. All ages will enjoy this walk! However, it can get muddy during wetter months, which could either add adventure and fun or misery to your trip (it’s up to you, really).
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Warden Hills Circular Walk
The Warden Hill Circular Walk in the Chilterns immerses you in a lush countryside setting, taking you along a well-carved loop through meadows and a canopy of trees. This gentle walk is a great option for families. However, the path can become overgrown in August, so consider wearing (or bringing) long trousers in case!
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Beacon Hill Circular Walk
Not in the mood for a long walk, but want to get outside and admire rolling countryside views? You’ve come to the right place! The Beacon Hill Circular is a short, 3.1 km walk that gets you in the countryside, takes you to lovely vistas, and doesn’t require much physical excursion. This kid-friendly walk is excellent for all skill levels.
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White Horse Beaconsfield Country Walk
The White Horse Beaconsfield Country Walk takes you through varied scenery and terrain: pavement to paths snaking through woodland and lush open fields! You will have to cross the road at different points throughout this walk, requiring extra caution, but the scenery sweeping the countryside will make up for these crossings!
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Northchurch Common, Ashridge Estate Walk
The Northchurch Common, Ashridge Estate Walk winds through Ashridge Estate (as the name so kindly states), a part of the ever-so-charming Chilterns. This family-friendly, dog-friendly walk takes you through lush greenery, where you’ll undoubtedly get the chance to escape the bustle of city life and immerse yourself in the aromas of fresh air.
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Little Hay Circular Walk
The Little Hay Circular Walk in Hemel Hempstead, UK, is a great kid-friendly walk that takes you along canals, through wooded areas, and across open fields. If you don’t like your current view or path, opt to take one of the many other footpaths stretching across the area to change the course of your route slightly.
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Whiteleaf to Chequers Walk
The 11.3 km Whiteleaf to Chequers Walk in the Chilterns is a phenomenal walk that takes you by fascinating monuments thriving with historical tales all while immersing you in the idyllic countryside. Wind by the Prime Minister's country home in Chequers while also experiencing natural wonders like Bush Hill and Whiteleaf Hill!
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Dockey Wood Walk
The Dockey Wood Walk is a lovely, charming walk that isn’t too challenging but gets you moving for 10.1-km. A lot of people enjoy running this trail! The eerie wooded scenery paired with countryside views makes this the perfect outdoorsy outing for all skill levels.
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Pegsdon Hills Walk
The Pegsdon Hills Walk in the Chilterns follows a relaxing loop through the lovely countryside. You’ll also find a plethora of other pathway options, making it possible to cater your adventure to your needs, whether you want a more heart-pumping walk or a more chilled-out stroll. Many animals dot the grounds, so be sure to keep your pup on a leash.
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Marlow-on-Thames Walk
The Marlow-on-Thames Walk takes you along the River Thames and through lush meadows. Families and those seeking a gentle stroll will enjoy the low elevation gain, making this is a fun walk for everyone.
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Ashridge Boundary Run Trail
The Ashridge Boundary Run Trail may be long at 26.9 km, but the varied views rolling by will keep you entertained as you traverse woodland, open fields, and countryside undulations. Pack some food along and enjoy a picnic at one of the many viewpoints dotting this lovely walk in the Chiltern Hills.
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Hertfordshire Way and Ashridge Forest Circular Walk
The Hertfordshire Way and Ashridge Forest Circular Walk unveils quintessential English countryside scenery while also immersing you under canopies of trees in woodland. It’s best to do this walk during the summer months to avoid intense mud!
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Henley, Binfield Heath and Sonning Circular Walk
Looking for a long walk to immerse in the countryside? The 16.7 km Henley, Binfield Heath and Sonning Circular Walk, beginning from Henley-on-Thames, winds by scenic waterfronts, through open fields, and under shaded woodland. Admire the historic villages peppered along this walk!
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Pulpit Hill and Ninn Wood Walk
The Pulpit Hill and Ninn Wood Walk in the Chilterns is an excellent bang-for-your-buck hike. It may be short, but some sections may have you huffing and puffing! But don’t worry, the reel of views unfolding before you will keep you entertained. Enjoy walking through Pulpit Wood, checking out Pulpit Hillfort, meandering across grasslands, and exploring Ninn Wood. In the summer, the chalk grassland brims with wildflowers!
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Ridgeway Trail: Princes Risborough to Chinnor Walk
The Ridgeway Trail: Princes Risborough to Chinnor Walk is a point-to-point walk that takes you through the undulating Chiltern countryside along the famous Ridgeway National Trail, which is said to be England’s oldest road. Think about the stories embedded on this path harking back to ancient times! The route also stretches along sections of the Upper Icknield Way, another storied route.
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Skirmett, Turville and Fingest Pub Walk
The Skirmett, Turville and Fingest Pub Walk takes you into the ever-so-stunning Chiltern Hills, where open fields stretch across the horizon, woodland adds a layer of seclusion, storied buildings spike interest and wonder, and pubs provide entertainment. This is a great walk for anyone looking for a quick jaunt in the breezy outdoors!
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Chess Valley and Cock Inn Walk
The Chess Valley and Cock Inn Walk loops by lush meadows, hushed woodland, and riverside paths. Admire the rolling countryside scenery peppered with livestock as you breathe in some much-needed doses of fresh air on this 4.8 km walk that starts from the Cock Inn in Sarratt. Grab a pint after your walk!
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Gaddesden Place Circular Walk
The Gaddesden Place Circular Walk is a great kid-friendly walk that follows gentle slopes and takes you to Gaddesden Place, which harks back to 1768. At the end of the walk, you can kick back, relax, and sip on a refreshing pint at Old Chequers.
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Wendover Woods and Buckland Circular Walk
The Wendover Woods and Buckland Circular Walk takes you on a lovely 18.5 km loop through England’s countryside, along canals, and through the woods. Admire the wildflowers blanketing the landscape! When you reach the halfway point, stop at the Full Moon pub in Cholesbury for lunch at the top of the circuit. This walk may be long, but the ever-changing scenery will keep you entertained and relaxed.
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Little Hampden Circular Walk
The Little Hampden Circular Walk takes you on a quintessential Chiltern Hill stroll, where bluebells add colour to the green scenery in spring, shaded woodland blocks the outside noise, and the view from Coombe Hill reveals the ever-so calming rolling English countryside scenery. This relatively flat route can get muddy during the wetter months, but it’s definitely a must-do stroll.