

hikes in Chiltern Hills
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.
Read MoreThe best hikes in Chiltern Hills

01. Pegsdon and Deacon Hill
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This wonderful walk in the Chilterns follows an undulating path through rolling fields until you… Read More

02. Hurley Loop Walk
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The Hurley Loop Walk is a wonderful trail that meanders along the Thames before heading… Read More

03. Ashridge Boundary Trail
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This walk gives walkers complete immersion in the Chiltern Hills. Expect to see dear, red… Read More

04. Wendover Loop
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This interesting Chiltern walk enjoys ever changing scenery, from the initial ascent along the Ridgeway… Read More

05. Hambleden Lock Walk
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The short, mostly paved Hambleden Lock walk is a great trail that the whole family… Read More

06. Aston Rowant Walk
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The Aston Rowant walk boasts beautiful views high above the surrounding Chiltern countryside. This is… Read More

07. Grand Union Canal – Tring to Berkhamsted
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Enjoy a picturesque walk alongside the historic Grand Union Canal, from the train station in… Read More

08. Brush Hill & White Leaf Nature Reserve
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A perfect Chiltern walk, with stunning views, soaring birds, dense woodland, and a glimpse of… Read More

09. The Firecrest Loop – Wendover
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This well maintained woodland trail is a great family walk in the Chilterns! Look out… Read More

10. Burnham Beeches Walk
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The Burnham Beeches Walk is a short adventure that is great for families, as it… Read More
Yes, there are more than 10
Chiltern Hills is so beautiful that we can not give you only 10 hikes. So here is a list of bonus hikes in Chiltern Hills that you should take a look at as well

11. Wendover Woods Walk
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The Wendover Woods Walk in the undulating Chinterns immerses you in varied scenery, taking you… Read More

12. Dunstable Downs Circular Walk
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The Dunstable Downs Circular Walk immerses you in the vast outdoors for 3-4 hours, taking… Read More

13. The Rose and Crown Ivinghoe Beacon Walk
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The Rose and Crown Ivinghoe Beacon Walk takes you on a loop through the countryside,… Read More

14. Clipper Down, Steps Hill, and Pittone Hill Loop
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Explore a highlight reel of Chiltern scenery on the Clipper Down, Steps Hill, and Pittone… Read More

15. Ridgeway Path: Ivinghoe Beacon to Wendover
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Take on a section of The Ridgeway, claimed to be Britain’s oldest road. Over the… Read More

16. Ibstone and Stokenchurch Loop
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The Ibstone and Stokenchurch Loop is a family-friendly walk near Stokenchurch in Chiltern Hills! Expect… Read More

17. Barton-le-Clay, Lilley and Hexton Circular Walk
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The Barton-le-Clay, Lilley and Hexton Circular Walk may be long, but the sweet smell of… Read More

18. Turville TV Trail
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The Turville TV Trail in the Chilterns takes you along a scenic path, passing by… Read More

19. Coombe Hill and Chequers Court Circular Walk
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Coombe Hill and Chequers Court Circular Walk in Chiltern Hills Area of Outstanding Natural Beauty… Read More

20. Short Coombe Hill Loop
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The Short Coombe Hill Loop in the Chilterns is a great alternative to the longer… Read More

21. Chess Valley Walk
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The Chess Valley Walk in the Chilterns travels along River Chess, taking you from Rickmansworth… Read More

22. Tring Park and Hastoe Walk
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The Tring Park and Hastoe Walk in the Chilterns is a fantastic, easy-going walk that… Read More

23. College Lake Wildlife Circular Walk
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The College Lake Wildlife Circular Walk in the Chilterns immerses you in lush countryside scenery,… Read More

24. Alford Arms and Chiltern Hills Walk
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The Alford Arms and Chiltern Hills Walk starts from the friendly Alford Arms pub, which… Read More

25. Red Lion Water End Walk
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The Red Lion Water End Walk in Water End, Hertfordshire, immerses you in the charming… Read More

26. Marsworth, Wilstone, and Tring Reservoir Walk
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The Marsworth, Wilstone, and Tring Reservoir Walk is a lovely walk that immerses you in… Read More

27. Christmas Common, Aston Rowant, Getty Estate Walk
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The Christmas Common, Aston Rowant, Getty Estate Walk takes you on a 12.4-km loop through… Read More

28. Chiltern Hills, Valleys and Woodlands Walk
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The Chilterns Hills, Valleys and Woodlands Walk begins from National Trust’s Bradenham Village and takes… Read More

29. Watlington Hill Walk
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The Watlington Hill Walk takes you through chalk grasslands and lovely woodlands, peppered with yew… Read More

30. Old Mill and Grand Union Canal Walk
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The Old Mill and Grand Union Canal Walk takes you on a lovely stroll alongside… Read More

31. Chess Valley and the Cricketers Walk
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The Chess Valley and the Cricketers Walk winds through typical Chiltern Hills scenery. Expect rolling… Read More

32. Almshill Wood and Stonor Park Walk
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The Almshill Wood and Stonor Park Walk kicks off with a steep climb through Almshill… Read More

33. Ellesborough and Chequers Court Walk
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The Ellesborough and Chequers Court Walk in the Chilterns takes you on a loop around… Read More

34. Ashridge Forest Circular Walk
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The Ashridge Forest Circular Walk in the Chilterns is an easy-going route that takes you… Read More

35. Cherry Tree Stoke Row Walk
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The Cherry Tree Stoke Row Walk circles from Cherry Tree Inn, a 200-year-old pub that… Read More

36. Phoenix Trail, Henton and Bledlow Walk
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The Phoenix Trail, Henton and Bedlow Walk is a wonderful, family-friendly meander that takes you… Read More

37. Someries Castle Walk
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The Someries Castle Walk near Luton is an out-and-back trail that takes you to the… Read More

38. Royal Oak, Marlow Common and Homefield Wood Walk
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The Royal Oak, Marlow Common and Homefield Wood Walk traverses woodland and farmland while taking… Read More

39. Great Hampden Circular Walk
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The Great Hampden Circular Walk in the Chilterns takes you on a loop, passing by… Read More

40. Warden Hills Circular Walk
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The Warden Hill Circular Walk in the Chilterns immerses you in a lush countryside setting,… Read More

41. Beacon Hill Circular Walk
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Not in the mood for a long walk, but want to get outside and admire… Read More

42. White Horse Beaconsfield Country Walk
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The White Horse Beaconsfield Country Walk takes you through varied scenery and terrain: pavement to… Read More

43. Northchurch Common, Ashridge Estate Walk
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The Northchurch Common, Ashridge Estate Walk winds through Ashridge Estate (as the name so kindly… Read More

44. Little Hay Circular Walk
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The Little Hay Circular Walk in Hemel Hempstead, UK, is a great kid-friendly walk that… Read More

45. Whiteleaf to Chequers Walk
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The 7.0mi Whiteleaf to Chequers Walk in the Chilterns is a phenomenal walk… Read More

46. Dockey Wood Walk
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The Dockey Wood Walk is a lovely, charming walk that isn’t too challenging but gets… Read More

47. Pegsdon Hills Walk
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The Pegsdon Hills Walk in the Chilterns follows a relaxing loop through the lovely countryside.… Read More

48. Marlow-on-Thames Walk
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The Marlow-on-Thames Walk takes you along the River Thames and through lush meadows. Families and… Read More

49. Ashridge Boundary Run Trail
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The Ashridge Boundary Run Trail may be long at 16.7mi, but the varied… Read More

50. Hertfordshire Way and Ashridge Forest Circular Walk
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The Hertfordshire Way and Ashridge Forest Circular Walk unveils quintessential English countryside scenery while also… Read More

51. Henley, Binfield Heath and Sonning Circular Walk
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Looking for a long walk to immerse in the countryside? The 10.4mi Henley,… Read More

52. Pulpit Hill and Ninn Wood Walk
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The Pulpit Hill and Ninn Wood Walk in the Chilterns is an excellent bang-for-your-buck hike.… Read More

53. Ridgeway Trail: Princes Risborough to Chinnor Walk
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The Ridgeway Trail: Princes Risborough to Chinnor Walk is a point-to-point walk that takes you… Read More

54. Skirmett, Turville and Fingest Pub Walk
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The Skirmett, Turville and Fingest Pub Walk takes you into the ever-so-stunning Chiltern Hills, where… Read More

55. Chess Valley and Cock Inn Walk
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The Chess Valley and Cock Inn Walk loops by lush meadows, hushed woodland, and riverside… Read More

56. Gaddesden Place Circular Walk
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The Gaddesden Place Circular Walk is a great kid-friendly walk that follows gentle slopes and… Read More

57. Wendover Woods and Buckland Circular Walk
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The Wendover Woods and Buckland Circular Walk takes you on a lovely 11.5mi… Read More

58. Little Hampden Circular Walk
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The Little Hampden Circular Walk takes you on a quintessential Chiltern Hill stroll, where bluebells… Read More

59. Little and Great Hampden Circular Walk
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The Little and Great Hampden Circular Walk takes you on a loop through standard English… Read More

60. Henley-on-Thames and Aston Walk
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The Henley-on-Thames and Aston Walk boasts low elevation and lovely, varied views, ranging from shimmering… Read More

61. Warren, Horton, and Bloom Woods Circular
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The Warren, Horton, and Bloom Woods Circular is a fantastic walk for all skill levels,… Read More

62. Oxfordshire Circular from White Mark Farm
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Set out from White Mark Farm on the lovely Oxfordshire Circular walk! Skirt along scenic… Read More

63. Maidensgrove Circular Walk
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Wind by varied scenery on the Maidensgrove Circular Walk in the Chiltern Hills! Enjoy bluebells… Read More

64. Captains Wood Walk
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The Captain Woods Walk is a fantastic short stroll for families with younger children and… Read More

65. Mousells Wood Circular
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The Mousells Wood Circular is a walking trail in the Chilterns that immerses you in… Read More

66. Swyncombe Snowdrops Circular
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Looking for an ideal year-round walk? The Swyncombe Snowdrops Circular in the Chilterns is a… Read More

67. Ewelme Circular
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The Ewelme Circular takes you on a 4.2mi loop through the Chilterns countryside,… Read More

68. Ashridge Estate and Northchurch Circular
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Looking to escape the bustle of the city? Do yourself a favour and take on… Read More

69. Packhorse and Chazey Heath Walk
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Take your entire family on the Packhorse and Chazey Heath Walk, which loops from the… Read More

70. Henley Hills Great Wood and River Thames Circular
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The Henley Hill, Great Wood and River Thames Circular is a fantastic walking trail that… Read More

71. Chiltern Five Villages Walk
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Explore quaint English villages, the stunning Chilterns countryside, and traverse quiet woodland on the Chiltern… Read More

72. Wendover to Tring Park Walk
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Get away from the hustle and bustle of the city on the scenic Wendover to… Read More

73. Red Kites and Ridgeway Loop
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Marvel at red kites contrasting nicely with the colour of the sky and enjoy walking… Read More

74. North Bucks Way and Pulpit Hill Fort Circular
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Enjoy wildflowers, countryside views, and woodland along the North Bucks Way and Pulpit Hill Fort… Read More

75. Hailey and Ipsden Walk
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Enjoy the varied scenery stretching across the Hailey and Ipsden Walk. You’ll follow relaxing paths… Read More

76. Cookley Green Loop
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If you’re looking for stunning wildflowers creating a fairytale feel in a woodland setting, the… Read More

77. Hambleden to Skirmett Circular
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The Hambleden to Skirmett Circular takes you through the villages of Frieth and Skirmett while… Read More

78. Thames Path: Hambleden to Henley-on-Thames
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Walking along River Thames on the scenic Thames Path: Hambleden to Henley-on-Thames, which starts in… Read More

79. Watlington Hill and Cookley Green Circular
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The Watlington Hill and Cookley Green Circular takes you through farmland, woodland while revealing lovely… Read More

80. Latimer and Sarratt Church End Circular
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Traverse through open fields, woodland, charming villages, and alongside River Chess on the kid-friendly, dog-friendly… Read More

81. Lane End, Skirmett and Fingest Circular
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Meander through a highlight reel of the Chilterns on the Lane End, Skirmett and Fingest… Read More

82. Castle Village and Berkhamsted Common Walk
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The Castle Village and Berkhamsted Common Walk immerses you in an eerie woodland setting! While… Read More

83. Henley, the Greys and the Rotherfields Walk
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Starting from the charming village of Henley, the Henley, the Greys and the Rotherfields Walk… Read More

84. Clipper Down
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The Clipper Down walk is a short and sweet out-and-back route that takes you through… Read More

85. Bridgewater Monument North Trail
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Experience a fusion of scenery on the Bridgewater Monument North Trail, which takes you through… Read More

86. Princes Risborough Loop Trail
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The Princes Risborough Loop Trail takes you on a section of the famous, historic Ridgeway,… Read More

87. Mill End, Southend and Frieth Circular
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Don’t expect an easy-going walk on the 13.1mi Mill End, Southend and Frieth… Read More

88. West Wycombe, Saunderton and Bradenham Circular Walk
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Follow along well-marked footpaths on the 6.5mi West Wycombe, Saunderton and Bradenham Circular… Read More

89. Burnt Platt Circular
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The Burnt Platt Circular is a longer family-friendly walk (really little ones may struggle to… Read More

90. Chess Valley from Rickmansworth Walk
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Enjoy a few hours immersed in the lovely scenery cloaking the Chiltern Hills on the… Read More

91. Downley Loop Path
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The Downley Loop Path leads you through woodland, where you’ll encounter magical autumn colours during… Read More

92. Coombe Hill and Bush Hill Circular
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The Coombe Hill and Bush Hill Circular is a fun, family-friendly route that winds through… Read More

93. Little Gaddesden Circular Walk
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The Little Gaddesden Circular takes you away from the hustle and bustle of city noises… Read More

94. Ivinghoe Beacon Extended Walk
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Revel in views stretching across the horizon as well as woodland and open field scenery… Read More

95. Aldbury, Ivinghoe Beacon, and Ashridge Circular
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The Aldbury, Ivinghoe Beacon, and Ashridge Circular passes through open fields, woodland and takes you… Read More

96. Warden Hills Backside Circular Walk
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Looking for a lovely, leisurely stroll in the Chilterns? The Warden Hills Backside Circular is… Read More

97. West Wycombe Woods Circular Walk
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The West Wycombe Woods Circular may be on the shorter side, but it will still… Read More

98. Great Wood of Hambleden Walk
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Explore secluded, eerie beech woods on the 5.8mi Great Wood of Hambleden Walk… Read More

99. Big Ewelme Circular Walk
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Spend a half-day meandering through the Chiltern Hills Area of Natural Beauty on the 12.6mi Read More

100. Pack and Prime Lane to Kings Farm Lane Circular
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If you want to spend a few hours meandering the countryside without much physical exertion,… Read More

101. Warden Hills Back Fields Circular Walk
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The Warden Hills Back Fields Circular is a fantastic kid-friendly walk as it’s short, low… Read More

102. Caversham Mapledurham Loop
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The Caversham Mapledurham Loop takes you on some gentle climbs that unveil stunning views of… Read More

103. Golden Ball Extended Loop
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Enjoy a fusion of countryside scenery and historic buildings on the Golden Ball Extended Loop… Read More

104. Malster's Circular Walk
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Malster’s Circular sets out from Malster’s Arms, where you can enjoy refreshments before or after… Read More

105. Clipper Down and Steps Hill Walk
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Explore woodland, open fields, and meadows on the scenic Clipper Down and Steps Hill Walk,… Read More

106. Great Cookshall Wood Walk
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Travel through a shaded, woodland setting on the Great Cookshall Wood Walk, a 5.6mi Read More

107. Gallowstree Common Circular Walk
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Enjoy varied scenery on the Gallowstree Common Circular Walk in the Chilterns, which loops through… Read More

108. Woolton Hill Walk
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Get away from the noise and immerse yourself in quiet, natural surroundings on the 5.2mi Read More

109. Loddon Brewery and Chilterns Boundary Walk
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Revel in quintessential English countryside views, contrasted with red kites floating in the sky, a… Read More

110. Bledlow Great Wood and Radnage Walk
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The Bledlow Great Wood and Radnage Walk may be a long walk, but the ever-changing… Read More
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