Family-friendly walks in Chilterns
Scenery from the Pegsdon and Deacon Hill hike in Chiltern Hills, England

hikes in Chiltern Hills

Region in England, United Kingdom
Chiltern Hills trail map

Just north of London lies some of the best walking around any big city on earth. The Chiltern Hills amaze walkers, with untouched beauty, beautiful little villages and good transport links to London. If you want to find walks near London, some of the best walks can be found north of the city, in the Chiltern Hills.

The top walks in The Chilterns range from beginner to more difficult trails, with quite a few being completely family-friendly. Below find some of the best walks around London, England.

THE TOP 10 WALKS IN THE CHILTERN HILLS, ENGLAND

  1. Pegsdon and Deacon Hill (7.9km, 127m, 1.5-2h): This wonderful walk in the Chilterns follows an undulating path through rolling fields until you reach the stunning views at the peak at Deacon Hill. Be sure to bring your camera!
  2. Hurley Loop (9.0km, 127m, 2.5-3.25h): This wonderful trail meanders along the Thames before heading uphill into dense woodland and open fields, returning through the quaint, historic village of Hurley.
  3. Ashridge Boundary Trail (28.3km, 342m, 7.25-9.25h): This walk gives walkers complete immersion in the Chiltern Hills. Expect to see dear, red kites, and other wildlife as well as stunning views from Ivinghoe Beacon, the highest point of the trail.
  4. Wendover Loop (16.6km, 224m, 3.75-4.75h): This interesting Chiltern walk enjoys ever changing scenery, from the initial ascent along the Ridgeway to ancient woodland, farmers’ fields and a 4.8km stretch along the lazy river like canal to finish.
  5. Hambledon Lock (4.0km, 13m, 1-1.25h): This short, mostly paved hike is a great walk for the whole family! Take your time to explore the unique river crossing, and watch the boats as they navigate the locks!
  6. Aston Rowant (6.1km, 176m, 2-2.5h): This trail boasts beautiful views high above the surrounding Chiltern countryside. This is a great place to bring a picnic and enjoy the views!
  7. Grand Union Canal – Tring to Berkhamsted (7.4km, 21m, 2-2.5h): Enjoy a picturesque walk alongside the historic Grand Union Canal, from the train station in Tring to the train station in Berkhamsted. Watch the ducks swim lazily past boats navigating the locks.
  8. Brush Hill & White Leaf Nature Reserve (10.8km, 201m, 3.25-4.25h): A perfect Chiltern walk, with stunning views, soaring birds, dense woodland, and a glimpse of the Prime Ministers Country retreat, this trail really does have something for everyone!
  9. The Firecrest Loop – Wendover (4.5km, 79m, 1-1.25h): This well maintained woodland trail is a great family walk in the Chilterns! Look out for the white belly, golden ‘collar’, and quick movements of the Firecrest: at about the size of a 10p coin it is the UK’s smallest bird.
  10. The Burnham Beeches Loop Trail (4.2km, 22m, 1-1.25h): This short walk is great for families with a couple of short, steep hills to challenge young explorers. Explore the primeval woodland at your own pace as you pass ponds, ancient settlements, meadows, marshlands, and thousands of beech trees.
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The best hikes in Chiltern Hills

Scenery from the Pegsdon and Deacon Hill hike in Chiltern Hills, England

01. Pegsdon and Deacon Hill
Difficulty

7.9km 127m 1.5-2h

This wonderful walk in the Chilterns follows an undulating path through rolling fields until you… Read More

User Rating

8.4Overall Rating Technical Difficulty Physical Difficulty
Trail of the Hurley Loop hike in Chiltern Hills, England

02. Hurley Loop
Difficulty

9.0km 127m 2.5-3.25h

This wonderful trail meanders along the Thames before heading uphill into dense woodland and open… Read More

User Rating

8Overall Rating Technical Difficulty Physical Difficulty
Ashridge Boundary Trail in Chilterns, England

03. Ashridge Boundary Trail
Difficulty

28.3km 342m 7.25-9.25h

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

User Rating

9Overall Rating Technical Difficulty Physical Difficulty
Wendover Loop hike in Chiltern Hills, England

04. Wendover Loop
Difficulty

16.6km 224m 3.75-4.75h

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

User Rating

8.8Overall Rating Technical Difficulty Physical Difficulty
Scenic view from the Hambledon Lock hike in Chiltern Hills, England

05. Hambledon Lock
Difficulty

4.0km 13m 1-1.25h

This short, mostly paved hike is a great walk for the whole family! Take your… Read More

User Rating

8.8Overall Rating Technical Difficulty Physical Difficulty
Hiking Aston Rowant in Chilterns, England

06. Aston Rowant
Difficulty

6.1km 176m 2-2.5h

This trail boasts beautiful views high above the surrounding Chiltern countryside. This is a great… Read More

User Rating

8.6Overall Rating Technical Difficulty Physical Difficulty
Trail of the Grand Union Canal - Tring to Berkhamsted hike in Chiltern Hills, England

07. Grand Union Canal – Tring to Berkhamsted
Difficulty

7.4km 21m 2-2.5h

Enjoy a picturesque walk alongside the historic Grand Union Canal, from the train station in… Read More

User Rating

7Overall Rating Technical Difficulty Physical Difficulty
Views from the Brush Hill & White Leaf Nature Reserve hike in Chiltern Hills, England

08. Brush Hill & White Leaf Nature Reserve
Difficulty

10.8km 201m 3.25-4.25h

A perfect Chiltern walk, with stunning views, soaring birds, dense woodland, and a glimpse of… Read More

User Rating

8.4Overall Rating Technical Difficulty Physical Difficulty
Scenery from the Firecrest Loop - Wendover hike in Chiltern Hills, England

09. The Firecrest Loop – Wendover
Difficulty

4.5km 79m 1-1.25h

This well maintained woodland trail is a great family walk in the Chilterns! Look out… Read More

User Rating

8.2Overall Rating Technical Difficulty Physical Difficulty
Scenery from the Burnham Beeches Loop hike in Chiltern Hills, England

10. Burnham Beeches Loop Trail
Difficulty

4.2km 22m 1-1.25h

This short walk is great for families with a couple of short, steep hills to… Read More

User Rating

7Overall Rating Technical Difficulty Physical Difficulty

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