Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Hikes
United Kingdom
England
South East England
Buckinghamshire

Chiltern

The best city hikes and walks around Chiltern

4.5

(1040)

6,307

hikers

99

hikes

Urban hiking trails around Chiltern traverse a landscape characterized by rolling chalk hills, ancient woodlands, and clear chalk streams. This region, a designated National Landscape, offers a diverse network of paths suitable for exploring both natural features and urban fringes. The geology of chalk bedrock gives rise to unique flora and fauna, while extensive woodlands provide shaded routes.

Best urban hiking trails around Chiltern

  • The most popular urban hiking route is St Peter's Church – Castle Street Totem Pole loop…

Last updated: May 3, 2026

4.0

(1)

12

hikers

#1.

St Peter's Church – Castle Street Totem Pole loop from Dacorum

5.19km

01:23

60m

60m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Navigate with device

Send to Phone

Save

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

9

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
Sign up for free to see 95 more hikes around Chiltern.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Chiltern

City hikes around Philipshill Wood

City hikes around Hodgemoor Wood

City hikes around Amersham

Chiltern Way — Hike some of the prettiest scenery in England

Unforgettable trails – serene wilderness in the Chiltern Hills

Chilterns Cycleway – Beautiful hills far and wide

Ride six counties and the M25 – London Revolution loop

Chilterns heritage routes — road and off-road rides in the Chiltern Hills

Other adventures around Chiltern

Chiltern Way — Hike some of the prettiest scenery in England

Hiking Collection by

Dan Hobson

Tips from the Community

CycMinPin22
August 24, 2024, View of the Allotments

Beaut long views of an allotment

0

0

Views of the grand canal and walking paths

0

0

Today there was a guy selling gelato from his bike shop. Cool, perfect whilst walking around

0

0

Looks cool from a distance as you walk closer to it and from across the canal

0

0

Didn't get close enough to read why a Totem pole is here

0

0

Tow path isn’t always smooth; good shoes are helpful.

0

0

WoolyMatt
January 31, 2021, The Boot

Built in 1605, The Boote was a pub until 1920.

0

0

WoolyMatt
November 23, 2020, Dean Incent's House

A 15th-Century house that is the birthplace of John Incent (c. 1480-1545) a Dean of the CoE who held office at St Paul's Cathedral.

1

0

Frequently Asked Questions

How many urban hiking trails are available in the Chilterns?

The Chilterns offer a wide selection of urban hiking trails, with nearly 100 routes available. The vast majority, over 90, are rated as easy, making them accessible for many hikers.

What is the best time of year for urban hiking in the Chilterns?

Spring and autumn are ideal for urban hiking in the Chilterns. In spring, the ancient woodlands are often carpeted with bluebells, while autumn brings vibrant displays of red, orange, and yellow foliage. The weather is generally mild during these seasons, making for comfortable walks.

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

The komoot community highly rates urban hikes in the Chilterns, with an average score of 4.5 stars. Hikers often praise the region's distinctive rolling chalk hills, ancient woodlands, and the charming blend of natural beauty with accessible town amenities.

Are there family-friendly urban walks in the Chilterns?

Yes, many urban trails in the Chilterns are suitable for families. The easy difficulty of most routes, combined with the scenic beauty and opportunities to explore local towns, makes them great for all ages. Consider routes like the River Bulbourne Trail loop from Berkhamsted for a pleasant outing.

Can I bring my dog on urban hikes in the Chilterns?

Many trails in the Chilterns are dog-friendly, but it's always best to check local signage and ensure your dog is kept under control, especially when passing through urban areas, near livestock, or in nature reserves. The region's extensive network of footpaths and quiet lanes provides ample space for walks with your canine companion.

What natural features or landmarks can I see on urban hikes in the Chilterns?

Urban hikes in the Chilterns offer a blend of natural beauty and historical interest. You might encounter clear chalk streams like those near the River Chess Stepping Stones and Weir, ancient woodlands, and rolling chalk downlands. Historic sites such as Cholesbury Camp Iron Age Hill Fort and charming town centers like Old Amersham Town Centre are also accessible.

Are there circular urban routes available in the Chilterns?

Yes, many urban hikes in the Chilterns are circular, allowing you to start and end in the same location. Examples include the St Peter's Church – Castle Street Totem Pole loop from Dacorum and the Hiking loop from Gomm Valley, which are both easy and offer convenient return points.

What is the typical difficulty of urban hikes in the Chilterns?

Urban hikes in the Chilterns are generally easy to moderate. Out of nearly 100 routes, over 90 are classified as easy, with only a handful being moderate. This makes the area very accessible for casual walkers and those looking for less strenuous outings.

Are there cafes or pubs along urban hiking trails in the Chilterns?

Given the urban focus, many trails pass through or near towns and villages, providing easy access to cafes, pubs, and other amenities. For example, The Royal Standard of England is a notable pub highlight in the region, and many routes will lead you past similar establishments.

How can I find parking for urban hikes in the Chilterns?

Parking availability varies by location. When planning your urban hike, it's advisable to check specific route details on komoot for information on parking near trailheads, especially in or around towns. Many urban areas will have public car parks, though charges may apply.

Are there urban trails accessible by public transport in the Chilterns?

Many towns in the Chilterns are well-connected by public transport, including train and bus services, making it possible to access urban trailheads without a car. When planning your route, look for trails that start or end near train stations or bus stops for convenient access.

Are there any viewpoints on urban hikes in the Chilterns?

While urban hikes often focus on townscapes and immediate surroundings, the Chilterns' characteristic rolling hills mean that even within or near urban areas, you can find elevated spots offering pleasant views. The wider Chilterns region is known for its far-reaching views, particularly from areas like Aston Rowant National Nature Reserve, which can be incorporated into longer urban-adjacent walks.

Most popular routes around Chiltern

Hiking around Chiltern

Most popular attractions around Chiltern

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Didn’t find what you were looking for?

Check out more Hikes throughout Chiltern below and find the perfect route in your destination.

Philipshill WoodAmershamHodgemoor Wood

Explore more

Browse the best Hikes in other regions.

Nearby adventure guides

Things to Do around Amersham

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy