Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Running Trails
United Kingdom
England
South East England
Buckinghamshire
Chiltern

Chesham

The best running trails around Chesham

4.8

(7)

472

runners

40

runs

Jogging around Chesham offers diverse landscapes within the Chiltern Hills, an Area of Outstanding Natural Beauty. The region features rolling hills, extensive woodlands, and chalk downland, providing varied terrain for runners. The picturesque Chess Valley, home to the rare River Chess chalk stream, offers tranquil riverside paths. Chesham's network of well-maintained footpaths caters to various fitness levels, from gentle routes to more challenging runs with elevation gain.

Best jogging routes around Chesham

  • The most popular jogging route is Chess Valley Circular: Chesham Loop, a 5.1 miles (8.3 km) trail that takes about 55 minutes to complete. This route follows the tranquil River Chess, offering scenic views and opportunities to spot local wildlife.
  • Another top favourite among local runners is Pednor Road – West Dean Lane loop from Chesham, a moderate 4.7 miles (7.6 km) path. This route winds through the Pednor Valley, showcasing classic Chiltern views and rolling farmland.
  • Local runners also love the Wheat Café – Chesham Clock Tower loop from Chesham, a 4.7 miles (7.5 km) trail leading through local green spaces and parts of Chesham town, often completed in about 47 minutes.
  • Jogging around Chesham is defined by rolling hills, woodlands, and the serene Chess Valley. The extensive network of routes offers options for different ability levels, from easy, mostly paved surfaces to more challenging runs with significant elevation.
  • The routes in Chesham are highly rated by the komoot community with an average score of 4.75 stars from 7 reviews. More than 400 runners have used komoot to explore Chesham's varied terrain.

Last updated: June 23, 2026

7

runners

#1.

Chess Valley Circular: Chesham Loop

8.28km

00:56

100m

110m

The Chess Valley Circular: Chesham Loop invites you to a moderate jogging experience through the attractive Buckinghamshire countryside. This route covers 5.1 miles (8.3 km) with an elevation gain of 343 feet (105 metres), and you can expect to complete it in about 55 minutes. As you jog, you will pass through rolling hills and alongside the clear waters of the River Chess, a rare chalk stream, offering a refreshing and engaging run.

When planning your visit, be prepared for mixed terrain. The paths can become muddy, especially after rain, so good grip on your footwear is recommended to handle the varying surfaces. While the route is stile-free, some sections may still require you to be sure-footed. Always check local conditions before you head out to ensure a pleasant and safe experience.

This trail is a fantastic way to explore the Chilterns National Landscape, known for its unique natural environment. Keep an eye out for local wildlife, such as kingfishers and water voles, along the River Chess. You will also pass charming brick and flint cottages in Chesham and catch views of ancient field systems, adding a touch of history to your outdoor adventure.

Navigate with device

Send to Phone

Save

Moderate

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
Sign up for free to see 36 more runs around Chesham.

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 Chesham

Ride six counties and the M25 – London Revolution loop

Hiking around Chesham

Road Cycling Routes around Chesham

Cycling around Chesham

MTB Trails around Chesham

Gravel biking around Chesham

Other adventures around Chesham

Ride six counties and the M25 – London Revolution loop

Road Cycling Collection by

David Bavin-Hobbs

Tips from the Community

foxy44
June 16, 2026, Wheat Café

Sadly it is now closed

0

0

Eamon Mc
April 20, 2025, Pednor House

A step/ride back to the 17th century!

0

0

Really nice gentle climb up the hill on a great surface.

0

0

foxy44
August 20, 2024, Pednor House

Pednor House is a Grade II listed building in Chartridge, Buckinghamshire. Originally a 17th-century farmhouse, it was enlarged in 1910 under the architects Forbes and Tate in the Arts and Crafts style. The house is a large U-shaped structure with a cylindrical dovecote and stands in a beautiful setting. The grounds were originally designed by Gertrude Jekyll.

1

0

A totally gorgeous path on the Chiltern Heritage Trail, just east of Chesham. A non-descript place with no name, but those are the best! The way the hills flow up and down here as you run through the fields resembles surfing on waves! Very scenic!

1

0

The striking clock tower in the centre of Chesham looks older, but it's not: it was built in 1992! However, it's the tower that's new, not the clock itself, which used to be a part of Chesham Town Hall.

1

0

There is a lovely little weir on the River Chess here that's worth stopping by. Also, on the same pond, you will see stepping stones (called Steps of Heaven by some) if you'd like to walk across! A good few years ago, I used to live in the street right next to these ponds, so I can vouch for the fact that this is a great place to spend some time at, particularly in the summer.

1

0

There is a lovely little weir on the River Chess here that's worth stopping by. Also, on the same pond, you will see stepping stones (called Steps of Heaven by some) if you'd like to walk across! A good few years ago, I used to live in the street right next to these ponds, so I can vouch for the fact that this is a great place to spend some time at, particularly in the summer.

2

0

Frequently Asked Questions

How many running routes are available around Chesham?

Komoot offers over 40 diverse running routes around Chesham. These routes cater to various fitness levels, ranging from easy, mostly paved paths to more challenging runs with significant elevation gain through the Chiltern Hills.

What kind of terrain can I expect on Chesham's jogging trails?

Jogging routes in Chesham feature a variety of terrain, from tranquil riverside paths along the River Chess to rolling hills and woodlands within the Chiltern Hills. You'll find chalk downland, open green spaces, and some routes that pass through charming villages and farmland.

Are there any easy or beginner-friendly running routes in Chesham?

Yes, Chesham offers several easy running routes suitable for beginners or those looking for a gentler jog. While many routes are moderate, there are options with less elevation gain and mostly paved surfaces. For example, the Chesham Clock Tower – Temperance Hall, Chesham loop from Chesham is a moderate route that can be adapted for a relaxed pace.

Can I find circular running routes in the Chesham area?

Absolutely. Many of Chesham's running routes are circular, allowing you to start and finish at the same point. The region's extensive network of footpaths, including those through the Chess Valley and Pednor Valley, provides excellent opportunities for scenic loops.

What natural features or landmarks can I see while running in Chesham?

Chesham's routes are rich in natural beauty and points of interest. You can enjoy the picturesque Chess Valley and the rare chalk stream of the River Chess. Further afield, you might encounter viewpoints like Coombe Hill Viewpoint offering panoramic views, or historical sites such as the Bridgewater Monument.

Are Chesham's running trails suitable for families?

Yes, many of Chesham's trails are suitable for families, especially those looking for a leisurely walk or a gentle jog. Lowndes Park in the heart of Chesham offers open green spaces and a pond, ideal for family outings. Shorter, less challenging routes along the Chess Valley are also popular for all ages.

Are dogs allowed on the running routes around Chesham?

Generally, dogs are welcome on most public footpaths and trails around Chesham, especially within the Chiltern Hills. However, it's always recommended to keep dogs on a lead, particularly near livestock or in nature reserves, and to follow the Countryside Code. Always check local signage for specific restrictions.

What do other runners say about the trails in Chesham?

The running routes in Chesham are highly rated by the komoot community, with an average score of 4.75 stars. Runners often praise the diverse landscapes, the tranquility of the Chess Valley, and the well-maintained network of paths that offer varied experiences from riverside jogs to challenging hill climbs.

Is there parking available near the running routes in Chesham?

Yes, Chesham is a 'Walkers are Welcome' town, and many trailheads or starting points for routes have accessible parking. You can often find parking in or near the town center, or in designated car parks close to popular trail access points, especially for routes venturing into the Chiltern Hills.

Can I reach Chesham's running trails using public transport?

Chesham is well-connected by public transport, making it easy to access many of its running trails. Chesham station is on the Metropolitan line, providing direct access from London. Local bus services also connect to surrounding villages and areas, allowing you to reach various starting points for your run.

Are there any longer, more challenging running routes for experienced runners?

For experienced runners seeking a challenge, Chesham offers longer routes with significant elevation gain. The Chesham Clock Tower – Thomas Harding Memorial loop from Chesham, for instance, is a difficult 26.5 km (16.5 miles) trail with considerable ascent, providing a demanding and rewarding experience through the Chilterns.

What is the best time of year to go running in Chesham?

Chesham offers excellent running opportunities year-round. Spring and autumn provide pleasant temperatures and beautiful scenery with blooming wildflowers or vibrant foliage. Summer is ideal for early morning or late evening runs to avoid the heat, while winter runs can be invigorating, especially on crisp, clear days, though some paths might be muddy.

Most popular routes around Chesham

Hiking around Chesham

Most popular attractions around Chesham

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

Explore more

Browse the best Running Trails & Routes in other regions.

Ashley GreenChesham BoisThe LeePennAmershamGreat MissendenCheniesLatimer And Ley HillChalfont St PeterChartridgeLittle ChalfontChalfont St GilesPhilipshill WoodLittle MissendenHodgemoor WoodCholesbury-Cum-St LeonardsColeshillSeer Green

Nearby adventure guides

Things to Do around Chesham Bois

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