Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Running Trails
United Kingdom
England
East Of England
Essex
Chelmsford

Highwood

The best running trails around Highwood

4.3

(68)

8,275

runners

515

runs

Jogging around Highwood offers diverse landscapes, from urban green spaces to expansive natural preserves. The region provides well-maintained pathways in local parks and scenic lakefront access along Lake Michigan. Key features include the Fort Sheridan Forest Preserve, known for its ravine-bluff habitats and varied trails, and the Green Bay Trail, which connects several North Shore towns. These areas combine to create a varied terrain suitable for different running preferences.

Best jogging routes around Highwood

  • The most popular jogging route is…

Last updated: June 24, 2026

10

runners

#1.

Beswick Railway Bridge Tunnel – The Viper loop from Margaretting

11.2km

01:10

70m

70m

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

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

Sign up for free

Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

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
Sign up for free to see 511 more runs around Highwood.

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 Highwood

Cycling around Highwood

Road Cycling Routes around Highwood

MTB Trails around Highwood

Hiking around Highwood

Gravel biking around Highwood

Tips from the Community

Alberto Parravicini
June 16, 2025, The Lordship Tea Room

The Lordship Tea Room in Writtle closed to the public on 30 August 2024 [1]. For a similar experience, consider visiting other Tiptree Tea Rooms in Essex, such as the Tiptree Tea Room at Bond Street in Chelmsford. [1] https://www.bbc.com/news/articles/czrj3ykkrp3o [2] https://www.tea-and-coffee.com/afternoon-tea/tiptree-tea-room-at-the-college

0

0

Alternative route to Stonehill Rd when going through Roxwell. Take Greenhill Lane, which leads onto this short, flat segment of gravel path.

0

0

Rode through this with road bike, no issues on an October ride.

0

0

Jon
May 30, 2022, The Cricketers

Really good sunday roast.

0

0

Can be beautiful but bit of a dead end if you are on a road bike and skinny tyres

1

0

As you walk towards this tunnel it seems strange to have two entrances! Once you have dropped down the spiral steps all becomes apparent.

0

0

Joshua
June 1, 2020, The Viper

What is the route please? Cant seem to find it on the post? Is there a route i follow?

0

0

Added this little road blindly as part of an extended loop. It was perfectly passable on my road bike (25mm tyres) but could get trickier if it’s wet.

0

0

Frequently Asked Questions

How many running routes are available in Highwood?

Highwood offers a wide selection of running routes, with over 500 options available. These range from easy park loops to more challenging trails through forest preserves.

Are there running routes suitable for beginners in Highwood?

Yes, Highwood has many easy running routes perfect for beginners. For example, the Everts Park Loop is an easy 2.8-mile trail through local green spaces, ideal for a gentle run.

What kind of scenery can I expect on running trails in Highwood?

Running in Highwood offers diverse scenery, from the tranquil green spaces of local parks like Everts Park to the scenic Lake Michigan shoreline. You can also explore the unique ravine-bluff habitats of the Fort Sheridan Forest Preserve and the charming views along the Green Bay Trail.

Are there any family-friendly running trails in Highwood?

Absolutely. Many of Highwood's parks and trails are suitable for families. The well-maintained pathways in Everts Park and Highwood Softball Park offer pleasant, safe environments. The Fort Sheridan Forest Preserve also has trails that are great for family outings, combining nature with interpretive art installations.

Can I bring my dog on the running trails in Highwood?

Many trails in Highwood, particularly within the Fort Sheridan Forest Preserve, are dog-friendly. However, it's always best to check specific trail regulations regarding leashes and waste disposal to ensure a pleasant experience for everyone.

Are there any circular running routes in Highwood?

Yes, Highwood features several circular running routes. The Everts Park Loop is a popular easy option. The Fort Sheridan Forest Preserve also offers various loop trails, such as the Fort Sheridan Birding Trail Loop, allowing you to experience diverse habitats and lake views.

What are some notable landmarks or attractions I might see while running in Highwood?

While running in Highwood, you can encounter several interesting sights. The Lakefront Trail passes through the historic Fort Sheridan. Within the Fort Sheridan Forest Preserve, you'll find unique ravine-bluff habitats and interpretive art installations. You might also spot Hanningfield Reservoir Causeway or Writtle Village Green and Duck Pond if you explore routes further afield.

What do other runners enjoy most about jogging in Highwood?

The running routes in Highwood are highly rated by the komoot community, with an average score of 4.3 stars from over 60 reviews. Runners often praise the diverse terrain, from scenic lakefront paths to peaceful forest preserves, and the well-maintained trails that cater to various fitness levels.

Are there running routes that offer lake views in Highwood?

Yes, Highwood is known for its beautiful lakefront access. The Lakefront Trail, which is part of the annual Highwood 5K Run course, guides runners along the scenic Lake Michigan shoreline. The Fort Sheridan Forest Preserve also offers approximately 0.75 miles of Lake Michigan shoreline with stunning views.

Does Highwood have trails that connect to other towns?

Yes, the Green Bay Trail is easily accessible from Highwood and offers a 9-mile route that parallels Chicago's Metra commuter rail line. This trail winds through several North Shore towns, providing a great option for longer runs and exploring beyond Highwood.

Are there any running routes through historic areas in Highwood?

The Lakefront Trail is a significant route that takes runners through the historic Fort Sheridan. This area combines natural beauty with a sense of history, offering a unique backdrop for your run.

What is the best time of year for running in Highwood?

Highwood's moderate climate allows for year-round enjoyment of its parks and trails. While spring and fall offer pleasant temperatures and vibrant scenery, the trails are generally accessible throughout the year, with winter runs providing a different, often serene, experience.

Most popular routes around Highwood

Easy hikes around Highwood

Most popular attractions around Highwood

Places to see

Store rating

Get inspired with the komoot mobile app

With aΒ 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.

ChelmsfordRunwellRettendonSpringfieldWest HanningfieldSouth HanningfieldSouth Woodham FerrersStockHanningfield ReservoirWoodham Ferrers And BicknacreEast HanningfieldLittle BaddowWrittleMargarettingBroomfieldPlesheyGreat BaddowDanburyLittle WalthamSandonChignallGreat And Little LeighsGreat WalthamBorehamGalleywoodRoxwellMashburyGood Easter

Nearby adventure guides

Things to Do around Ingatestone And Fryerning

background

Get ready to conquer new peaks

Sign up for Free

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

Β© komoot GmbH

Privacy Policy