Routes

Planner

Features

Updates

App

Get the App

Port Chester

Port Chester

The best road cycling routes around Port Chester

5.0

(1)

134

riders

rides

Want to go road cycling around Port Chester? We’ve reviewed all of the road rides around Port Chester to identify the best. Explore them all here, and find your perfect road cycling route around Port Chester.

Last updated: December 17, 2025

riders

1. Milbank Conservation Easement – Round Hill Community Church loop from Port Chester

63.0km

03:01

560m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Moderate

riders

2. New York–Connecticut Border – Byram Lake Reservoir loop from Port Chester

48.3km

02:19

530m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Moderate

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 in England and beyond.

riders

3. Titicus Reservoir South Side – Cross River Reservoir loop from Port Chester

117km

05:14

1,210m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Hard

riders

4. Round Hill Community Church – New York–Connecticut Border loop from Port Chester

34.9km

01:40

350m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Moderate

riders

5. Public Pier at Milton Harbor – Larchmont Manor Park loop from Port Chester

33.1km

01:24

190m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Easy

Get access to more routes and recommendations from other explorers.

Already have an account?

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

Other adventures around Port Chester

East Coast Greenway — An unforgettable ride along the Atlantic Seaboard

Cycling Collection by

Sue

Most popular routes around Port Chester

Hiking around Port Chester

Easy hikes around Port Chester

Cycling around Port Chester

Running Trails around Port Chester

Most popular attractions around Port Chester

Places to see

Lakes

Get inspired with the komoot mobile app

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

Join komoot Now

Explore more

Browse the best Road cycling routes in other regions.

The best road cycling routes around Port Chester

1. Milbank Conservation Easement – Round Hill Community Church loop from Port Chester

2. New York–Connecticut Border – Byram Lake Reservoir loop from Port Chester

3. Titicus Reservoir South Side – Cross River Reservoir loop from Port Chester

4. Round Hill Community Church – New York–Connecticut Border loop from Port Chester

5. Public Pier at Milton Harbor – Larchmont Manor Park loop from Port Chester

Other adventures around Port Chester

Most popular routes around Port Chester

Most popular attractions around Port Chester

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

We value your privacy ⛰️

We value your privacy ⛰️