Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Running Trails
United States
New York
Westchester County

Port Chester

The best running trails around Port Chester

4.4

(5)

431

runners

63

runs

Jogging routes around Port Chester offer a diverse range of landscapes, from well-maintained park paths to scenic waterfront trails. The region is characterized by its proximity to the Long Island Sound and Byram River, providing picturesque views and varied terrain for runners. Numerous local parks, including Crawford Park and Brookside Playground, feature green spaces and winding trails suitable for outdoor activity. These natural features create an appealing environment for runners seeking both urban and natural settings.

Best jogging routes around…

Last updated: April 29, 2026

13

runners

#1.

Running loop from Purchase College

7.89km

00:49

60m

60m

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 a 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 59 more runs around Port Chester.

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 Port Chester

East Coast Greenway — An unforgettable ride along the Atlantic Seaboard

Hiking around Port Chester

Road Cycling Routes around Port Chester

Cycling around Port Chester

Other adventures around Port Chester

East Coast Greenway — An unforgettable ride along the Atlantic Seaboard

Cycling Collection by

Sue

Tips from the Community

Alex
February 6, 2024, Rye Boardwalk

The views from the road are stunning with expansive views of the beach and ocean beyond. Should you like to take a break you can step off the bike and onto the beach.

0

0

Natalie
December 20, 2023, Crawford Park

The road through Crawford Park runs east to west, past the historic mansion and through the beautiful park. It's a popular place to be outdoors with plenty of people joining you in exercise through hiking, running and cycling.

0

0

Felix
October 19, 2022, Playland Lake

In addition to nice views when biking there is a short hiking trail along the lake that ends here and is part of the Edith Read sanctuary

0

0

Beautiful sunsets but nice at all times of day. No parking nearby.

1

0

Felix
October 12, 2022, Crawford Park

Road goes one way from East to West

0

0

Nice place to stop with a view of Kirby tidal pond and mill.

0

0

Always nice to ride by the water!

0

0

Frequently Asked Questions

How many running routes are available in Port Chester?

There are over 60 running routes around Port Chester, offering a diverse range of options for all skill levels. These include easy paths, moderate trails, and some more challenging runs.

What kind of terrain can I expect on running trails around Port Chester?

Running routes in Port Chester feature a variety of terrain, from well-maintained park paths and boardwalks to winding trails through green spaces and wooded areas. You'll find options with scenic waterfront views along the Long Island Sound and Byram River, as well as tranquil environments around lakes and nature preserves.

Are there running routes suitable for beginners in Port Chester?

Yes, Port Chester offers several easy running routes perfect for beginners. For example, the Playland Lake – Red Mill at Kirby Tidal Pond loop from City of Rye is an easy 2.7-mile path that winds through a tranquil environment with water features and lush greenery. Many local parks also provide gentle, well-maintained paths.

What do other runners say about the trails in Port Chester?

The running routes in Port Chester are highly rated by the komoot community, with an average score of 4.3 stars from 4 reviews. Over 480 runners have explored the area, often praising the scenic waterfront views, diverse park trails, and the variety of options available for different ability levels.

Are there any scenic running paths with water views in Port Chester?

Absolutely! Port Chester's proximity to the Long Island Sound and Byram River means many routes offer beautiful water views. The Rye Boardwalk loop from City of Rye is a popular 3.5-mile trail known for its scenic waterfront vistas. Another great option is the Playland Boardwalk loop from City of Rye, which also provides lovely coastal scenery.

What natural features or landmarks can I see while running in the Port Chester area?

While running in the Port Chester area, you can encounter various natural features and landmarks. You might pass by the serene Kensico Reservoir or Playland Lake. Parks like Crawford Park and Brookside Playground offer lush greenery and winding trails. For a more immersive nature experience, consider trails near the Marshlands Conservancy or the Edith G. Read Wildlife Sanctuary, which are known for local wildlife. The Yellow Trail in Saxon Woods Park also offers breathtaking views along the Mamaroneck Reservoir.

Are there family-friendly running paths in Port Chester?

Yes, many parks in and around Port Chester offer family-friendly running paths. Places like Crawford Park and Brookside Playground have well-maintained trails suitable for all ages. The Edith G. Read Wildlife Sanctuary also features an easy 1.3-mile loop, perfect for family outings and spotting local wildlife.

Can I bring my dog on the running trails in Port Chester?

Many parks and trails in the Port Chester area are dog-friendly, though it's always best to check specific park regulations beforehand. Generally, dogs are welcome on leash in most public parks and nature preserves, allowing you to enjoy a run with your canine companion.

Are there any circular running routes in Port Chester?

Yes, many of the running routes in Port Chester are designed as loops, offering convenient circular paths. Popular options include the Crawford Park – Crawford Park loop from Village of Port Chester, a 6.3-mile trail through picturesque green space, and the Running loop from Rye, which is 3.8 miles long.

What is the best time of year for running in Port Chester?

Port Chester's moderate climate makes it suitable for outdoor activities, including running, throughout much of the year. Each season offers a unique backdrop, from vibrant spring foliage to crisp autumn air. While summer can be warm, early mornings or evenings are pleasant. Winter running is also possible, with trails often providing a serene, snow-dusted landscape.

Are there any challenging running trails for experienced runners?

While many routes are easy to moderate, some trails offer more challenge. For instance, the Crawford Park – Crawford Park loop from Village of Port Chester, at 6.3 miles with nearly 100 meters of elevation gain, provides a good workout. For those seeking more varied terrain, exploring the trails within larger preserves like Saxon Woods Park can offer a more demanding experience.

Are there running routes accessible by public transport in Port Chester?

Port Chester has public transport options, and some parks and trailheads are within walking distance of bus stops or train stations. For example, parks within Port Chester village are generally more accessible. It's advisable to check local bus routes and schedules to plan your access to specific trailheads.

Where can I find parking for running trails in Port Chester?

Most major parks and nature preserves in the Port Chester area, such as Crawford Park, Brookside Playground, and Saxon Woods Park, offer dedicated parking facilities for visitors. For routes starting in the City of Rye, parking is often available near the boardwalk or park entrances. Always check for any parking fees or restrictions before your visit.

Most popular routes around Port Chester

Easy hikes around Port Chester

Most popular attractions around Port Chester

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.

OssiningVerplanckCroton-On-HudsonCrugersPeekskillVillage of BuchananYonkersRockefeller State Park PreservePelham ManorThornwoodVillage of TarrytownNew RochellePleasantvilleHawthorneMamaroneckEastchesterSleepy HollowMontroseMount VernonMontrose Point State ForestBriarcliff ManorGreenvilleRyeBronxvilleHartsdaleTuckahoeMillwoodArmonkElmsfordValhallaPelhamBedford HillsTown/Village of HarrisonArdsleyBedfordMount KiscoScarsdaleVillage of IrvingtonKatonahWhite PlainsVillage of Dobbs FerryRye BrookScotts CornersSalt Hill State ForestChappaquaVillage of Hastings-on-HudsonLarchmontShrub OakGolden'S BridgeYorktown HeightsJefferson Valley-YorktownFairviewHeritage HillsShenorockLake MoheganCrompondDonald J. Trump State Park (French Hill Unit) (Closed)Franklin Delano Roosevelt State ParkLincolndale

Nearby adventure guides

Things to Do around Byram

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