Looking for the best trails around Stamford?

Explore the best rated trails in Stamford, CT, whether you're looking for an easy walking trail or a bike trail like the Walkway Over The Hudson and Marcus J. Molinaro Northside Line . With more than 91 trails covering 584 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Parks to Ports Greenway Trail

unpleasant

May, 2024 by pvdx6j56f6

Right along a busy 6 lane road where people seem to race between stoplights and show off their sub par modified exhaust systems. Bring your earplugs.

Farmington Canal Heritage Trail

Farmington/Heritage

May, 2024 by blujeepin76

Over run with cyclists. Many very inconsiderate. They don’t ring their bell until right behind you. Should be a biking speed limit. Many older people can’t move out of the way when there are pairs of cyclists that stay side by side. Extremely inconsiderate. Not all but too many are.

North Shore Rail Trail

Fairly flat

May, 2024 by z4g9gshqpr

Only two things keeping this from being a 5 star are the numerous road crossings and the fact that the trail is under power lines. Best in the area.

Accordion

Bronx River Greenway

Almost perfect for cyclist

May, 2024 by toddwrobinson_tl

We started in Bronxville and the beginning of the trail was a bit "annoying" with a bunch of people walking. We weren't sure if we would enjoy this trail...boy did that change. The trail to Kensico Dam was full of surprises, the good kind. A bunch of twist and turns with some fun hills. We'll be going back! We grabbed some sandwiches in Bronxville (Lange's Delicatessen) after our ride before heading home. A perfect day, 24 miles roundtrip.

Pequonnock River Trail

outstanding!

May, 2024 by iemontejo

Make sure to understand the trail entry points!

Litchfield Community Greenway

Great Trail!

April, 2024 by edupont88

Great trail through White Memorial Wildlife Preserve. Bantam section not complete yet, but still worth an out-and-back ride. Lunch in Litchfield, ice cream in Bantam.

William R. Steinhaus Dutchess Rail Trail

One of the best trails on the Empire State Trail system

April, 2024 by robert.richter89

I rode the entirety of the Steinhaus Trail starting at Hopewell Junction and riding over the Walkway over the Hudson. On a very windy early April Sunday the trail was lightly used and everyone was very polite and practiced great trail etiquette including very attentive drivers at road intersections.

The trail itself is fairly wide, is well marked with mile markers counting up or down from Hopewell Junction depending on which way you are going and is in immaculate shape. I don't even recall a single bump, pothole or crack on the asphalt. The scenery is a mix of light residential, some commercial, a nice lake near Hopewell Junction and a good amount of tree cover.

I appreciate how easy it was to connect to the Hudson Valley Rail Trail via the Walkway over the Hudson which added to my ride.

South County Trailway

great walk

March, 2024 by n2fy7f6jsc

I work the trail on NYE great walk what I recommend some great walking running sneakers great views burned a lot of calories planning to do it again when Late Spring Summer arrives

John Kieran Nature Trail

wrong picture! Unpaved nature trail through urban forest

March, 2024 by vbergerg_tl

Perfectly nice for what and where it is. We walk it often and kids experience it as an exploration. But FYI the picture here has nothing to do with either this trail or Van Cortlandt Park. The picture is of the building and small water park in Tibbett’s Brook Park a couple of miles north.

Old Erie Path

Hidden Gem - caution in Sparkill

February, 2024 by jeffrey.r.schmoyer

Old Erie is a unique and lovely gravel path distinct from the Clarke and Esposito paved trails. Easy to miss but very worthwhile IF you have the right bike. Somewhat chunky gravel and a few ruts so recommend at least 38mm tires. In exchange for bumps you get forest, nice elevation changes, beautiful views of the river, and a direct path connect to both downtown Nyack (shops, eats) and the new Mario Cuomo bridge path. But VERY important: the start of trail in Sparkill is a very dangerous 5-way intersection with blind spots... DISMOUNT here, wait, listen, walk it across.

Shore Parkway Greenway

Shovel & Ropes needed

January, 2024 by garyemccusker

Total Mess Do not waste Your Time

Ocean Parkway Coastal Greenway

Nice and long bike path

December, 2023 by kzhang20000

During the summer, there are more than 2 stops along the way you can buy drinks and food.

27 mile total. On my way back, I was riding against the wind, so tired......

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.