Port Chester, NY Snowmobiling Trails and Maps

1131 Reviews

Looking for the best Snowmobiling trails around Port Chester?

Find the top rated snowmobiling trails in Port Chester, whether you're looking for an easy short snowmobiling trail or a long snowmobiling trail, you'll find what you're looking for. Click on a snowmobiling trail below to find trail descriptions, trail maps, photos, and reviews.

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Recent Trail Reviews

West Hudson Park Path

Great multi use park

December, 2019 by niwrad001

Fun park for walks. Has fountain and ducks and paved trails for walking biking or running

William R. Steinhaus Dutchess Rail Trail

Walk on Sunday

November, 2019 by rose.burrus

Great trail for biking and just walking. So nicely maintained!

Setauket-Port Jefferson Station Greenway Trail

Very well maintained trail

November, 2019 by rickschmidt0325

Plenty of curves and turns not to mention hills. Visiting from Florida and fairly new to cycling so the hills were a good challenge! Most of the street crossings have detectors that automatically stop traffic. Good signage for approaching hills. Pavement in excellent condition.

Accordion

Jones Beach Boardwalk

Jones Beach Trail Extension

November, 2019 by fboynj

The trail along the boardwalk has been extended west by an asphalt path to the west end and to the nature preserve.

Setauket-Port Jefferson Station Greenway Trail

great walk with the pup

November, 2019 by dewhite27

Perfect walk for our standard poodle. Just the right length. Friendly people . A few hills

Heritage Trail (NY)

great trail

October, 2019 by dirtp1

I have biked about two-thirds of this trail, and it's great. There are several access points, and many places where you can exit the trail to ride on local roads.

Heritage Trail (NY)

Goshen Section Disjointed

October, 2019 by strategy

I parked at the westernmost parking area and rode west. Nothing much to see (other than the Orange County prison) and fairly populated on a Monday.

I then rode East towards Goshen. Just before the town, a resident has put up several "No Trespassing; Private Property" signs and the trail is no more although the map shows it jagging left and coming back into town.

What you have to do is ignore the signs for about 10 yards and make a u-turn onto a road that leads up to West Main Street. Take that through town to North Church and then to St. James. You'll find the rest of the trail headed to Harriman.

The trail is excellent and well-maintained. I only went as far as Chester. That will be my starting point next time. From Goshen to Chester there were a lot of walkers and dog-walkers -- all extremely polite and practicing trail etiquette. It's a little too tame and populated for my taste, but I am guessing as you go further east, it is less so.

I will be returning.

Heritage Trail (NY)

Fall spectacular

October, 2019 by michaelberlin66

My wife, dog and I ride the trail nearly every day. The Hartley road entrance is a bit tricky but once you figure out how to get to in its a piece of cake. Hint...when you get into Goshen and get to the end of the first part of the trail follow the dirt path to the fence, there is a gate, be courteous and shut it behind you and ride thru the development and you will be in connect with railroad ave and see the connection for the rest of the trail. Enjoy!!!

Putnam Trailway

Pretty

October, 2019 by waxnwally

Beautiful in fall, but a workout going from Brewster. A few major hills.

Farmington Canal Heritage Trail

Fall Colors

October, 2019 by SPanny

Enjoyed a ride from Simsbury past the Mass line and back. As always, well maintained, a few frost heaves here and there but nothing major. As we were riding we noticed some trail widening in progress in Simsbury/Granby. The area across the Mass line is very well maintained and passes some fields and a nice golf course. Thoroughly enjoyable!

Henry Hudson Trail

rpc

September, 2019 by rjcastronuova

Been on this trail many times! Will return!
Some sections are worse than others with tree roots under the pavement, signs are not located thru Matawan, (train station, etc.) need clean bathrooms along the route.
Recommend!
Beautiful scenery. (some points you can see NY!)

Ocean Parkway Trail

Poorly maintained asfalt

September, 2019 by sosna101

Only acceptable for the large wheels bikes. Can not enjoy rollerblading or a ride on a smaller bikes.

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Accordion

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