Poughkeepsie Trails and Maps

1107 Reviews



Looking for the best trails around Poughkeepsie?

Explore the best rated trails in Poughkeepsie, NY, whether you're looking for an easy walking trail or a bike trail like the Tannersville Bike Path (Huckleberry Multi-Use Trail) and Hudson River Brickyard Trail . With more than 67 trails covering 477 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

Harlem Valley Rail Trail

Harlem River Trail

May, 2024 by johnecarl

This is a great trail. Great scenery and well paved. The northern part is partially under repair and new pavement so you have may to go to a starting point a little further south

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!

Accordion

Harlem Valley Rail Trail

Perfection in imperfection

May, 2024 by john9mcnulty

Several sections of the trail are currently closed between Copake and Millerton. Although I wouldn't recommend them to everyone, I considered them very rideable or walkable. I'd probably start a few stops down next time, but only to avoid rerouting if they were actually doing maintenance and wouldn't let me pass though. When I wasn't considering alternative routes I was overtaken by the scenery between Copake and Milerton. The wildlife and landscapes were seldom disappointing, but the countless bugs were distracting. Milerton to Wassaic was underwhelming if you've drove along 22 before. Strangely, it was in worse condition than the closed sections. Scattered frost heaves sent cyclist darting around the trail or shot out of their saddle and skateboards trying to break their fall. Knowing this made it easier on the way back, but also way slower.

Cannot say this enough. I rode into more bugs in 4h on this trail than I have in over 4000 miles anywhere else.

TLDR:
This trail is currently "closed" for several miles. The trail is full of stunning scenery, bumps, and bugs. Well worth visiting, but keep expectations in check. Would give 3.75 if it was an option.

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.

Hudson Valley Rail Trail

A change in scenery

April, 2024 by robert.richter89

I rode both the William Stienhaus trail and the Hudson Valley Trail on a very windy early April Sunday. In comparison to the Stienhaus trail the Hudson Valley Trail is not as well marked but is also wide and in great condition like the Stienhaus trail. The Hudson Trail is overall more consistently scenic with less residential and commercial areas until you get to the end which runs right next to RT 9.

There are a few options to take a path of the trail to go into Highland which offers a few places to eat. My only complaint is that there is that there is no clear signage that the Hudson Valley Trail ended so I rode about a mile adjacent to RT 9 before realizing that the Hudson Valley trail technically ended at a small parking lot.

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.

Mamakating Rail Trail

Beautiful and well maintained

March, 2024 by jkmitch23

Lovely trail

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

O&W Rail Trail (Ulster County)

10 m paved at Kingston end?

March, 2024 by vbergerg_tl

TrailLink is not updated and someone should confirm but a visiting cyclist on the user-run Facebook Rail to Trails site just posted that he rode 10 paved miles at the Kingston end!

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.

William R. Steinhaus Dutchess Rail Trail

William R. Steinhaus Dutchess Rail Trail

November, 2023 by thejake91739

After starting in New Paltz on the Hudson Valley Rail Trail and then crossing the Walkway Over The Hudson, I continued on to the Dutchess Rail Trail. I only went a few miles before turning around and heading back to New Paltz for a 21 mile ride.

The portion I rode is for the most part heavily forested, so if you like colorful trees in the fall or shade in the summer you'll love this. The trail is easy to ride, in amazing condition, and on a weekday morning in mid October lightly used. I especially appreciated the use of wood fencing in many spots which was the perfect architectural touch for this trail. Another highlight was Morgan Lake with its lovely swans and colorful trees reflecting upon the water.

I wish I would have had the time to venture further into the beautiful rural areas, but time was of the essence. I guess I have a reason to return and do the full length next time!

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Accordion

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