Middletown Trails and Maps

1411 Reviews



Looking for the best trails around Middletown?

Explore the best rated trails in Middletown, NY, whether you're looking for an easy walking trail or a bike trail like the Hudson River Brickyard Trail and Walkway Over The Hudson . With more than 84 trails covering 598 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

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.

Wharton Rail-Trail (part of Patriots' Path)

looked good

April, 2024 by bc27b4z4qh

It looked good but there was no way to park and use the trail. ¿

Sussex Branch Trail

love this trail

April, 2024 by bc27b4z4qh

A week or two ago my husband and I went on this trail at the Lafayette end of the trail. We had a great time. Him pushing me in my wheelchair then I would get out and walk some. It was amazing!!!!!!

Accordion

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!

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.

Hamburg Mountain Wildlife Management Area

Amazing 3 mile rugged old rail trail ¿,you need a MTN bike ¿ and there's a washout half way down ¿ but it's beautiful ¿

February, 2024 by petemcgill6969

Amazing 3 mile rugged old rail trail ¿,you need a MTN bike ¿ and there's a washout half way down ¿ but it's beautiful ¿

Loantaka Brook Reservation Trail

Nice but icy

February, 2024 by hrowan1029

We went to this trail, beginning right next to Seaton Hackney Stable, because we knew it had a paved path and we had a lot of snow. We didn't know the trail would be covered with ice and snow and after a very short walk we decided it would be wise to turn around before one of us fell. We intent to go back when the weather gets warmer because it's a beautiful park and trail.

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.

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Accordion

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