New York · Hiking · Near New Windsor

Dark Hollow Trail

Dark Hollow TrailPhoto: PunkToad, CC BY 2.0 (via Flickr)
1.5 mi
one way
1,121 ft
climb
1,591 ft
high point
Point to point
route
Apr–Oct
best months

Dark Hollow Trail is a moderate hike in New York, about 0.8 miles from the town of Mountainville. The route is a point-to-point trail of roughly 1.5 miles, with a total elevation gain of 1,121 feet from a starting point around 522 feet to a high of about 1,591 feet. The climb is steady, and the steepest stretch comes at about 0.37 miles in, where the grade reaches 21 percent. Late spring and early fall are the most comfortable times to go. Typical averages from a nearby weather station at West Point put May highs around 72°F and September highs around 76°F, while July averages about 85°F. That station sits well below the trail, so temperatures on the higher ground run cooler. Meadow Loop is the closest nearby hike, about 0.6 miles away, and Barton Swamp Trail and Sweet Clover Trail are each about 1.1 miles off. For paddling, Moodna Creek is about 2.1 miles away.

Around this trail

Add any of these when you start a trip
  • Sleep close

    Tiorati Plateau

    Campground

    Campground · 8.6 mi from the trail
  • Eat after

    Subway

    Fast food

    On your way back · 4 mi · Open after 6
  • If it rainsDoug Kerr from Albany, NY, United States, CC BY-SA 2.0 · Wikimedia Commons

    Storm King Art Center

    Museum

    On your way back · 2 mi

    Open-air museum and sculpture park located in Mountainville, New York

Places © OpenStreetMap contributors · Photos: Doug Kerr from Albany, NY, United States, CC BY-SA 2.0 (commons)

More in New Windsor

Local outfitters

Not on Roamze yet. Their page has how to reach them.

  • Best time to go · Apr–Oct

    Best time to visit Dark Hollow Trail

    Best months: April–October. Best months have typical highs of 55–85 °F, lows of 30 °F or warmer (32 °F where the station doesn't record snow), at most one snowy day and no more than 12 wet days.

    1. Jan

      36° / 21°

      10 wet · 3 snow

    2. Feb

      39° / 22°

      8 wet · 3 snow

    3. Mar

      47° / 30°

      10 wet · 2 snow

    4. Apr

      60° / 41°

      10 wet

    5. May

      72° / 51°

      12 wet

    6. Jun

      80° / 60°

      11 wet

    7. Jul

      85° / 65°

      10 wet

    8. Aug

      83° / 64°

      9 wet

    9. Sep

      76° / 57°

      8 wet

    10. Oct

      63° / 46°

      10 wet

    11. Nov

      51° / 36°

      9 wet

    12. Dec

      41° / 27°

      10 wet · 2 snow

    Typical high / low (°F) and days with rain or snow, 1991–2020. Measured at West Point, NY, 6.9 mi away at 320 ft. The station sits about 1,300 ft lower than this place, so expect it a little cooler here. Source: NOAA NCEI U.S. Climate Normals 1991–2020.

Keep exploring — more trails worth the drive

Meadow LoopPhoto: PunkToad, CC BY 2.0 (via Flickr)

Meadow Loop

Next door

1.77-mile loop trail in New York with 227 ft gain and 265 ft loss.

Sweet Clover TrailPhoto: Alex Bellink from Westchester County, New York, CC BY 2.0 (via Wikimedia Commons)

Sweet Clover Trail

~2 min drive

1.80-mile point-to-point trail in New York with 503 ft gain and 1,464 ft loss.

HIKE

Long Path - Section 7

~4 min drive

10.77-mile point-to-point section of the Long Path in New York with 1,730 ft gain.

HIKE

Timp Torne Trail

~12 min drive

Scenic ridgeline point-to-point hike with Hudson Valley views.

Barton Swamp TrailPhoto: Alex Bellink from Westchester County, New York, CC BY 2.0 (via Wikimedia Commons)

Barton Swamp Trail

~2 min drive

1.94-mile point-to-point trail in New York with 474 ft elevation gain.

Howell TrailPhoto: New York Public Library, No restrictions (via Wikimedia Commons)

Howell Trail

~9 min drive

Howell Trail is a 3.41-mile point-to-point trail in New York with 2,288 ft of elevation gain.

Trestle TrailPhoto: Original uploader was User:Daniel Case at en.wikipedia, CC BY-SA 3.0 (via Wikimedia Commons)

Trestle Trail

~3 min drive

Short point-to-point trail perfect for a quick New York hiking adventure.

Popolopen Gorge TrailPhoto: Schezar, CC BY 2.0 (via Flickr)

Popolopen Gorge Trail

~10 min drive

Point-to-point gorge hike through rocky terrain and stream crossings.

Otterkill TrailPhoto: Alex Bellink from Westchester County, New York, CC BY 2.0 (via Wikimedia Commons)

Otterkill Trail

~3 min drive

A scenic point-to-point creek walk through New York woodland.

Anthony Wayne TrailPhoto: Schezar, CC BY 2.0 (via Flickr)

Anthony Wayne Trail

~11 min drive

A short point-to-point trail perfect for a quick New York hike.

Map and trail data © OpenStreetMap contributors