Hiking Project Logo

Ossining

Zoom in to see details
Map Key

Recommended Routes in Ossining - 3

Hiking Project is built by hikers like you. Add Your Recommended Routes

Favorite Boggy pond with lots of damsel flies.
Intermediate

Pocantico Park Loop

0.9 mi 1.5 km 180' Up 54.73 m Up 180' Down 54.73 m Down

Briarcl…, NY
Favorite No Photos
Easy

Old Croton Aqueduct - Dam to Briarcliff

15.0 mi 24.1 km 342' Up 104.12 m Up 342' Down 104.13 m Down

Croton-…, NY
Favorite My favorite bit of the Lakeside Trail
Intermediate

Teatown Lake Cliffdale Farm Double Loop

6.2 mi 10.0 km 519' Up 158.14 m Up 504' Down 153.67 m Down

Croton-…, NY

Ossining Hiking

  • 72 Miles 116 Kilometers of Trail
  • 3 Recommended Routes
  • 7 Easy Trails Easy Trails
  • 8 Intermediate Trails Intermediate Trails
  • 2 Difficult Trails Difficult Trails
Hiking Project is built by hikers like you. Share what you know about this area!

Areas Within Ossining

Weather Averages


High
 
Low
 
Precip
 
Days w/
 
J F M A M J J A S O N D

Trails in Ossining - 14

Hiking Project is built by hikers like you. Add Your Trails

1.9 mi 3.1 km #1North County Trailway: Law Park South to Route 117
Intermediate
Briarcliff Manor, NY
Intermediate
Briarcliff Manor, NY
3.6 mi 5.8 km #2North-South County Trailway: New Castle Section: Route 117 to…
Easy
Pleasantville, NY
Easy
Pleasantville, NY
0.4 mi 0.6 km #3Law Memorial Park Walking Path
Easy
Briarcliff Manor, NY
Easy
Briarcliff Manor, NY
0.3 mi 0.5 km #4Richard Wishnie Park Walking Path
Easy
Ossining, NY
Easy
Ossining, NY
6.6 mi 10.6 km #5Teatown-Kitchawan Trail (TKT)
Intermediate/Difficult
Yorktown Heights, NY
Intermediate/Difficult
Yorktown Heights, NY
0.9 mi 1.5 km #6Kate Kennard Trail
Intermediate
Briarcliff Manor, NY
Intermediate
Briarcliff Manor, NY
2.3 mi 3.7 km #7North County Trailway: Law Park North to North State Road/Rte.…
Intermediate
Briarcliff Manor, NY
Intermediate
Briarcliff Manor, NY
0.4 mi 0.6 km #8Yellow Trail
Difficult
Briarcliff Manor, NY
Difficult
Briarcliff Manor, NY
27.0 mi 43.5 km #9Old Croton Aqueduct Trail
Easy/Intermediate
Croton-on-Hudson, NY
Easy/Intermediate
Croton-on-Hudson, NY
1.8 mi 2.9 km #10Lucy's Loop
Easy/Intermediate
Pleasantville, NY
Easy/Intermediate
Pleasantville, NY
0.6 mi 0.9 km #11Red Trail
Difficult
Briarcliff Manor, NY
Difficult
Briarcliff Manor, NY
1.7 mi 2.8 km #12Cliffdale Loop
Intermediate
Croton-on-Hudson, NY
Intermediate
Croton-on-Hudson, NY
1.6 mi 2.7 km #13Lakeside Loop
Easy
Croton-on-Hudson, NY
Easy
Croton-on-Hudson, NY
1.1 mi 1.8 km #14Cliffdale-Teatown Trail
Intermediate
Croton-on-Hudson, NY
Intermediate
Croton-on-Hudson, NY

Photos of Ossining - 45

Hiking Project is built by hikers like you. Add Your Photos

Croton Dam spillway from Croton Point Park
Feb 1, 2019 near Croton-…, NY
Teatown Lake Boardwalk
Aug 16, 2020 near Croton-…, NY
My favorite bit of the Lakeside Trail
Aug 15, 2020 near Croton-…, NY
ADA Accessible Ramp - Law Park Walking Path
Sep 23, 2019 near Briarcl…, NY
Old Farm Field
Aug 16, 2020 near Croton-…, NY
Law Park Pond in the summer
Sep 23, 2019 near Briarcl…, NY
Waterfall in Teatown towards the end of the trail.
May 21, 2019 near Croton-…, NY
Croton Dam
Feb 1, 2019 near Croton-…, NY