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Ossining

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Recommended Routes in Ossining - 3

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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 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 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 Running

  • 72 Miles 116 Kilometers of Trail
  • 3 Recommended Routes
  • 7 Easy Trails Easy Trails
  • 8 Intermediate Trails Intermediate Trails
  • 2 Difficult Trails Difficult Trails
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Areas Within Ossining

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Trails in Ossining - 14

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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

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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