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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

  • 39 Miles 63 Kilometers of Trail
  • 3 Recommended Routes
  • 5 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 - 12

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27.8 mi 44.7 km #1Old Croton Aqueduct Trail
Easy/Intermediate
Croton-on-Hudson, NY
Easy/Intermediate
Croton-on-Hudson, NY
0.4 mi 0.6 km #2Law Memorial Park Walking Path
Easy
Briarcliff Manor, NY
Easy
Briarcliff Manor, NY
0.9 mi 1.5 km #3Kate Kennard Trail
Intermediate
Briarcliff Manor, NY
Intermediate
Briarcliff Manor, NY
0.6 mi 0.9 km #4Red Trail
Difficult
Briarcliff Manor, NY
Difficult
Briarcliff Manor, NY
0.4 mi 0.6 km #5Yellow Trail
Difficult
Briarcliff Manor, NY
Difficult
Briarcliff Manor, NY
0.3 mi 0.5 km #6Richard Wishnie Park Walking Path
Easy
Ossining, NY
Easy
Ossining, NY
1.9 mi 3.1 km #7North County Trailway: Law Park South to Route 117
Intermediate
Briarcliff Manor, NY
Intermediate
Briarcliff Manor, NY
2.3 mi 3.7 km #8North County Trailway: Law Park North to North State Road/Rte.…
Intermediate
Briarcliff Manor, NY
Intermediate
Briarcliff Manor, NY
1.1 mi 1.8 km #9Cliffdale-Teatown Trail
Intermediate
Croton-on-Hudson, NY
Intermediate
Croton-on-Hudson, NY
1.7 mi 2.8 km #10Cliffdale Loop
Intermediate
Croton-on-Hudson, NY
Intermediate
Croton-on-Hudson, NY
1.6 mi 2.7 km #11Lakeside Loop
Easy
Croton-on-Hudson, NY
Easy
Croton-on-Hudson, NY

Photos of Ossining - 45

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