- Location: Garrison
- Distance: 2.02 miles
- Skill Level: moderate to difficult
- Type of Hike: out-and-back
- Wow Factor: the view from the top
- Location: Pound Ridge
- Distance: 2 miles
- Skill Level: easy to moderate
- Type of Hike: lollipop
- Wow Factor: better than being inside
- Location: North Salem
- Distance: 1.25 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: better than being inside
- Location: Mt. Kisco
- Distance: 3 miles
- Skill Level: moderate
- Type of Hike: loop
- Wow Factor: bird of prey viewing platform
- Location: Pound Ridge
- Distance: 1 mile
- Skill Level: easy
- Type of Hike: barbell
- Wow Factor: pretty pine grove
- Location: Mt. Kisco
- Distance: 1.5 miles
- Skill Level: easy
- Type of Hike: partial loop
- Wow Factor: nice workout
- Location: Pound Ridge
- Distance: 1.25 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: nice up and down cardio workout
- Location: White Plains
- Distance: 2.87 miles, option for less
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: awesome climbs up the quarry
- Location: Ossining
- Distance: 1 mile
- Skill Level: easy
- Type of Hike: lollipop
- Wow Factor: view of the Hudson
- Location: Croton-on-Hudson
- Distance: .75 mile
- Skill Level: easy, good for little walkers
- Type of Hike: loop
- Wow Factor: pretty
- Location: Croton-on-Hudson
- Distance: 1.25, option for more
- Skill Level: easy, good for little walkers, stroller accessible
- Type of Hike: out-and-back
- Wow Factor: views of the dam
- Location: Croton-on-Hudson
- Distance: 2 miles
- Skill Level: easy, good for little walkers
- Type of Hike: loop
- Wow Factor: views of the Hudson
- Location: Mahopac/Yorktown
- Distance: .9 mile
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: view of the valley
- Location: Peekskill
- Distance: 2 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: ends in a playground
- Location: Yorktown
- Distance: 1.8 miles
- Skill Level: easy, good for little walkers and strollers
- Type of Hike: loop
- Wow Factor: ends in a playground
- Location: Yorktown
- Distance: 2 miles
- Skill Level: easy, stroller and little walker friendly
- Type of
HikeWalk: loop - Wow Factor: stroller friendly, paved walk that ends in a playground
Franklin-Fels Nature Sanctuary
- Location: North Salem
- Distance: 2 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: cool rock formation
- Location: Chappaqua
- Distance: 1.5 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: ends at a playground
- Location: Croton-on-Hudson
- Distance: 1.25 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: stone platform
- Location: Pound Ridge
- Distance: 1.5 miles
- Skill Level: easy
- Type of Hike: partial loops
- Wow Factor: 6′ waterfall, stream crossings
Halmi, Hearst-Mead, O’Donnohue Preserves
- Location: North Salem
- Distance: 4 miles
- Elevation Gain: 450′
- Type of Hike: lollipop
- Wow Factor: great workout with a baby on your back
- Location: Yorktown Heights
- Distance: .8 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: the field at the end in summer looks like fairies could live there
- Location: Yorktown Heights
- Distance: .8 mile
- Skill Level: easy
- Type of Hike: lollipop
- Wow Factor: old stone chimney, views of the ravine
- Location: Yorktown
- Distance: 2 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: ends at the farm
- Location: Bedford
- Distance: 1.75 miles, option for more or less
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: historical value and discovery centers
- Location: Katonah
- Distance: 1 mile
- Skill Level: easy
- Type of Hike: barbell
- Wow Factor: the Veterans Walk
- Location: Mount Kisco
- Distance: 1.25 miles, option for more
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: ends at a playground
- Location: Lewisboro
- Distance: 3.5 miles
- Skill Level: moderate to difficult
- Type of Hike: lollipop
- Wow Factor: views of a horse farm
- Location: Waccabuc
- Distance: 1.25 miles
- Skill Level: easy
- Type of Hike: lollipop
- Wow Factor: views of the lake
- Location: Mt Kisco
- Distance: 1.8 miles, option for less
- Skill Level: easy to moderate
- Type of Hike: barbell
- Wow Factor: amphitheatre
- Location: Croton-on-Hudson
- Distance: 1.75 miles
- Skill Level: easy
- Type of Hike: lollipop
- Wow Factor: interesting ruins
- Location: Mt. Kisco
- Distance: 1.5 miles
- Skill Level: easy to moderate
- Type of Hike: loop
- Wow Factor: interesting old mansion to check out
- Location: Bedford
- Distance: 4.25 miles
- Skill Level: moderate
- Type of Hike: out-and-back
- Wow Factor: 40′ waterfall, quarry
- Location: Pound Ridge
- Distance: 1 mile
- Skill Level: easy, good for little walkers
- Type of Hike: lollipop
- Wow Factor: huge white oak
- Location: Katonah
- Distance: 2.5 miles, option for more or less
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: ends with a farm
- Location: Ardsley
- Distance: 1 mile. option for more
- Skill Level: easy
- Type of Hike: out-and-back
- Wow Factor: 15′ waterfall
- Location: South Salem
- Distance: 2.1 miles, option for less
- Skill Level: easy
- Type of Hike: barbell
- Wow Factor: ends at a playground
- Location: Chappaqua
- Distance: .5 mile
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: quarter mile long boardwalk
Sal J Prezioso Mountain Lakes Park
- Location: South Salem
- Distance: 1 mile
- Skill Level: easy, good for little walkers
- Type of Hike: out-and-back
- Wow Factor: view point
- Location: Chappaqua
- Distance: 2 miles
- Skill Level: easy
- Type of Hike: partial loops
- Wow Factor: swamp is pretty in the spring, arboretum in bloom in summer
Rockefeller State Park Preserve
- Location: Sleepy Hollow
- Distance: 2 miles
- Skill Level: easy, good for little walkers and stroller
- Type of Hike: loop
- Wow Factor: view of the lake
Sheldrake Environmental Center
- Location: Larchmont
- Distance: 1 mile, option for more
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: two dams
St. Matthew’s Church Woodlands
- Location: Bedford
- Distance: .5 mile, option for more
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: Chapel-in-the-woods
Teatown Lake Reservation – Lake Loop
- Location: Ossining
- Distance: 1.6 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: long boardwalk on the lake
Ward Pound Ridge Reservation Orange Trail
- Location: Pound Ridge
- Distance: 1.6 miles
- Skill Level: easy, good for little walkers
- Type of Hike: loop
- Wow Factor: nature center, playground
Ward Pound Ridge Reservation Fox Hill Trail
- Location: Pound Ridge
- Distance: 1.7 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: ends in a playground, pass nature center
- Location: Yorktown
- Distance: 1.5 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: pedestrian bridge over the Taconic
- Location: Pound Ridge
- Distance: 2.5 miles
- Skill Level: easy
- Type of Hike: loop
- Wow Factor: interesting rock formations