Not meaning they will be easy but you could probably get a stroller through it.  There will be rocks and roots so all-terrain strollers with the large wheels are all I suggest.

 

Bash Bish

• Copake Falls (technically in MA)
• rocky road

Bear Mountain Zoo

• Bear Mountain
• paved
• handicap accessible

Boscobel Woodland Trail

• Location: Garrison
• wood chips, bridge crossing, narrow–do not suggest a double wide stroller

Croton Dam

• Location: Croton-on-Hudson
• gravel, paved

Croton Point Park

• Location: Croton-on-Hudson
• gravel, paved

Danner Family Preserve

• Location: Mahopac
• grassy
• only Meadow Loop

Diverting Reservoir

• Location: Brewster
• woods road, slightly rocky trail

Downing Park

• Yorktown
• grass, trail, gravel, paved, one small steep section, narrow entrances

Edward Ryan Memorial Park

• Kent
• wood chips

FDR State Park

• Location: Yorktown
• paved road

Hearthstone Castle

• Location: Danbury, CT
• paved, gravel road, may have to lift over the gate

Indian Brook Falls

• Location: Garrison
• gravel road, gate to squeeze between, can’t take all the way

Madam Brett Park

• Location: Beacon
• gravel road, boardwalk
• don’t do the red trail or go past the waterfall view point

Nimhan Fire Tower

• Location: Kent
• gravel road, may have to lift over the gate

Peach Lake Natural Area – Handicap Accessible Trail

• Brewster
• gravel
• handicap accessible

Sal J Prezioso Mountain Lakes Park

• South Salem
• gravel, may have to lift over the gate

Rockefeller State Park Preserve

• Sleepy Hollow
• gravel carriage road, one very wet area

Saunders Farm

• Location: Garrison
• farm field (ankle high grass or higher), one stone wall crossing, watch for cow patties

Stamford Museum and Nature Center

• Stamford, CT
• paved, boardwalk

Tom’s Path at Green Chimneys

• Brewster
• paved, gravel, wood chips, grass

West Point Foundry

• Cold Spring
• gravel, dirt, metal grating
• handicap accessible only

 

Any of the Accessible Trails

And of course the bike path in Putnam and Westchester