| Putnam Trailway [EST] [cycling] | 12.2 mi | 566 ft | 439 ft | 9979612 |
| Putnam County Trailway - hiking | 12.2 mi | 566 ft | 439 ft | 14543486 |
| Putnam County Trailway - cycling | 12.2 mi | 566 ft | 439 ft | 14037037 |
| Hudson Valley Greenway Trail (Mahopac to Brewster) | 8.3 mi | 476 ft | 278 ft | 14533331 |
| Moneyhole Mountain Trail | 4.0 mi | 474 ft | 730 ft | 16016706 |
| Washburn Trail | 3.7 mi | 1,386 ft | 850 ft | 5622148 |
| Highlands Trail | 3.6 mi | 699 ft | 474 ft | 12149196 |
| Yellow Trail | 2.8 mi | 464 ft | 388 ft | 12149198 |
| Cornish Trail | 2.5 mi | 1,034 ft | 19 ft | 5622235 |
| Charcoal Burners Trail | 2.3 mi | 295 ft | 413 ft | 16016711 |
| Oscawana Ridge Trail | 1.9 mi | 390 ft | 347 ft | 16016704 |
| Clove Creek Trail | 1.5 mi | 88 ft | 175 ft | 16016709 |
| Diverting Reservoir Trail | 1.5 mi | 0 ft | 18 ft | 13253190 |
| Candlewood Hill Trail | 1.0 mi | 521 ft | 245 ft | 16016713 |
| Carriage Connector | 0.9 mi | 154 ft | 42 ft | 7745572 |
| Wiccopee Trail | 0.9 mi | 138 ft | 36 ft | 16016698 |
| Hudson Valley Greenway Trail (Brewster Village) | 0.8 mi | 33 ft | 73 ft | 14533253 |
| Yellow Trail | 0.7 mi | 122 ft | 133 ft | 18756702 |
| Old Mine Railroad Trail | 0.7 mi | 76 ft | 99 ft | 16016705 |
| Glenclyffe Loop | 0.7 mi | 21 ft | 126 ft | 19930818 |
| Chimney Top Trail | 0.6 mi | 98 ft | 38 ft | 16016710 |
| North Redoubt Trail | 0.5 mi | 0 ft | 312 ft | 7747085 |
| Bare Hill | 0.5 mi | 68 ft | 173 ft | 12149197 |
| Blue Trail | 0.4 mi | 0 ft | 114 ft | 5622353 |
| Shrubland Loop | 0.4 mi | 49 ft | 18 ft | 18605921 |
| Undercliff Bypass Trail | 0.3 mi | 159 ft | 180 ft | 19809929 |
| North Spillway Trail | 0.3 mi | 0 ft | 97 ft | 12149195 |
| Cornish Connector Trail | 0.1 mi | 0 ft | 23 ft | 20138402 |
| Castle Rock Trail | 0.1 mi | 0 ft | 20 ft | 19927506 |
| South Spillway Trail | 0.1 mi | 50 ft | 0 ft | 12149193 |
| Breakneck Ridge Trail | 0.0 mi | 23 ft | 18 ft | 5622171 |
| Red Trail (Little Stony Point) | -0.0 mi | 22 ft | 31 ft | 20360954 |
| School Mountain Trail | -0.0 mi | 452 ft | 194 ft | 12612912 |
| Maybrook Trailway (Putnam Trailway - CT Border) | -0.0 mi | 18 ft | 168 ft | 16664232 |
| blue | -0.0 mi | 408 ft | 346 ft | 18756686 |
| Maybrook Trailway (Putnam Trailway - CT Border) | -0.0 mi | 18 ft | 168 ft | 11370193 |