| Devil's Path | 22.5 mi | 8,532 ft | 8,720 ft | 5461814 |
| Pine Hill - West Branch Trail | 13.7 mi | 3,560 ft | 3,790 ft | 17350848 |
| Ashokan Rail Trail | 11.5 mi | 146 ft | 93 ft | 10316578 |
| Sundown - Vernooy Kill Loop | 10.5 mi | 1,372 ft | 1,357 ft | 19397825 |
| Warner Creek Trail | 10.1 mi | 3,548 ft | 2,484 ft | 5463773 |
| Phoenicia - East Branch Trail | 9.6 mi | 2,107 ft | 2,849 ft | 6186794 |
| Sundown - Denman Mountain Trail | 9.1 mi | 718 ft | 1,898 ft | 19397839 |
| Wittenberg - Cornell - Slide Trail | 8.3 mi | 2,275 ft | 3,734 ft | 6186795 |
| Mount Pleasant - Romer Mountain Trail | 8.1 mi | 2,773 ft | 863 ft | 13294027 |
| Quick Lake Trail | 7.1 mi | 882 ft | 1,014 ft | 16382709 |
| Black Dome Range Trail | 7.0 mi | 2,836 ft | 2,196 ft | 3974032 |
| Giant Ledge - Panther - Fox Hollow Trail | 6.9 mi | 2,876 ft | 1,486 ft | 6343079 |
| Mongaup - Hardenburgh Trail | 6.7 mi | 1,956 ft | 1,907 ft | 19472577 |
| Mongaup - Hardenburgh Trail | 6.7 mi | 1,956 ft | 1,907 ft | 16400686 |
| Campbell Mountain Trail | 6.1 mi | 1,616 ft | 1,513 ft | 10021279 |
| Neversink - Hardenbaugh Trail | 5.6 mi | 637 ft | 683 ft | 19472608 |
| Mink Hollow Trail | 4.9 mi | 1,463 ft | 892 ft | 5463775 |
| Overlook Trail | 4.6 mi | 194 ft | 1,291 ft | 6196955 |
| Pelnor Hollow Trail | 4.3 mi | 947 ft | 1,062 ft | 10021282 |
| Hog Hollow Trail | 3.7 mi | 335 ft | 523 ft | 10021278 |
| Spruceton Trail | 3.6 mi | 18 ft | 1,930 ft | 5463782 |
| Big Rock Trail | 3.3 mi | 721 ft | 715 ft | 19472578 |
| Flynn Trail | 3.2 mi | 150 ft | 743 ft | 16382708 |
| Mongaup - Willowemoc Trail | 3.1 mi | 427 ft | 669 ft | 19472574 |
| Phoenicia Trail | 3.0 mi | 2,034 ft | 67 ft | 11497998 |
| Azalea Trail | 2.8 mi | 353 ft | 438 ft | 19472575 |
| Harding Road Trail | 2.8 mi | 0 ft | 1,539 ft | 11703990 |
| Overlook Spur Trail | 2.8 mi | 1,502 ft | 0 ft | 6196954 |
| Willow Trail | 2.6 mi | 1,362 ft | 57 ft | 5463771 |
| Diamond Notch Trail | 2.6 mi | 530 ft | 941 ft | 5463780 |
| Colonel Rochester Trail | 2.5 mi | 849 ft | 16 ft | 15924970 |
| North Lake South Lake Trail | 2.4 mi | 41 ft | 35 ft | 11703008 |
| Cathedral Glen Trail | 2.2 mi | 1,613 ft | 0 ft | 17356508 |
| Becker Hollow Trail | 2.0 mi | 0 ft | 2,181 ft | 5463781 |
| Long Pond - Beaverkill Ridge | 2.0 mi | 205 ft | 47 ft | 19472573 |
| Pecoy Notch Trail | 1.9 mi | 64 ft | 893 ft | 5463772 |
| Red Hill Fire Tower Trail | 1.8 mi | 1,185 ft | 0 ft | 15627333 |
| Giggle Hollow Trail | 1.8 mi | 1,332 ft | 0 ft | 17350850 |
| Tanbark Trail | 1.7 mi | 705 ft | 598 ft | 12643145 |
| Loggers Loop | 1.7 mi | 229 ft | 101 ft | 16382706 |
| Rock Shelter Trail | 1.7 mi | 414 ft | 57 ft | 6340272 |
| Big Rock Trail | 1.6 mi | 618 ft | 0 ft | 16382707 |
| Karst Trail | 1.5 mi | 128 ft | 200 ft | 19472576 |
| Curtis - Ormsbee Trail | 1.5 mi | 0 ft | 859 ft | 13294026 |
| Hunter Mountain Trail | 1.3 mi | 483 ft | 0 ft | 5463779 |
| Mary's Glen Trail | 1.3 mi | 0 ft | 564 ft | 5482644 |
| Lost Clove Trail | 1.3 mi | 1,297 ft | 0 ft | 17350849 |
| Fluggertown - Long Pond Trail | 1.3 mi | 82 ft | 384 ft | 19472572 |
| Eignor Trail | 1.2 mi | 281 ft | 208 ft | 15924968 |
| Ashokan Quarry Trail | 1.2 mi | 183 ft | 117 ft | 12366600 |
| Mount Guardian Trail | 1.1 mi | 887 ft | 24 ft | 17359515 |
| Batavia Kill Trail | 1.0 mi | 21 ft | 509 ft | 3974030 |
| Snake Rocks Trail | 0.9 mi | 256 ft | 109 ft | 12848618 |
| Elm Ridge Trail | 0.8 mi | 272 ft | 0 ft | 3974037 |
| Belleayre Beach Trail | 0.8 mi | 0 ft | 130 ft | 17356507 |
| Burroughs Memorial Trail | 0.7 mi | 52 ft | 154 ft | 15924969 |
| Dinch Road Connector Trail | 0.7 mi | 320 ft | 0 ft | 15627332 |
| Overloop Trail | 0.7 mi | 153 ft | 189 ft | 18075225 |
| Blackhead Trail | 0.7 mi | 517 ft | 0 ft | 3974031 |
| Interpretive Loop Trail | 0.6 mi | 0 ft | 0 ft | 17567317 |
| Orange Trail | 0.5 mi | 98 ft | 93 ft | 21122318 |
| Byrdcliffe Trail | 0.4 mi | 262 ft | 0 ft | 17359514 |
| Meads Meadow Trail | 0.4 mi | 81 ft | 86 ft | 18075224 |
| Esopus Creek Trail | 0.3 mi | 0 ft | 0 ft | 17569978 |
| Upper Ridge Trail | 0.2 mi | 156 ft | 0 ft | 17567316 |
| Loading Platform Spur | 0.2 mi | 0 ft | 0 ft | 12366599 |
| Kaaterskill Rail Trail | 0.0 mi | 0 ft | 0 ft | 18145065 |
| Sundown Wild Forest Trails | -0.0 mi | 2,090 ft | 3,255 ft | 19397826 |
| Test | -0.0 mi | 1,899 ft | 460 ft | 18251778 |
| Escarpment Trail | -0.0 mi | 5,497 ft | 5,982 ft | 3971080 |
| Kaaterskill Rail Trail | -0.0 mi | 124 ft | 0 ft | 3975247 |
| Willowemoc Wild Forest Trails | -0.0 mi | 4,608 ft | 5,121 ft | 19472579 |
| Blue Trail | -0.0 mi | 95 ft | 115 ft | 21122316 |
| Yellow Trail | -0.0 mi | 183 ft | 193 ft | 21122317 |