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2008catskill300map
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Summary: 263.4 miles (9 hours, 40 minutes)
| Time | Mile | Instruction | For | Toward |
| 8:30 AM | 0.0 | Depart College Diner on SR-299 [Main St] (West) | 7.7 mi | |
| 8:39 AM | 7.7 | Turn RIGHT (North) onto US-44 [SR-55] | 9.4 mi | |
| 8:50 AM | 17.1 | Turn RIGHT (North) onto CR-77 [Frances Ln] | 0.7 mi | |
| 8:52 AM | 17.8 | Road name changes to Clay Hill Rd | 0.5 mi | |
| 8:54 AM | 18.3 | At 120 Clay Hill Rd, Kerhonkson, NY 12446, stay on Clay Hill Rd (North) | 1.0 mi | |
| 8:56 AM | 19.3 | Keep STRAIGHT onto CR-3 [CR-76] | 6.3 mi | |
| 9:07 AM | 25.6 | Keep STRAIGHT onto CR-3 [Samsonville Rd] | 1.4 mi | |
| 9:09 AM | 27.0 | Bear RIGHT (East) onto CR-3 | 4.5 mi | |
| 9:16 AM | 31.5 | Bear LEFT (North) onto CR-3 [Acorn Hill Rd] | 0.2 mi | |
| 9:16 AM | 31.7 | At SR-28A, Olivebridge, NY 12461, bear RIGHT (North-East) onto SR-28A | 3.2 mi | |
| 9:22 AM | 34.9 | Keep LEFT onto Monument Rd | 0.4 mi | |
| 9:23 AM | 35.4 | Turn RIGHT (North-West) onto Reservoir Rd | 1.8 mi | |
| 9:28 AM | 37.2 | At 2 Reservoir Rd, Shokan, NY 12481, turn RIGHT (East) onto SR-28 | 6.2 mi | |
| 9:36 AM | 43.3 | At 567 SR-375, West Hurley, NY 12491, turn LEFT (North) onto SR-375 | 1.9 mi | |
| 9:39 AM | 45.2 | Keep STRAIGHT onto SR-375 [W Hurley Rd] | 1.0 mi | |
| 9:40 AM | 46.2 | Turn RIGHT (South-East) onto SR-212 [Mill Hill Rd] | 0.3 mi | |
| 9:41 AM | 46.5 | Keep STRAIGHT onto SR-212 | 6.0 mi | |
| 9:51 AM | 52.6 | Turn LEFT (North-West) onto CR-35 [Blue Mountain Rd] | 1.4 mi | |
| 9:54 AM | 54.0 | Bear LEFT (North) onto Local road(s) | 65 yds | |
| 9:54 AM | 54.0 | Bear LEFT (North-West) onto CR-35 [W Saugerties Rd] | 0.2 mi | |
| 9:55 AM | 54.2 | At 503 Blue Mountain Rd, Saugerties, NY 12477, turn RIGHT to stay on CR-35 [Blue Mountain Rd] | 3.3 mi | |
| 10:00 AM | 57.6 | Bear LEFT (North) onto SR-32 | 0.9 mi | |
| 10:02 AM | 58.4 | Keep LEFT onto SR-32A | 1.9 mi | |
| 10:06 AM | 60.3 | Bear LEFT (West) onto SR-23A | 5.5 mi | |
| 10:15 AM | 65.8 | Arrive 5 Schoonmaker Rd, Elka Park, NY 12427 | ||
| 10:35 AM | 65.8 | Depart 5 Schoonmaker Rd, Elka Park, NY 12427 on SR-23A (West) | 0.8 mi | |
| 10:36 AM | 66.5 | Keep STRAIGHT onto SR-23A [Main St] | 1.6 mi | |
| 10:40 AM | 68.1 | Keep STRAIGHT onto SR-23A | 1.4 mi | |
| 10:41 AM | 69.5 | Turn LEFT (West) onto SR-214 | 12.1 mi | |
| 10:57 AM | 81.7 | Turn RIGHT (South-West) onto SR-214 [Main St] | 0.2 mi | |
| 10:57 AM | 81.9 | Turn LEFT (East) onto SR-28 | 6.4 mi | |
| 11:05 AM | 88.2 | Keep RIGHT onto Local road(s) | 98 yds | |
| 11:06 AM | 88.3 | Bear RIGHT (West) onto SR-28A | 2.9 mi | |
| 11:11 AM | 91.2 | Keep STRAIGHT onto CR-42 [Watson Hollow Rd] | 54 yds | |
| 11:12 AM | 91.2 | At CR-42, West Shokan, NY 12494, stay on CR-42 [Watson Hollow Rd] (West) | 12.5 mi | |
| 11:32 AM | 103.7 | Bear LEFT (South) onto CR-42 [Peekamoose Rd] | 0.6 mi | |
| 11:33 AM | 104.3 | Bear RIGHT (South) onto CR-46 [Sundown Rd] | 0.7 mi | |
| 11:34 AM | 105.0 | Road name changes to CR-153 [Sundown Rd] | 2.5 mi | |
| 11:39 AM | 107.5 | Road name changes to BWS Rd | 0.2 mi | |
| 11:40 AM | 107.7 | Bear RIGHT (South-West) onto SR-55A | 2.0 mi | |
| 11:43 AM | 109.7 | At 1699 SR-55A, Grahamsville, NY 12740, turn RIGHT (West) onto SR-55 | 0.2 mi | |
| 11:44 AM | 109.9 | Keep STRAIGHT onto SR-55 [Main St] | 1.3 mi | |
| 11:46 AM | 111.2 | Keep STRAIGHT onto SR-55 | 1.5 mi | |
| 11:48 AM | 112.6 | Bear LEFT (South-West) onto SR-55 [Neversink Rd] | 0.7 mi | |
| 11:49 AM | 113.3 | Keep STRAIGHT onto SR-55 [CR-17] | 1.9 mi | |
| 11:52 AM | 115.2 | Keep STRAIGHT onto SR-55 [Neversink Rd] | 2.3 mi | |
| 11:56 AM | 117.5 | Arrive near Aden | ||
| 12:06 PM | 117.5 | Depart near Aden on SR-55 [CR-16] (West) | 1.6 mi | |
| 12:09 PM | 119.0 | Turn RIGHT (North) onto Aden Rd | 0.3 mi | |
| 12:10 PM | 119.3 | At 1376 Aden Rd, Parksville, NY 12768, stay on Aden Rd (East) | 2.4 mi | |
| 12:12 PM | 121.7 | Turn RIGHT (North) onto Aden Hill Rd | 3.2 mi | |
| 12:20 PM | 124.9 | Bear RIGHT (North-East) onto CR-84 [Cooley Rd] | 2.4 mi | |
| 12:24 PM | 127.3 | Turn LEFT (North-West) onto CR-84 [Hunter Rd] | 142 yds | |
| 12:24 PM | 127.3 | At CR-84, Parksville, NY 12768, turn LEFT (West) onto Willowemoc Rd | 3.5 mi | |
| 12:30 PM | 130.9 | Road name changes to CR-83 [Willowemoc Rd] | 0.2 mi | |
| 12:31 PM | 131.0 | Road name changes to CR-82 [Debruce Rd] | 3.4 mi | |
| 12:37 PM | 134.5 | Road name changes to CR-81 [Debruce Rd] | 2.5 mi | |
| 12:42 PM | 136.9 | At 642 Old RT-17, Livingston Manor, NY 12758, turn RIGHT (North) onto CR-178 [Old RT-17] | 0.3 mi | |
| 12:42 PM | 137.2 | Road name changes to CR-179 [Old RT-17] | 1.5 mi | |
| 12:45 PM | 138.8 | At Joscelyn, stay on CR-179 [Old RT-17] (North-West) | 4.4 mi | |
| 12:52 PM | 143.2 | Arrive 94 Stewart Ave, Roscoe, NY 12776 | ||
| 1:12 PM | 143.2 | Depart 94 Stewart Ave, Roscoe, NY 12776 on CR-124 [Stewart Ave] (West) | 0.3 mi | |
| 1:13 PM | 143.4 | Turn RIGHT (North-West) onto CR-92 [Riverside Dr] | 0.3 mi | |
| 1:13 PM | 143.7 | Bear LEFT (West) onto CR-92 [Tennanah Lake Rd] | 3.3 mi | |
| 1:19 PM | 147.0 | Road name changes to CR-93 [Hankins Rd] | 0.8 mi | |
| 1:21 PM | 147.8 | Turn RIGHT (North) onto Fairway View Dr | 0.2 mi | |
| 1:22 PM | 148.0 | Turn RIGHT (North-East) onto Local road(s) | 109 yds | |
| 1:22 PM | 148.0 | Arrive Tennanah Lake Golf and Tennis Club | ||
| 2:52 PM | 148.0 | Depart Tennanah Lake Golf and Tennis Club on Local road(s) (South-West) | 109 yds | |
| 2:52 PM | 148.1 | Turn RIGHT (North-West) onto Fairway View Dr | 0.2 mi | |
| 2:54 PM | 148.3 | Turn LEFT (East) onto CR-93 [Hankins Rd] | 0.8 mi | |
| 2:56 PM | 149.2 | Road name changes to CR-92 [Tennanah Lake Rd] | 3.3 mi | |
| 3:01 PM | 152.4 | Bear RIGHT (South-East) onto CR-92 [Riverside Dr] | 0.3 mi | |
| 3:02 PM | 152.7 | Turn LEFT (North) onto CR-124 [Stewart Ave] | 0.3 mi | |
| 3:03 PM | 153.0 | Turn LEFT (North-West) onto SR-206 [CR-179] | 0.3 mi | |
| 3:04 PM | 153.3 | Keep STRAIGHT onto SR-206 [CR-91] | 2.1 mi | |
| 3:06 PM | 155.4 | Keep STRAIGHT onto SR-206 [CR-7] | 8.9 mi | |
| 3:15 PM | 164.2 | At 302 SR-206, Roscoe, NY 12776, turn RIGHT (North) onto SR-30 | 19.9 mi | |
| 3:36 PM | 184.2 | Turn RIGHT (South-East) onto SR-28 [SR-30] | 3.4 mi | |
| 3:39 PM | 187.6 | Arrive near Margaretville | ||
| 3:59 PM | 187.6 | Depart near Margaretville on SR-28 (East) | 12.3 mi | |
| 4:14 PM | 199.9 | At Big Indian, stay on SR-28 (East) | 43 yds | |
| 4:14 PM | 200.0 | Turn RIGHT (West) onto CR-47 [Oliverea Rd] | 19.4 mi | |
| 4:45 PM | 219.3 | Keep STRAIGHT onto CR-47 [W Branch Rd] | 0.4 mi | |
| 4:46 PM | 219.8 | Road name changes to CR-157 [Frost Valley Rd] | 0.9 mi | |
| 4:48 PM | 220.7 | Turn RIGHT (South-West) onto CR-19 [Claryville Rd] | 4.6 mi | |
| 4:56 PM | 225.3 | At 2 CR-19, Neversink, NY 12765, turn LEFT (East) onto SR-55 | 1.5 mi | |
| 4:58 PM | 226.8 | Bear RIGHT (East) onto SR-55 [Main St] | 1.2 mi | |
| 5:00 PM | 228.0 | Keep STRAIGHT onto SR-55 | 13.1 mi | |
| 5:21 PM | 241.1 | Bear LEFT (East) onto Plank Rd | 0.2 mi | |
| 5:22 PM | 241.3 | At near Napanoch, stay on Plank Rd (East) | 76 yds | |
| 5:23 PM | 241.4 | Keep STRAIGHT onto CR-128 [Plank Rd] | 0.2 mi | |
| 5:23 PM | 241.6 | Turn LEFT (North-East) onto US-209 [SR-55] | 3.7 mi | |
| 5:28 PM | 245.3 | Arrive near Kerhonkson | ||
| 5:48 PM | 245.3 | Depart near Kerhonkson on Local road(s) (East) | 98 yds | |
| 5:48 PM | 245.4 | Keep STRAIGHT onto US-44 [SR-55] | 10.4 mi | |
| 6:01 PM | 255.7 | Turn LEFT (East) onto SR-299 [CR-117] | 7.7 mi | |
| 6:10 PM | 263.4 | Arrive College Diner |