| Toad Hollow | New London, CT | 8.3 miles | SE |
| Hemlock Valley | Middlesex, CT | 9.7 miles | SW |
| Mansfield Hollow | Tolland, CT | 16.4 miles | NE |
| Sandy Hollow | New London, CT | 18.2 miles | SE |
| Dark Hollow | New London, CT | 20.7 miles | SE |
| Hell Hollow | New London, CT | 24.6 miles | NE |
| Quinnipiac Gorge | New Haven, CT | 26.3 miles | SW |
| Boston Hollow | Windham, CT | 27.4 miles | NE |
| Copper Valley | New Haven, CT | 28 miles | SW |
| Mundy Hollow | Hartford, CT | 29.1 miles | NW |
| Hathaway Hollow | Hartford, CT | 30.1 miles | NW |
| Seymour Hollow | Hartford, CT | 31 miles | NW |
| Horseshoe Cove | Hartford, CT | 31.4 miles | NW |
| Tray Hollow | Tolland, CT | 33.3 miles | NW |
| Scott Hollow | Kent, RI | 35 miles | NE |
| Robin Hollow | Kent, RI | 35.3 miles | NE |
| Huggins Gorge | Hartford, CT | 38.8 miles | NW |
| Wildcat Gorge | New Haven, CT | 41.8 miles | SW |
| May Hollow | Hampden, MA | 41.9 miles | NW |
| Buttermilk Hollow | Fairfield, CT | 43.1 miles | SW |
| Pawtuxet Valley | Kent, RI | 45.7 miles | NE |
| Sullivan Hollow | Hampden, MA | 46.3 miles | NW |
| Twining Hollow | Hampden, MA | 47.2 miles | NW |
| Rodman Hollow | Washington, RI | 47.4 miles | SE |
| The Gorge | Hampden, MA | 47.8 miles | NW |
| Austin Hollow | Newport, RI | 48.8 miles | SE |
| Purgatory Chasm | Worcester, MA | 50.9 miles | NE |
| Blackstone Gorge | Providence, RI | 51.5 miles | NE |
| Peebles Hollow | Hampden, MA | 52.9 miles | NW |
| Pinnacle Valley | Litchfield, CT | 53.2 miles | NW |
| Holland Glen | Hampshire, MA | 53.8 miles | NW |
| Marks Hollow | Litchfield, CT | 53.9 miles | NW |
| Johnson Hollow | Litchfield, CT | 54.3 miles | NW |
| Lawton Valley | Newport, RI | 54.3 miles | NE |
| Pipe Stave Hollow | Suffolk, NY | 54.5 miles | SW |
| Pleasant Valley | Fairfield, CT | 54.8 miles | SW |
| Robin Hollow | Providence, MA | 55.3 miles | NE |
| Robin Hollow | Providence, RI | 55.3 miles | NE |
| Robin Hollow | Bristol, MA | 55.3 miles | NE |
| Robin Hollow | Bristol, RI | 55.3 miles | NE |
| Clatter Valley | Litchfield, CT | 55.4 miles | SW |
| Crystal Brook Hollow | Suffolk, NY | 55.5 miles | SW |
| Kent Hollow | Litchfield, CT | 55.7 miles | NW |
| Housatonic Valley | Litchfield, CT | 55.9 miles | SW |
| Cream Hollow | Litchfield, CT | 56 miles | NW |
| The Glen | Newport, RI | 56.3 miles | NE |
| Redding Glen | Fairfield, CT | 57.8 miles | SW |
| Housatonic Valley | Litchfield, CT | 57.8 miles | NW |
| Dean Ravine | Litchfield, CT | 58.6 miles | NW |
| The Gorge | Hampshire, MA | 58.6 miles | NW |
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