| Mansfield Hollow | Tolland, CT | 7.4 miles | NE |
| Boston Hollow | Windham, CT | 17.1 miles | NE |
| Toad Hollow | New London, CT | 17.2 miles | SE |
| Hemlock Valley | Middlesex, CT | 19.9 miles | SW |
| Mundy Hollow | Hartford, CT | 22.7 miles | NW |
| Tray Hollow | Tolland, CT | 23 miles | NW |
| Hell Hollow | New London, CT | 23.1 miles | SE |
| Hathaway Hollow | Hartford, CT | 23.7 miles | NW |
| Sandy Hollow | New London, CT | 24 miles | SE |
| Seymour Hollow | Hartford, CT | 24.4 miles | NW |
| Dark Hollow | New London, CT | 27.4 miles | SE |
| Horseshoe Cove | Hartford, CT | 27.5 miles | NW |
| Quinnipiac Gorge | New Haven, CT | 30.4 miles | SW |
| Scott Hollow | Kent, RI | 31.8 miles | NE |
| Copper Valley | New Haven, CT | 32.7 miles | SW |
| Huggins Gorge | Hartford, CT | 33.2 miles | NW |
| May Hollow | Hampden, MA | 33.6 miles | NW |
| Robin Hollow | Kent, RI | 33.9 miles | SE |
| Sullivan Hollow | Hampden, MA | 39.4 miles | NW |
| The Gorge | Hampden, MA | 40.7 miles | NW |
| Twining Hollow | Hampden, MA | 40.8 miles | NW |
| Purgatory Chasm | Worcester, MA | 42.1 miles | NE |
| Pawtuxet Valley | Kent, RI | 42.6 miles | NE |
| Holland Glen | Hampshire, MA | 43.6 miles | NW |
| Blackstone Gorge | Providence, RI | 44.3 miles | NE |
| Peebles Hollow | Hampden, MA | 46 miles | NW |
| Wildcat Gorge | New Haven, CT | 47.4 miles | SW |
| The Gorge | Hampshire, MA | 48.2 miles | NW |
| Austin Hollow | Newport, RI | 49.6 miles | SE |
| Buttermilk Hollow | Fairfield, CT | 49.7 miles | SW |
| Robin Hollow | Bristol, MA | 49.8 miles | NE |
| Robin Hollow | Bristol, RI | 49.8 miles | NE |
| Robin Hollow | Providence, MA | 49.8 miles | NE |
| Robin Hollow | Providence, RI | 49.8 miles | NE |
| Indian Hollow | Hampshire, MA | 52.3 miles | NW |
| Johnson Hollow | Litchfield, CT | 52.4 miles | NW |
| Rodman Hollow | Washington, RI | 53 miles | SE |
| The Gorge | Worcester, MA | 53.4 miles | NE |
| Lawton Valley | Newport, RI | 53.5 miles | SE |
| Pinnacle Valley | Litchfield, CT | 53.7 miles | SW |
| Cream Hollow | Litchfield, CT | 53.7 miles | NW |
| Rattlesnake Gutter | Franklin, MA | 54.3 miles | NW |
| Marks Hollow | Litchfield, CT | 54.5 miles | SW |
| Devils Den | Hampshire, MA | 55.5 miles | NW |
| Whately Glen | Franklin, MA | 55.7 miles | NW |
| The Glen | Newport, RI | 55.7 miles | SE |
| Housatonic Valley | Litchfield, CT | 56.2 miles | NW |
| Dean Ravine | Litchfield, CT | 56.2 miles | NW |
| Kent Hollow | Litchfield, CT | 56.5 miles | SW |
| Norton Hollow | Franklin, MA | 56.9 miles | NW |
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