| Horseshoe Cove | Hartford, CT | 3.1 miles | NW |
| Hathaway Hollow | Hartford, CT | 5.5 miles | NE |
| Mundy Hollow | Hartford, CT | 5.6 miles | NE |
| Seymour Hollow | Hartford, CT | 6.3 miles | NE |
| Huggins Gorge | Hartford, CT | 10 miles | NW |
| May Hollow | Hampden, MA | 18.2 miles | NE |
| Sullivan Hollow | Hampden, MA | 18.6 miles | NW |
| Twining Hollow | Hampden, MA | 18.8 miles | NW |
| The Gorge | Hampden, MA | 20.2 miles | NW |
| Quinnipiac Gorge | New Haven, CT | 22.4 miles | SW |
| Tray Hollow | Tolland, CT | 23.9 miles | NE |
| Peebles Hollow | Hampden, MA | 24.8 miles | NW |
| Copper Valley | New Haven, CT | 25 miles | SW |
| Johnson Hollow | Litchfield, CT | 28.5 miles | NW |
| Mansfield Hollow | Tolland, CT | 29.2 miles | SE |
| Cream Hollow | Litchfield, CT | 29.5 miles | NW |
| Boston Hollow | Windham, CT | 30.2 miles | NE |
| Dean Ravine | Litchfield, CT | 32 miles | NW |
| Pinnacle Valley | Litchfield, CT | 32.4 miles | SW |
| Housatonic Valley | Litchfield, CT | 32.5 miles | NW |
| Hemlock Valley | Middlesex, CT | 32.8 miles | SE |
| Marks Hollow | Litchfield, CT | 33.5 miles | SW |
| Wildcat Hollow | Litchfield, CT | 34 miles | NW |
| Guilder Hollow | Berkshire, MA | 35.1 miles | NW |
| Indian Hollow | Hampshire, MA | 35.2 miles | NW |
| Smith Hollow | Berkshire, MA | 35.6 miles | NW |
| Kent Hollow | Litchfield, CT | 35.6 miles | SW |
| Tyringham Valley | Berkshire, MA | 35.7 miles | NW |
| Holland Glen | Hampshire, MA | 37.2 miles | NE |
| Toad Hollow | New London, CT | 37.4 miles | SE |
| Wildcat Gorge | New Haven, CT | 37.8 miles | SW |
| Sages Ravine | Berkshire, CT | 38.3 miles | NW |
| Sages Ravine | Berkshire, MA | 38.3 miles | NW |
| Sages Ravine | Litchfield, CT | 38.4 miles | NW |
| Sages Ravine | Litchfield, MA | 38.4 miles | NW |
| Clatter Valley | Litchfield, CT | 39.8 miles | SW |
| Housatonic Valley | Litchfield, CT | 40 miles | SW |
| Devils Den | Hampshire, MA | 40.6 miles | NW |
| Guilder Hollow | Berkshire, MA | 40.8 miles | NW |
| Ice Glen | Berkshire, MA | 41.7 miles | NW |
| Buttermilk Hollow | Fairfield, CT | 42.2 miles | SW |
| The Gorge | Hampshire, MA | 42.9 miles | NE |
| Turkey Hollow | Dutchess, NY | 43.2 miles | SW |
| Whately Glen | Franklin, MA | 43.5 miles | NE |
| Preechey Hollow | Columbia, NY | 43.6 miles | NW |
| Norton Hollow | Franklin, MA | 44.2 miles | NE |
| Guinea Gulf | Franklin, MA | 44.4 miles | NE |
| Mutton Hollow | Dutchess, NY | 45 miles | SW |
| Joe Herrick Gulf | Franklin, MA | 45.6 miles | NE |
| Rattlesnake Gutter | Franklin, MA | 45.6 miles | NE |
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