| Delectable Mountain | Windsor, VT | 3.1 miles | NW |
| Hawks Hill | Windsor, VT | 3.1 miles | NE |
| Mount Hunger | Windsor, VT | 3.4 miles | NW |
| The Lookout | Windsor, VT | 3.4 miles | SW |
| Delectable Mountain | Windsor, VT | 3.6 miles | NW |
| Cowdrey Outlook | Windsor, VT | 3.6 miles | NW |
| Bull Hill | Windsor, VT | 4.3 miles | SW |
| Pinnacle | Windsor, VT | 4.5 miles | SW |
| Totman Hill | Windsor, VT | 4.7 miles | SE |
| Royalton Hill | Windsor, VT | 4.9 miles | NE |
| Dana Hill | Windsor, VT | 5.1 miles | SE |
| Broad Brook Mountain | Windsor, VT | 5.3 miles | NE |
| Breakneck Hill | Windsor, VT | 5.3 miles | SE |
| Grandmadam Hill | Windsor, VT | 5.6 miles | SE |
| Boyds Hill | Windsor, VT | 6.1 miles | NE |
| Teago Hill | Windsor, VT | 6.1 miles | SE |
| Vulture Mountain | Windsor, VT | 6.3 miles | NW |
| Hurricane Hill | Windsor, VT | 6.3 miles | SE |
| Montague Hill | Windsor, VT | 6.6 miles | SW |
| Burbee Peak | Windsor, VT | 6.7 miles | SW |
| Freestone Hill | Windsor, VT | 6.7 miles | SW |
| Gilbert Hill | Windsor, VT | 6.7 miles | SE |
| Dana Hill | Windsor, VT | 6.8 miles | SW |
| Cobb Hill | Windsor, VT | 7 miles | SW |
| Howe Hill | Windsor, VT | 7.1 miles | NE |
| Ohio Hill | Windsor, VT | 7.1 miles | SW |
| Quimby Mountain | Rutland, VT | 7.1 miles | SW |
| Thistle Hill | Windsor, VT | 7.2 miles | SE |
| Shaw Hill | Windsor, VT | 7.5 miles | NW |
| Naught Hill | Windsor, VT | 7.6 miles | NW |
| Sable Mountain | Windsor, VT | 7.6 miles | NW |
| Seaver Hill | Windsor, VT | 8 miles | SE |
| Mount Tom | Windsor, VT | 8 miles | SE |
| Bunker Hill | Windsor, VT | 8.2 miles | SE |
| Taylors Pinnacle | Rutland, VT | 8.2 miles | SW |
| Woodbury Hill | Windsor, VT | 8.3 miles | NW |
| East Mountain | Rutland, VT | 8.3 miles | SW |
| Billings Hill | Windsor, VT | 8.4 miles | NE |
| Shaw Hill | Rutland, VT | 8.4 miles | SW |
| Elephant Hill | Windsor, VT | 8.7 miles | NE |
| Ragged Hill | Windsor, VT | 8.7 miles | SW |
| Russ Hill | Windsor, VT | 8.8 miles | NE |
| Round Pinnacle | Rutland, VT | 8.8 miles | SW |
| Raymond Hill | Windsor, VT | 8.9 miles | SW |
| Southgate Mountain | Windsor, VT | 9 miles | SW |
| South Hill | Windsor, VT | 9.1 miles | NW |
| Wolf Hill | Windsor, VT | 9.1 miles | SW |
| Christian Hill | Windsor, VT | 9.2 miles | NE |
| Mount Peg | Windsor, VT | 9.2 miles | SE |
| Hudson Hill | Windsor, VT | 9.2 miles | SW |
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