| Wood Hill | Middlesex, MA | 1.4 miles | NE |
| Greenleaf Mountain | Middlesex, MA | 1.4 miles | SE |
| Peach Orchard Hill | Middlesex, MA | 1.4 miles | SE |
| Winn Hill | Middlesex, MA | 1.9 miles | SE |
| Babylon Hill | Middlesex, MA | 1.9 miles | SE |
| Babylon Hill | Middlesex, MA | 1.9 miles | SE |
| Whispering Hill | Middlesex, MA | 2.4 miles | SE |
| Crosbys Hill | Middlesex, MA | 2.4 miles | NW |
| Bannon Hill | Middlesex, MA | 2.4 miles | SW |
| Rag Rock Hill | Middlesex, MA | 2.7 miles | SE |
| Bucks Hill | Middlesex, MA | 3.4 miles | SW |
| Pine Hill | Middlesex, MA | 3.9 miles | NE |
| Zion Hill | Middlesex, MA | 3.9 miles | SE |
| Dobbins Hill | Middlesex, MA | 3.9 miles | NE |
| Blueberry Mountain | Middlesex, MA | 4.1 miles | SE |
| Granny Hill | Middlesex, MA | 4.1 miles | SW |
| Horn Pond Mountain | Middlesex, MA | 4.1 miles | SE |
| Belfry Hill | Middlesex, MA | 4.3 miles | SW |
| Robinson Hill | Middlesex, MA | 4.3 miles | SW |
| Turners Hill | Middlesex, MA | 4.3 miles | SW |
| Long Woods Hills | Middlesex, MA | 4.3 miles | NE |
| Merriam Hill | Middlesex, MA | 4.3 miles | SW |
| Scotland Hill | Middlesex, MA | 4.5 miles | NE |
| Whipple Hill | Middlesex, MA | 4.7 miles | SE |
| Mount Pisgah | Middlesex, MA | 4.7 miles | SE |
| Munroe Hill | Middlesex, MA | 4.7 miles | SW |
| Reservoir Hill | Middlesex, MA | 4.7 miles | SW |
| Fox Hill | Middlesex, MA | 4.9 miles | NW |
| Hartwells Hill | Middlesex, MA | 4.9 miles | SW |
| Katahdin Hill | Middlesex, MA | 4.9 miles | SW |
| Fiske Hill | Middlesex, MA | 5.1 miles | SW |
| Loring Hill | Middlesex, MA | 5.1 miles | SW |
| Andrews Hill | Middlesex, MA | 5.1 miles | SE |
| Silver Hill | Middlesex, MA | 5.1 miles | SW |
| Snake Hill | Middlesex, MA | 5.1 miles | NE |
| Grinding Rock Hill | Middlesex, MA | 5.3 miles | SE |
| Mount Ephraim | Middlesex, MA | 5.3 miles | SE |
| Bear Hill | Middlesex, MA | 5.3 miles | SE |
| Turkey Hill | Middlesex, MA | 5.5 miles | SE |
| Mount Independence | Middlesex, MA | 5.5 miles | SW |
| Cowdry Hill | Middlesex, MA | 5.5 miles | SE |
| Mount Gilboa | Middlesex, MA | 5.6 miles | SE |
| Bear Hill | Middlesex, MA | 5.6 miles | SE |
| Farm Hill | Middlesex, MA | 5.6 miles | SE |
| Cranberry Hill | Middlesex, MA | 5.8 miles | SW |
| Wanapanaquin Hill | Middlesex, MA | 5.8 miles | SE |
| Winthrop Hill | Middlesex, MA | 5.8 miles | SE |
| Pine Hill | Middlesex, MA | 6 miles | SW |
| Arlington Heights Hills | Middlesex, MA | 6 miles | SE |
| Taylor Mountain | Middlesex, MA | 6 miles | SE |
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