| Maasser Park | Litchfield, CT | 2.7 miles | SW |
| Charles Arnold Recreation Area | Litchfield, CT | 3.1 miles | NE |
| Bigelow Park | Litchfield, CT | 4.5 miles | SW |
| North Green | Litchfield, CT | 4.5 miles | NW |
| Norfolk Village Green | Litchfield, CT | 5.1 miles | SW |
| Norfolk Historic District | Litchfield, CT | 5.3 miles | SW |
| Haystack Mountain State Park | Litchfield, CT | 5.6 miles | NW |
| Hillside Gardens | Litchfield, CT | 6 miles | SW |
| Dennis Hill State Park | Litchfield, CT | 6.3 miles | SW |
| Club Island Park | Litchfield, CT | 6.8 miles | SE |
| Platt Hill State Park | Litchfield, CT | 6.8 miles | SW |
| Laurel Park | Litchfield, CT | 7.1 miles | SW |
| Campbell Falls State Park | Litchfield, CT | 7.1 miles | NW |
| John A Minetto State Park | Litchfield, CT | 8.5 miles | SW |
| Brodie Park | Litchfield, CT | 9.1 miles | SE |
| Burr Pond State Park | Litchfield, CT | 9.1 miles | SE |
| Callahan Park | Litchfield, CT | 10.5 miles | SE |
| Ivy Mountain State Park | Litchfield, CT | 10.9 miles | SW |
| Alvord Park | Litchfield, CT | 11.7 miles | SW |
| Lawrence FIeld | Litchfield, CT | 11.8 miles | NW |
| Canaan Village Historic District | Litchfield, CT | 12.1 miles | NW |
| Eddy Field | Litchfield, CT | 12.1 miles | NW |
| Pleasant View Park | Litchfield, CT | 12.4 miles | SE |
| Major Besse Park | Litchfield, CT | 12.8 miles | SW |
| Elise Besse Park | Litchfield, CT | 12.8 miles | SW |
| Coe Memorial Park | Litchfield, CT | 12.8 miles | SW |
| Bartholomews Cobble | Berkshire, MA | 13.1 miles | NW |
| Joe Ruwet Playground | Litchfield, CT | 13.2 miles | SE |
| Goshen Historic District | Litchfield, CT | 13.3 miles | SW |
| Downtown Torrington Historic District | Litchfield, CT | 13.5 miles | SW |
| Browns Corner Recreation Area | Litchfield, CT | 13.5 miles | SE |
| Oxbow Park | Litchfield, CT | 13.5 miles | SE |
| Patterson Park | Litchfield, CT | 13.8 miles | SW |
| Falls Village Historic District | Litchfield, CT | 14 miles | SW |
| Fuessenich Park | Litchfield, CT | 14 miles | SW |
| Borzani Park | Litchfield, CT | 14.4 miles | SW |
| John Toro Sports Complex | Litchfield, CT | 14.7 miles | SW |
| Mill Pond Park | Hartford, CT | 15.3 miles | SE |
| Watson Park | Hampden, MA | 15.4 miles | NE |
| Mc Lean Game Refuge | Hartford, CT | 15.4 miles | SE |
| Lime Rock Park | Litchfield, CT | 15.5 miles | SW |
| Edith Scoville Memorial Sanctuary | Litchfield, CT | 15.5 miles | NW |
| Lime Rock Historic District | Litchfield, CT | 15.7 miles | SW |
| Sheffield Plain Historic District | Berkshire, MA | 15.9 miles | NW |
| Harwinton Conservation and Recreation Area | Litchfield, CT | 16.1 miles | SE |
| Granby Center Historic District | Hartford, CT | 16.2 miles | SE |
| Found Lake Park | Hartford, CT | 16.5 miles | SE |
| Cobble Park | Litchfield, CT | 16.5 miles | SW |
| Stratton Brook State Park | Hartford, CT | 16.5 miles | SE |
| Mohawk State Park | Litchfield, CT | 16.6 miles | SW |
|