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Putnam Dutchess and Columbia Counties
Pushing north, mainly by Metro North, this region is a combination of the Hudson Highlands and rolling Hudson Valley.
Sweet!

Pushing north, mainly by Metro North, this region is a combination of the Hudson Highlands and rolling Hudson Valley.
Sweet!
| Name | Level(s) | Distance | Difficulty Rating |
|---|---|---|---|
| Wassaic to Poughkeepsie via 3 state, 5 counties & 3 mtns | A | 116 | 5 out of 5 |
| Harriman Hill after Hill from Garrison | A | 85 | 5 out of 5 |
| Hubbard Perkins Loop Trail out of Cold Spring (School Mtn Lollipop) - gravel | A, B | 17.5 | 5 out of 5 |
| Poughkeepsie-Hunter Loop /w options: east & west side access, 23A or Devil's Kitchen ascent, Mohonk & bypass | A | 110 | 5 out of 5 |
| Brewster, Ninham Fire Tower, Dicktown Rd, Roaring Brook, Big Woods, Hubbard/School Mtn, Cold Spring | A, B | 32 | 1 out of 5 |
| Garrison, Moneyhole, Sunken Mine, Wiccopee Reservoir, Roaring Brook, Big Woods, Hubbard Perkins/ School Mtn, Cold Spring | A, B | 31 | 5 out of 5 |
| Cold Spring, School Mtn, Wiccopee trail, Big Woods, Moneyhole, Chimney Hill, Garrison | A, B | 21 | 4 out of 5 |
| New Haven > NYC | A, B | 140 | 5 out of 5 |
| [Berkshire Weekend] Sheffield to Poughkeepsie via Copake Falls & Pine Plains | A, B | 64 | 3 out of 5 |
| Poughkeepsie Hippie Loop | A, B | 91 | 5 out of 5 |


