The best running trails in Northwest Hills Planning Region
255
runners
48
runs
Last updated: September 13, 2025
32
runners
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
31
runners
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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9
runners
3. West Hill loop from New Hartford
8.95km
00:57
100m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
runners
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
runners
5. Cobble Mountain loop from Flanders Historic District
10.3km
01:43
460m
Expert run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
9
runners
6. Bunnells Pond – Miller Pond loop from Hartland
22.1km
02:19
170m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
runners
7. Running loop from Winsted
14.1km
01:29
80m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
runners
8. Zalesskys Pond – Parkhurst Pond loop from New Milford
12.8km
01:22
190m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
runners
9. Pine Hill Dam loop from New Milford
19.5km
02:07
130m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
runners
10. Orzech Family Preserve loop from Roxbury
10.8km
01:18
70m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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