The best running trails in Dutchess County
4.3
(8)
350
runners
42
runs
Last updated: September 26, 2025
5.0
(1)
7
runners
Expert run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
Expert
5.0
(1)
1
runners
2. Blue Trail & White Trail loop — Franny Reese State Park
7.01km
00:46
130m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
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43
runners
3. Hudson River Views loop from Beacon
20.3km
03:09
1,040m
Expert run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
Expert
23
runners
4. Walkway Over the Hudson loop from Poughkeepsie
4.49km
00:29
90m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Easy
22
runners
5. Walkway Over the Hudson loop from MacDonnell Heights
26.2km
02:45
260m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Expert
19
runners
6. Hudson River Views loop from Cornwall-on-Hudson
4.86km
00:57
350m
Expert run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
Expert
13
runners
7. South Beacon Mountain loop from Beacon
11.9km
01:33
550m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Expert
9
runners
8. Running loop from Rhinebeck
16.0km
01:40
120m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Expert
11
runners
Expert run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
Expert
5.0
(1)
18
runners
10. Walkway Over the Hudson loop from Fairview
8.37km
00:53
120m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate
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