Greenport Conservation Area is a 1.5 mile loop trail located near Hudson, NY and is good for all skill levels. The trail is primarily used for hiking and is accessible from March until December.
If you're living in or visiting Hudson, this is the most easily accessible trail system you'll find. This only says there are about 2 miles of trails but there is actually a lot of more if you do all the trails. I've hit just about every inch of trail and I'd say there's closer to 8 miles if you include the Stockport Greenport trail which takes you to Harrier Hill Park. None of them are strenuous but at certain points you get good views of the Catskills. Great for a mellow post-work hike (like I have done many times) or if you're not feeling up for an adventure further outside of town.
Pleasant surprise outside of Hudson. Well-maintained, leads to fabulous views of river, Catskills.
A good warmup for some more intense hiking later on. Multiple routes and trails. Didn't get a chance to do them all, but we spent about 3 hours there.
Relatively flat. Good for all ages.
So many trail options. Remarkable views of the Catskills. Great for a run.