Find the top rated running trails in Westport, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.
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I rode the trail last week starting at the Wassaic Metro-North station (free parking only on weekends and holidays) and ending at Orphan Farm Road. I did continue to Hillsdale but as there was no signage to indicate how to find the newest section from Hillsdale to Black Grocery road, I did it on road.
All-in-all, both of the main completed sections are in very good shape, fine for road bikes. For the on road gap I took Route 22 going north (flatter but fairly busy with high-speed traffic) and the Under Mountain Road- Rudd Pond Road Route (hillier but much less traffic with swimming available at Taconic State Park- Rudd Pond) on my return. The roads were in good shape either way.
Bash Bish Falls State Park off the northern section is well worth the minor detour. Stay on the road to the falls parking lot and in a 1/4 mile (up hill) you're in Massachusetts!
They've just finished paving the trail and it's super. It's the same initial 5K of paved bike path as before, but now it continues down to River Rd and then to Grumman Blvd. You can turn north on Line Rd. to cross the site and complete the loop. 8.75 miles. The paved trail along Grumman Blvd. continues for a ways to the west beyond Line Rd., but then just stops. Perhaps they are planning to make a loop around the whole site? Or maybe they just had extra asphalt.
Dateline: Sunday July 08, 2018.
Weather: Sunny, clear, temps in the 80's, low humidity.
It has been on my list for a long time, because it's a good distance (25 miles according to my Strava) and it's only an hour drive from me. I am glad I can cross it off my list. Not in my top 5, but I many trails, so it has stiff competition. The trail itself is in pretty good shape, and no trail is perfect. The scenery to me would rate average at best, but again it has very stiff competition from the places I have visited. I definitely suggest a visit so you can decide for yourself.
Caution. After visiting many bike trails thanks to TrailLink, my only complaint is that some of the parking areas need to be reviewed more carefully. In this case I kept driving past the northern most parking area listed in Goshen and went to one midway in Monroe just off Route 17. It is a Park & Ride, very nicely paved, well lit, safe and right next to the trail.
Always take the address/directions/GPS to more than one parking lot and visit the TLink site just before departing for any updates. I drove 2.5 hours to Windsor Locks, CT to find out the entire trail was closed temporarly, and my only parking lot address closed for the entire year. But I will go back, because the trails themselves have not let me down.
Took this as an alternative to the narrow shoulder section of 9W and much like another post from last year, it's still completely overgrown - I was able to pass on 25mm tires, but it definitely wasn't easy. A ton of small rocks underneath the greenery, a fallen tree, some wet sand, etc...
The trail really has potential if it were properly maintained.
Well worth the 1 1/2 hour ride to get to!! We started at the Plainville parking area and decided to take this path to Simsbury and then return the Farmington Canal Path. The River path is beautiful and deserves the 5 stars. It runs along a beautiful river and brought us to the quaint little town of Collinsville. The only issue we had was the path came to an abrupt end at the route 202 & 44 intersection. There were no signs to indicate the street riding. Guessing , we proceeded on the street until we saw the cycling insignia. The only other poor signage is when you come out of the state forest and there is no indication until approx 100 yards that tells you that you're going in the right direction. We were glad we had the Rails to Trails Southern New England Guide Book we could keep referring to!
Pictures don’t do it justice. Get your mountain bike or cross country bike ready and hit this trail! First section of the trail is a bit busy with pedestrians, but it becomes nice and clear once you start entering the woods further north.
The trail started off great, but starlight park entry is closed and the detour is pretty far out of the way. We rode from manhattan to Bronx on bikes so we decided not to finish the trail
Would like to take this time to thank all that help keep this trail in the wonderful condition that it is in. This week was riding and notice two women picking up trash. Took time and thanked both for what they where doing. More of us should take the time when seeing these people doing work to keep this trail. Thanks !
Yes trail is paved and is great to ride smooth pavement. Was wondering why there are no entrance signs to trail. Was at Monroe, Airport Park, and there are NO MARKINGS as to where one is to enter trail. Noted small goat paths from parking lot to trail. Also was wondering why when heading South that there is no notice that trail dead ends with a chain link fence. Wonder how many law suits from hitting fence or rider dumping their bikes. Good thing that I was not goin down that hill at a fast pace, 20 plus mph. Also this trail is no way a 1. The North and South directions from Monroe are hills that are 5 degrees or more and each are 2.5 miles or longer. This would be a work out for any beginner. Just a note that I was riding a Catrike Expedition. I have about 3k miles riding trikes. Would have been nice if there was a entrance that a trike would be able to enter Trail.
August 2017
It was a great ride, next to a river, shady, smooth, and there is a parallel Farmington Canal trail that meets this one at the southern end. The north end is near a conjesting roadway and was supposed to continue on a non-paved section, but I could not find it. Go check it out.
Loved it!
Well kept, well marked bike path. Moderately traveled. All dogs I saw were on leashes. Cyclists, walkers, and runners were all very respectful of each other when passing.
I started in Bethpage State Park and went north towards Syosset. The terrain was mostly flat with a hill about 1 mile from the start (mile markers are on the pavement). It started out as mostly tree-lined and covered, but trees thinned out farther out. The path does cross major roadways, but these crossings are well marked.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
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