Explore the best rated trails in Sag Harbor, NY, whether you're looking for an easy walking trail or a bike trail like the Niantic Bay Boardwalk and Mattabassett Trolley Trail . With more than 21 trails covering 199 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
I recently rode this on a cool day in May from Manchester to Willimantic and back, so right at 40 miles. The trail is well-maintained and foot/bike traffic was light, even though it was a holiday weekend. Very scenic for long stretches and low elevation gain. I rode a gravel bike with 45 mm tires. On a road bike with reasonable tires, this should be do-able (I saw a couple of them), but there is one rough section of about 100ft (30m) where you would need to walk. There is also one underpass that is dark enough to use a headlight...but it's passable if you slow down. There are a number of places to read about the history of the rail line, as well as a few locations with fix-it stations with bike tools and air pumps.
One final tip: Google maps takes you to an intersection on Colonial Road for the Manchester trailhead...the parking lot has a tiny sign that is easy to miss.
This morning May 25, 25 we saw a doe and larger buck between east of Old Town Road.
Great path but the abandoned warehouse is gone so seeing old building aspect gone, and they are not maintaining with the roots pushing up the road
We had a great ride! 6.6 miles. Beautiful day!
Easy riding trail. Lots of crossings There are no center posts on some of the crossings making the crossings much easier to navigate. Hope the rest of the center posts could be removed
......of having a trail where there is nowhere to park???
The map shows a disconnect, but the trail went all the way through. We did the whole trail and although it had a bunch of twigs it was a great ride. Well marked and in very good condition
Get outta here. Put an asphalt trail down or stop wasting our time.
Just finished the whole trail, plus the Charter Oak Trail, from Columbia to Manchester, and back. 44 miles at 12.5 mph. A very gentle steady climb of about 500 feet to Bolton Notch, from the east. Also about 500 feet up the South end of Manchester. With the exception of a short stretch leaving Columbia, the trail is very rideable, in fine shape. Highly recommended!
My wife and I did this trail on touring bikes, starting at Glenwood Park in Bridgeport, and proceeded northward. Easy to follow until Twin Brooks Park where the trail joins the park trails but there is no signage from here northward. Nice surface but we had to stop NUMEROUS times to look at our GPS to determine our location and which trail/path to take. Then finding the Tait Road starting point for the next section was a challenge. Either print out the Trail Description and have a map, and/or have your phone handy as there are very few, if any, signs showing where the trail goes. A nice series of trails once you find them but don't expect ANY directional advice.
Yes it's along powerlines, but the ride is nice and easy, there are a few places to stop and enjoy a break. Most road crossings have crossing lights.
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