Jaffrey Rindge Rail Trail

Our family are not big bike riders. One year for my daughters birthday she asked for a mountain bike. We have slowly been exploring local trails. We have walked the Jaffrey Rindge Rail Trail a few times mostly when our daughter was still in a stroller. Since this trail is close we have done it a few times.


The trail starts in Jaffrey, New Hampshire. There is a small parking lot behind Jaffrey Pizza Barn on Blake Street in Jaffrey. The trail is 7.5 miles one way to Winchendon, MA, a total of 15 miles if you do a roundtrip ride. There are various parking lots along the way if you do not want to park in Jaffrey. I like this trail because it is flat, well maintained and has some pretty views. If you are walking, I did see some benches along the way if you want to stop and take a break. I also saw some walking trails that veered of the bike path, I’m not sure if they go to peoples homes or other lookout areas.


At times the trail can be busy. We have gone from the start of the trail to Rt 119 in Rindge which is a little under four miles one way.

Another time we park on Rt 202 in Rindge just part Market Basket and rode to the Massachusetts Border. This trail is about the same. The trail is pretty much the same as in Jaffrey, but there is more grass in the trail. I’m guessing this trail is not used as much.


When you cross the border into Winchendon Massachusetts there is a beautiful bog area.


With lots of beautiful water flowers.


The trail was flooded so we did not go further. We did see a large solar farm on the other side of the bog.

From Rt 202 to the state line is 3 miles. If you and your family live or are visiting the Monadnock Region and have your bikes, make sure you check out this trail.