2016 Updated Hiking/ Walking Trails

-A A +A

These updated trails are directions and conditions given to us by a resident Jacquelyn O'Connor. If you have any updates you would like to give us please email me and we can discuss adding to this list.

We are currently trying to organize a monthly outing if you have any ideas please email me.

Thank you


Mindy Buxton


Hiking Trails in New Ipswich and Greenville


  • Kidder Mountain-Trail Head is off Rt 124/123 across from Windblown Cross Country Ski area.The trail follows part of the Wapack trail before veering off to the right up the power line road.Just a short distance up the power line there is a sign on the left for Kidder Mountain.This is a great hike for beginners and families, as the hike is easy and provides beautiful views of Mt. Wachusett and on a clear day the ski line of Boston.In the summer there are bountiful bushes of blueberries for a sweet treat. The trail is about 3 miles round trip.


  • Wapack Trail (New Ipswich and Barrett Mountain- A 21 mile trail that goes from Mt. Watatic in Ashburnham MA through New Ipswich up to North Pack Monadnock in Greenfield NH. There are options to do smaller ports of the trail from various trail heads. The trail head in New Ipswich is located off 124/123 across from Windblown, the same entrance as for the Kidder Mountain trail. A good walk with kids or people just starting out hiking is from the New Ipswich Trail head to the trail head in Sharon off Temple Rd as the trail is fairly flat here.


  • Greenville/Mason Rail Trail- About a seven mile dirt rail trail that runs form the Mass Border to Greenville.Biking can be challenging on this trail as there are many spots of lose sand.No recommended for strollers, but great for walking in all season. In the winter be cautious as this trail is also used as a snowmobile trail.


  • Furnace Brook/Rhoads EasementLocated on Rt 124 near Old Tenny Rd and Souhegan Ambluance the trail follows along Furnace Brook. At the beginning of the trail is a small waterfall.The trail comes to bridge that goes over Furnance Brook, do not go over the bridge take right into the field.The last time I was on the trail was starting to become overgrown, so beaware of your surroundings when walking it.The trail ends on Mill Street and is about 2 miles long.


  • Nussdorfer Nature Area-Located off Rt 124 the parking is off Old Country Road.This is a nature trail near Hoar Pond.A great place for kids to hike and explore. The trail is about two miles long and marked by yellow blazes.


  • Windblown Ski Area- Located on Rt 123/124 during off season you can hike through on the Wapack Trail when they are not open for skiing or mud is not an issue.People who rent their shelters can use all of their trails and their parking area. If you are not renting one of their shelters you cannot park in their parking lot


  • Annett State Forrest- The main trail health is located in Rindge, but the trails border New Ipswich and can be access off Hubbard Pond Rd. This road can be rough so access with caution.