NH 119 crosses the New England Central Railroad and the Connecticut River on the General John Stark Memorial Bridge.

The highway, which is named Brattleboro Road, follows the east bank of the river southeast along the flank of Wantastiquet Mountain through the town of Hinsdale.

East of the village of Ashuelot, which contains a namesake covered bridge, the highway continues as Hinsdale Road to the town center of Winchester.

[2] NH 119 enters the town of Fitzwilliam, where the highway passes to the south of Rhododendron State Park, which surrounds Little Monadnock Mountain.

The highway continues southeast into the town of Ashburnham as Massachusetts Route 119 (Rindge State Road).