VT 106 continues north through Springfield, passing multiple residences on both sides and reaching a junction with Airport Road, which connects back to Hartness State.

[2] VT 106 crosses into Weathersfield, continuing north past multiple residences and soon reaching the village of Perkinsville.

In Perkinsville, VT 106 becomes the main north–south thoroughfare, passing multiple residences before crossing over the Black River once again.

[2] At Morgan Hill Road, VT 106 turns northward and enters the village of South Woodstock.

At the north end of the country club, VT 106 turns northwest, passing multiple businesses and homes before reaching a junction with US 4 (South Park Street) in the center of Woodstock.