Maidstone branch serving the paper mills at Tovil. The Medway Valley Walk between Tonbridge and Gillingham passes through the town, following the banks of the river. Between 1928 and 1967, Maidstone had a small trolleybus network. The system had two main routes from the High Street, one along Tonbridge Road to a terminus near the "Bull Inn" at Barming and the other along Loose Road and Sutton Road to Park Wood, with a spur along to Loose village. The town is served by 15 secondary schools, 23 primary schools, and two special schools. Non-selective secondary schools include Cornwallis Academy, Maplesden Noakes,
Maidstone, Vermont the southwest, Ferdinand to the northwest, and Brunswick to the north, all in Vermont. Across the Connecticut River are the New Hampshire towns of Stratford to the northeast and Northumberland to the east. The only crossing of the Connecticut River from Maidstone is the Janice Peaslee Bridge in the northern part of town, leading to Stratford village. Vermont Route 102 travels the length of the east side of town, staying in the Connecticut River valley. According to the United States Census Bureau, the town has a total area of , of which is land and , or 5.39%, is water.