Prehistory to the Roman Occupation The earliest evidence of human activity in Medstead consists of a number of
Mesolithic flint implements found in the north of the village. Flint tools from the
Neolithic have also been collected all around the village. During a pre-construction archaeological excavation in the Southwest of the village a small pit was uncovered which contained a flint arrowhead in addition to a potsherd which dated to the Middle Neolithic. This suggests nearby settlement during the Neolithic. Two
Tumuli burial grounds dating to the
Bronze Age in addition to individual finds of
bronze axe heads suggest significant settlement in this time. A ring-shaped earthwork which lies near to the Castle of Comfort pub just North of the village may be one of the only
Iron Age ringforts in East Hampshire however little to no research has been undertaken on the site so its date can not be confirmed and may be
medieval in date. Finds of Roman pottery and coins are numerous in and around Medstead and suggest settlement. Supposedly, according to local hear-say a
mosaic was uncovered near to the Castle of Comfort pub, however this is unproven and not further evidenced.
The Middle Ages to the 18th century Following the baptism of
Cynegils of Wessex in 635, an area of land was granted to the church at Winchester. The area became known as the "Liberty of Alresford" and contained parts of present-day
Old Alresford,
New Alresford and Medstead. He was followed by his son, also named William, who held lands in Medstead as well as a settlement called "Tadelyng" in 1428. and the
Medstead and Bentworth Inclosure Act 1798 (
38 Geo. 3. c.
35 ), a joint bill, but separate allotment, with the adjoining village at Bentworth. The first Medstead parliamentary award was made in March, 1736, and was a rapid piece of work. The wording and arrangements showed that careful attention had been paid to its contested parent in Ropley in 1709. It was planned to cover an estimated 500 acres although the exercise eventually scooped just over 650 acres, an increase of about a third. The primary protagonists were the lord of the manor of Old Alresford,
Benjamin Hoadly, also bishop of Winchester and patron of the rectory of Old Alresford, which included Medstead; and John Shackleforth, lord of its subsidiary or 'inferior' manor of Medstead. This pair were closely supported by the Warden and Fellows of Winchester College, the President and Fellows of Magdalen College in Oxford and Joseph Soley, Rector of Old Alresford. Of course, the wardenship and the rectory were both in the gift of the bishop. The second Medstead award of just over 231 acres was made in 1799. There is a sense of unfinished business from the first inclosure act, the Old Alresford Inclosure Act 1735. The aftermath of this second foray gutted Medstead of its commercial life and blighted the village. The charge was led by the gentleman trustees of a deceased Henry Drummond, esquire and lord of the manor, his nephew Charles Drummond and George Wheatley. This was the first local enclosure without a prominent part for a bishop of Winchester, now
Brownlow North, but his son stood in his place: Francis, the rector of Old Alresford, worth £560 a year, whose remit included the chapelries of New Alresford, £250, and Medstead, £600.
Victorian to present day Medstead's railway station was first opened in August 1868. The
1881 census for the Alton Union
Workhouse included three
paupers born in Medstead (then named 'Medsted'), including an 86 year old widow labourer, a 63 year old 'disability lunatic' who served as a domestic servant and a 26 year old 'disability idiot'. Medstead received
broadband internet in 2003, becoming one of the first villages in the United Kingdom to be connected. In 2018, Medstead's upgrade to Superfast broadband was completed as part of a county-wide initiative. ==Transport==