In 1794 a state road was laid out between Albany and Cooperstown. This road came over Mount Vision and descended toward the village by a route that may still be traced down the hillside from Prospect Rock. Cooperstown was then first included in a post route, and a post office was opened in the village, with Joseph Griffin as postmaster. The mail arrived weekly for some years; it then came twice a week; then thrice. The daily mail was not established until 1821.

The arrival of the mail was something of a ceremony in the early days of Cooperstown. Toward evening the sound of the postman's horn was faintly heard as he rounded the slopes of Mount Vision; the blasts grew louder as he descended the hill and approached the village; then the thunder of the four post-horses as they crossed the bridge was heard, and the postman drew up with a flourish at the post office, where the villagers had gathered to await the news of the outer world. The Otsego Herald publishes a letter from an indignant citizen, complaining that the mails were opened in a bar-room. Since the first postmaster was also a tavern keeper, the charge was probably true.

Among the new houses built in 1796 was one that has survived to the present time, and stands on Main Street adjoining the Second National Bank on the east. This house, distinguished for the quaint beauty of its doorway, was first occupied by Rensselaer and Richard Williams. At about this time the Academy was erected on the hill at the corner of Pioneer and Church streets, where the Universalist church now stands. It was "65-1/2 feet long, 32 wide, and 25 feet posts," while the summit of its belfry was seventy feet high. It was erected by public subscription, at a cost of about $1,450. "It was one of those tasteless buildings that afflict all new countries," says Fenimore Cooper, "and contained two school rooms below, a passage and the stairs; while the upper story was in a single room."

The first school in the village had been opened a year or two earlier by Joshua Dewey, a graduate of Yale, who taught Fenimore Cooper his A B C's. He was succeeded as village schoolmaster by Oliver Cory. The latter assumed charge of the new Academy. The school exhibitions of this institution in which Brutus and Cassius figured in hats of the cut of 1776, blue coats faced with red, of no cut at all, and matross swords, were long afterward the subject of mirth in the village. Fenimore Cooper, at one time a pupil in the Academy, took part in a school exhibition, and at the age of eight years became the pride of Master Cory for his moving recitation of the "Beggar's Petition"—acting the part of an old man wrapped in a faded cloak and leaning on his staff.

A reminiscence of old Academy days is connected with the first considerable musical instrument in the village. Judge Cooper had brought from Philadelphia a large mechanical organ of imposing appearance, which he placed in the hall of the Manor House. When the organ was first put up and adjusted a rehearsal of country dances, reels, and more serious music, was enjoyed not only by the family gathered to hear it, but the loud tones floated from the windows and into the school room of the Academy in the next street. As the strains of Hail Columbia poured into the school room, Master Cory skillfully met a moment of open rebellion with these words: "Boys, that organ is a remarkable instrument. You never heard the like of it before. I give you half an hour's intermission. Go into the street and listen to the music."[68]

The Academy, containing at that time the largest room in the village, was as much used for other purposes as for those of education. The court, on great occasions, was sometimes held here. It was used impartially for religious meetings and for balls. The Free Masons of the village, who had secured a charter for Otsego Lodge in 1795, held a religious service, followed by dinner, and a ball, in the Academy, on the Feast of St. John the Evangelist, December 27, 1796. Of this occasion Jacob Morris writes, "The brilliancy exhibited at Cooperstown last Tuesday—the Masonic festival—was the admiration and astonishment of all beholders. Upwards of eighty people sat down to one table—some very excellent toasts were drunk and the greatest decency and decorum was observed.... In the evening we had a splendid ball, sixty couple, thirty in a set, both sets on the floor at the same time, pleasant manners and good dancing."

A centre of convivial resort at this period was the Blue Anchor tavern, which was established as a rival of the Red Lion inn, and diagonally across the way from it, at the northeast corner of Main and Pioneer streets. The Blue Anchor, according to Fenimore Cooper, was for many years in much request "among all the genteeler portion of the travelers." Its host was William Cook, from whom the character of Ben Pump, in The Pioneers, was drawn, a man of singular humors, great heartiness of character, and perfect integrity. He had been the steward of an English East-Indianman, and enjoyed an enviable reputation in the village for his skill in mixing punch and flip. On holidays, a stranger would have been apt to mistake him for one of the magnates of the land, as he invariably appeared in a drab coat of the style of 1776 with buttons as large as dollars, breeches, striped stockings, buckles that covered half his foot, and a cocked hat large enough to extinguish him. The landlord of the Blue Anchor was a general favorite; his laugh and his pious oaths became famous.

In 1796 Judge Cooper commenced the construction of his new residence, Otsego Hall, which he completed and began to occupy, in June, 1799. The new house stood near the centre of what are now known as the Cooper Grounds, on the site marked by the statue of the Indian Hunter. Otsego Hall was for many years the largest private residence in the newer parts of the State, and remained as the finest building in the village until it was destroyed by fire in 1852. It is said to have been originally of the exact proportions of the van Rensselaer Manor House at Albany, where Judge Cooper was a frequent visitor.

On one occasion, in early days, when Judge Cooper was away from home, fire broke out in the Hall, and an alarm given by the neighbors brought the volunteer fire department to the scene. Mrs. Cooper firmly took charge of the situation. Locking the doors of the house she called out to the servants, "You look out for the fire, and I'll attend to the fire department!" With this she poured hot water from a second-story window upon the firemen, and quickly drove them away.