The Middlesborough was built in 1889-1890 on the hill just west of the Museum. The site is now called Edgewood Court. The grand opening ball was held in April of 1890 and immediately it was necessary to construct an addition to the hotel. This brought its capacity to 120, however it was known to accommodate 250 guests when necessary. Across the street above the Middlesboro was the Ocoonita Club, which was modeled after a London Gentlemen’s Club with billiards, card and reading rooms as well as a dining room and sleeping accommodations. The club was connected to the second story of the Middlesboro by a bridge over Edgewood Street. Just below the hotel, to the southeast, was the Casino, which was never completed due to the “bust.” The Casino was totally destroyed by fire in 1892. The Middlesborough and the Ocoonita  Club were sold in a bankruptcy proceeding in 1894 for a total of $8,000. The Ocoonita became the private residence of C.W. Woodbury, and was destroyed by fire in 1908. Fred Hart later built a large house, which is still standing. The Middlesborough was remodeled in 1918-1919 and renamed the Booneway Inn. Most of the photographs displayed here came from a souvenir booklet of this resort hotel. It was destroyed by fire in the 1930’s and private homes were later built on the site. One can still see evidence of the driveway that wound up from Cumberland Avenue and the outline of the swimming pool.