Olean Oilers Baseball

Conklin Mountain House is a Second Empire style wood frame dwelling built in 1886. The front facade features a three story tower with mansard roof and a wraparound porch. The interior features elaborate and extensive woodwork. It was constructed by the owners of Conklin Wagon Works, one of Olean's most important industries in the late 19th century. It was subsequently owned by the Mountain family, who operated the Mountain Clinic Infirmary.

Beardsley-Oliver House is a 2½-story, wood-frame dwelling built in about 1890. It exhibits a late Victorian blending of Shingle Style and Queen Anne styles.

Temple B'Nai Israel is a historic synagogue. It was built in 1929, and is a three- to four-story-tall, light brown brick structure with terra cotta decorative details. It measures 85 feet long, 42 feet wide, and 50 feet tall. The front facade features a massive arched terra cotta portal encircling a large, round stained glass window. The congregation was established in the 1880s.

St. Stephen's Episcopal Church is a Gothic Revival style church building designed by upstate New York architect Robert W. Gibson (1854–1927) and constructed 1889-1890. The complex also includes the Ashton Parish House, constructed 1922-1923, and the rectory, known as the Watson Wing, built about 1885. It is home to Olean's oldest continuously operating congregation, established in 1830.

Located down the street from Bradner Stadium, Good Times is a 42,000-square-foot entertainment facility in the heart of Olean. The facility includes a 16-lane bowling alley, large performance stage with premium audio, arcade & games areas. Outside you can find white sand Volleyball courts, Batting Cages, an 18-hole mini-golf, and a large open space for outdoor activities. The Hammer Back Bar & Grill is the featured restaurant and bar, open year round, with an upper mezzanine that looks down into the Event Centre. GTO boasts fine cuisine at The Point or the Snak Shak offers a fast stop. GTO offers a variety of hosting options for your important events. GTO also provides league play for bowling, volleyball, cornhole, and darts, along with shuffleboard, and ping pong.

Olean Armory is a historic armory building. It was designed by State architects Isaac G. Perry (1890 structure) and Lewis Pilcher (1919 structure). It consists of a two-story, Tudor inspired administration building constructed in 1919, with an attached Romanesque drill shed constructed in 1890. The building features a number of castellated style features such as turrets and buttresses.