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The International Bar-B-Q Festival is an event held in Owensboro, Kentucky, every second weekend in May since 1979, except 2020 when it was cancelled. The festival provides an opportunity for sampling many varieties of barbecued meats, including chicken, mutton, and burgoo. Cooking teams compete for the Governor's Cup, awarded to the team judged to have the best barbecued cuisine. Other attractions include square dancing, musical performances, and arts and crafts. The Kentucky Department of Tourism recently (in 2006) projected an expected attendance of 85,000 for the festival.The COVID-19 pandemic in 2020 caused the festival to go on hiatus until May 2021, when strict measures will be undertaken hereafter, such as social distancing and wearing masks.

The Trinity Episcopal Church in Owensboro, Kentucky, is a historic church at 403 W. 5th Street. It was added to the National Register of Historic Places in 1972.Also known as Old Trinity Episcopal Church, it was built in 1875 and is deemed " a good example of the English influence on early church architecture in the United States."The church was in regular use until 1964 when the parish built a new building, the "New Trinity Episcopal Church", at 720 Ford Avenue. As of early 1972, the building was in use by the Cliff Hagan's Boys Club, which was to use it for a short time before another facility would become ready.

The Callas Sweet Shop, at 420 Frederica Ave. in Owensboro, Kentucky was built in Beaux Arts style in 1921. It was listed on the National Register of Historic Places in 1986.Its National Register nomination termed it "elegant" and described it: "The buff color terra cotta and tile decorative elements, such as brackets, shields, and cornices, create a simple, classical appearance. Framed by tiled piers, the recessed storefront on the first floor retains its central entranceway and transom windows. The entranceway is flanked by large display windowsresting on marble panels. A modern steel awning runs above the display windows. The word CALLAS is carved into terracotta panels directly above the storefront. The second story is dominated by a row of three window bays. A slightly projecting tiled window surround frames all three of these bays. The second story is topped by a bracketed cornice resting on slightly project panels. The building front rises to a curvilinear parapet wall highlighted by a central ornamented shield. The interior retains the original counter and ice cream booths and the walls are covered with enlargements of postcards from the early 1900s showing early scenes of downtown Owensboro."It was deemed significant as "having the only surviving example of complete terracotta tile fronts in downtown Owensboro. The building is especially refreshing because it lacks the overly elaborate detailing of many Beaux-Arts structures. The original owner was typical of European immigrants' families who came to Owensboro and operated [family businesses]. He came to Owensboro as a young man and his first job was shining shoes. His first shop was on Main St. in a rented building and called Progress Candy. In 1921 he built his Sweet Shop on Frederica, next door to the Empress Theater. When Callas' health failed, it was rented to Barney Elliott who added sandwiches to the menu. It is an Owensboro 'tradition'."

The Odd Fellows Building in Owensboro, Kentucky, also denoted DAOB 86, is a three-story building that was built in 1895. It served historically as a professional building, as a clubhouse, and as a specialty store. It is listed on the National Register of Historic Places. It is one of the most complex buildings, architecturally, in downtown Owensboro, and includes eclectic Beaux Arts and Italian Renaissance Revival details. The Odd Fellows chapter had membership of 125 men in 1895 when this building, with third floor lodge space for the chapter, was built. The rest of the building has always been commercial, with the first floor as retail space and the second floor as office space.It was listed onto the National Register in 1986 along with multiple other historic resources in Owensboro, as result of a multiple resources study.

St. Stephen Cathedral is a Catholic cathedral and parish church located in Owensboro, Kentucky, United States. It is the seat of the Diocese of Owensboro.

The Bluegrass Music Hall of Fame & Museum is a bluegrass music museum in Owensboro, Kentucky, United States. The museum has interactive exhibits, posters, costumes, live instrument demonstrations, and International Bluegrass Music Association's Hall of Fame. The museum has 64,000 square feet of exhibits, offices, and venues on three floors. As a non-profit group, the Bluegrass Music Hall of Fame & Museum has raised funds with the help of famous bluegrass musicians such as Ricky Skaggs and Ralph Stanley.They host their own annual summer music festival, ROMP. ROMP festival is typically held the last weekend in June each summer. Jam sessions are held at the museum every Saturday and Sunday from 1:30 to 4:30 pm. The Bluegrass Music Museum & Hall of Fame is the world's only facility dedicated to the history and preservation of the international history of bluegrass music.

Brescia University is a private Roman Catholic college in Owensboro, Kentucky. It was founded as a junior college for women and is now a coeducational institution offering undergraduate and master's programs.

The First Baptist Church in Owensboro, Kentucky, established in 1835 (1835), is one of the oldest churches in the city. It has five pastoral staff members. It has programs for an age range of a few weeks old to 100 year olds. One activity includes the Family Pavilion during Owensboro's Barbeque Festival. It is affiliated with the Southern Baptist Convention.

Temple Adath Israel (transliterated from Hebrew as "Congregation of Israel": 138 ) is a Reform Jewish congregation and synagogue, located at 429 Daviess Street, in Owensboro, Kentucky, in the United States. The congregation was formed in 1858.: 152 Built in 1877,: 138  the Moorish Revival façade of the modest building features a Gothic Revival-arched door flanked by a pair of Gothic-arched windows punctuated by four pilasters. These are surmounted with molded capitals and fanciful embellishments and the whole is topped by a whimsical row of four, small, onion domed turrets.The building was listed on the National Register of Historic Places in March 1986. It is among the oldest synagogue buildings in the United States.

The Owensboro Bridge, also called the Blue Bridge, is a continuous truss bridge that spans the Ohio River between Owensboro, Kentucky and Spencer County, Indiana. Dedicated to the memory of the late U.S. Congressman Glover H. Cary (1885–1936) and often called the "Glover Cary Bridge," the bridge opened to traffic in September 1940. It originally was a toll bridge, but tolls were discontinued in 1954. It carried US 231 into Kentucky from Indiana from 1940 to 2002 when 231 was moved onto the newly completed Natcher Bridge. Subsequently, its designation was changed to Indiana 161 and Kentucky 2262.

The Union Station in Owensboro, Kentucky, is a historic railroad station, built in 1905. Built mostly for the Louisville and Nashville Railroad, the station is made of limestone and slate, and currently is home to several businesses.

The St. Joseph Catholic Church in Owensboro, Kentucky, United States was a historic church at 4th and Clay Streets which was built in 1878 and demolished in 1989. It was added to the National Register of Historic Places in 1983.It was deemed "significant as the best example of the Gothic Revival style of architecture in Owensboro and as the focal institution in the history of the German Roman Catholic community of Owensboro and Daviess County."In 1948, the parish of St. Joseph was combined with the nearby Irish-American parish of St. Paul to form Sts. Joseph and Paul parish by Bishop Francis Cotton. St. Paul church was larger and newer so it was used as the main church. Regular services at St. Joseph ended in 1978. The church was only used for mass on special occasions until 1984 when a fire damaged the St. Paul church. St. Joseph was then used for regular mass until St. Paul's rededication in 1986.The sixteen stained-glass windows of the church were gifted by the Diocese of Owensboro to the Owensboro Museum of Fine Arts in 1989 before the church was razed. The windows were created and painted by Emil Frei in the guild tradition and installed in the church between 1900 and 1910. The twelve largest windows are sixteen feet tall by four feet wide. The Frei family helped to restore the windows after the move.It was a front-gable brick structure with a bell tower and eight-sided spire. It was 43 by 86 feet (13 m × 26 m) in plan.Photographs of the church can be found here: six photos from 1977.