Williamsburg, KY Events Calendar

A bluegrass music festival featuring various exhibitors, crafts, and food booths.

An annual autumn celebration featuring community activities in nearby Middlesboro.

Join the Whitley County Public Library every Friday morning for stories, songs, and simple activities designed for toddlers.

A local festival celebration held in downtown Williamsburg.

A recurring weekly market featuring local produce, crafts, and goods from the Whitley County area.

A themed run event held at the state park leading to the fire tower.

A regional summit event held at The Corbin Arena, focusing on Appalachian development and community growth.

A three-day event featuring a demolition derby, mud bog, camping, and a full lineup of local bluegrass, country, and Southern rock musicians.

A concert performance by the University of the Cumberlands Music Department as part of Homecoming festivities.

University of the Cumberlands men's basketball game held during Homecoming weekend.

University of the Cumberlands women's basketball game held during Homecoming weekend.

An invitation-only event connecting current students with alumni for a panel discussion on professional development.

A luncheon honoring the 50th reunion class of 1976 and welcoming alumni prior to 1976 into the Golden Class.

An opportunity for middle and high school students to explore campus and learn about college life from current students.

The Patriots host Cumberland University for the annual Homecoming football game.

The University of the Cumberlands football team hosts Cumberland University for the annual Homecoming game.

A fireworks display held immediately following the Homecoming football game.

A social gathering for Graduates of the Last Decade (GOLD) during Homecoming weekend.

Ceremony to honor the 2026 Athletic Hall of Fame inductees, followed by a dessert reception.

The University of the Cumberlands football team hosts Cumberland University for their annual Homecoming game.

A cultural performance presented by Fine Arts in Southeastern Kentucky at the University of the Cumberlands.

An annual community run event held in celebration of the Thanksgiving holiday season.

Held on Thanksgiving morning, this race through historic Williamsburg benefits the Shop With a Cop program to help local children during the holidays.

A festive community celebration featuring holiday activities and local traditions to ring in the Christmas season.

A festive community holiday celebration featuring local traditions and seasonal activities.

A special gospel performance featuring The Singing Cookes to celebrate the new year at the Williamsburg Gospel Barn.