Paramount Arts Center (circa 1931) 1300 Winchester Avenue, Ashland, KY 41101, Located on the Country Music Byway, 606-324-3175 (Box Office), "One of the first built specifically for "talking" motion pictures," this historic Art Deco-style theater has been restored with many of its original fixtures and furnishings. The Paramount is home to a non-profit agency that offers about 120 performing arts performances a year to the community.  

Ashland Area Art Gallery 1516 Winchester, Ashland, KY 41101, 606-329-1826, Contains an Artist's Market which showcases local artists as well as displaying regionally, nationally, and internationally known fine art. 

Highlands Museum & Discovery Center 1620 Winchester Avenue, Ashland, KY 41101, Located in Downtown Ashland, 606-329-8888, Housed in the historic Parsons Department Store, this regional historical museum teaches both adults and children about the history of Ashland and Eastern Kentucky through interactive exhibits. The popular Country Music Heritage exhibit showcases memorabilia and biographies of many well-known country music artists. more...