Theatre Orangeville"We look forward to sharing the imaginative, explainable miracle that is live theatre with you and your family" Art Walk of Tree SculpturesWander the streets of Orangeville and marvel at the creative beauty of over 50 intricately carved tree sculptures. Orangeville Farmers' MarketDowntown Orangeville will be alive with the smells and sounds of fall at our farmers' market. Orangville Blues & Jazz FestivalThe Orangeville Blues & Jazz Festival is a non-profit organization that promotes an appreciation of the art of blues and jazz by hosting an annual festival and related events. Downtown EventsView our events schedule. Headwaters Arts FestivalOne of the most respected art shows in Ontario. Island lake Conservation AreaPicturesque Island Lake Conservation Area is located in the rolling hills of Dufferin County in the Towns of Orangeville and Mono. TrailsEnjoy beautiful scenery as you walk, bike or hike the many trails in Orangeville. Dufferin Museum"Here at the Museum of Dufferin, we take great care to offer our visitors an unexpected and exceptional experience" Orangeville Music TheatreWe are thrilled to say we have been able to entertain local audiences for 40 years and look forward to many more. Historic Downtown OrangevilleThe Merchants & Businesses of Downtown Orangeville invite you to discover why Downtown Orangeville is the Heart of the Hills of Headwaters Headwaters Farm FreshLocal food is safe, fresh and provides a better source of nutrition, while keeping dollars in our own community.