Eateries & BoutiquesThe Merchants & Businesses of Downtown Orangeville invite you to explore its lovely boutiques, welcoming eateries, and hidden gems. Downtown EventsView our events schedule. Walking Tours & Scavenger HuntsLove to explore? Beautiful, heritage architecture, incredible public art, and interesting history await! LIVE at Theatre Orangeville"We look forward to sharing the imaginative, explainable miracle that is live theatre with you and your family" Orangeville Farmers' MarketDufferin County's largest Farmers' Market. Every Saturday Morning at 87 Broadway. Year Round. Island lake Conservation AreaPicturesque Island Lake Conservation Area is located in the rolling hills of Dufferin County just minutes from Downtown. Year-round family fun awaits. Live MusicLive Music 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. TrailsEnjoy beautiful scenery as you walk, bike or hike the many trails in Orangeville. Headwaters Arts FestivalOne of the most respected art shows in Ontario. Dufferin Museum"Here at the Museum of Dufferin, we take great care to offer our visitors an unexpected and exceptional experience" Headwaters Farm FreshLocal food is safe, fresh and provides a better source of nutrition, while keeping dollars in our own community.