Headwaters

Just a short drive North of the GTA, The Headwaters region has trails to hike, places to fish, lakes to splash in, horses to ride, and vistas that will take your breath away no matter the time of year. The regions’ four major rivers (The Grand, Nottawasaga, Humber, and Credit) start here and flow into the Great Lakes. Defined by the landscape and distinguished by the spirit of the people who call this place home, Headwaters welcomes you to escape the bustle of the city and get in touch with nature. The region is comprised of the communities of Caledon, Dufferin, Erin, Orangeville, Mono and Shelburne, each with their own authentic country tastes, main streets, treasures, and unspoiled nature.

Featured Fun In Headwaters

  • Theatre Orangeville

    Theatre Orangeville

    87 Broadway, Orangeville, ON

    Theatre Orangeville was established in 1994 and is located in the heart of downtown Orangeville. The theatre takes residency within Orangeville Town Hall; one of the oldest buildings located along the…

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  • Terra Cotta Conservation Area

    Terra Cotta Conservation Area

    14452 Winston Churchill Blvd., Halton Hills, ON

    Terra Cotta Conservation Area covers 250 hectares of rugged terrain on the Niagara Escarpment and includes numerous summer and winter trails, including a link to the well-known Bruce Trail. The area was…

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  • Alton Mill Arts Centre

    Alton Mill Arts Centre

    1402 Queen St. W, Village of Alton, Caledon, ON

    The historic Alton Mill is located in Caledon, in the Village of Alton, an hour northwest of downtown Toronto. This national award winning heritage building has been called "a jewel in the crown of the…

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  • Albion Hills Conservation Area

    Albion Hills Conservation Area

    16500 Hwy. 50, Palgrave, ON

    Seek adventure at Albion Hills Conservation Area, where experiences engage you….. from mountain biking through the woods, to camping along the riverside, to participating in its various adventure races…

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  • Downey's Farm

    Downey's Farm

    13682 Heart Lake Road, Inglewood, ON

    Downey’s Farm welcomes guests to play, shop, and experience the farm—together.

    Downey’s Play Area features 35+ outdoor activities designed for all ages, including wagon rides, farm animals, jumping…

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  • Rawhide Adventures Inc.

    Rawhide Adventures Inc.

    638135 Prince of Wales Rd. , RR#3, Shelburne, ON

    Rawhide Adventures Inc. works out of Peace Valley Ranch Ltd. a working cattle ranch located in Shelburne, 1.5 hours north west of Pearson International Airport. We combine some awesome horseback riding…

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  • Millcroft Inn & Spa

    Millcroft Inn & Spa

    55 John Street, Alton, ON

    The Definitive Country Inn Retreat. Experience tranquility, comfort and heritage charm at The Millcroft Inn & Spa in the Village of Alton, Ontario.
    The inn’s refreshing blend of rural serenity and sophisticated…

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  • Williams Mill Creative Arts Studio

    Williams Mill Creative Arts Studio

    515 Main Street, Glen Williams, ON

    The Williams Mill Visual Arts Centre is home to almost 30 artists. The Mill is a unique place for beautiful, one-of-a-kind Canadian Art and Craft, and gifts you'll feel proud to give. In addition to monthly…

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  • Island Lake Conservation Area

    Island Lake Conservation Area

    673067 Hurontario Street South, Orangeville, ON

    With four seasons of activities, Island Lake is the perfect destination for the active individual. The beautiful scenery of the surrounding area is captivating as you walk, bike, hike, or jog on the trails…

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  • Museum of Dufferin

    Museum of Dufferin

    936029 Airport Road, at Highway 89, Mulmur, ON

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    Welcome to the Museum of Dufferin. We are located at the intersection of Highway 89 and Airport Road…

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