Discover Headwaters

Winter in the Hills of Headwaters

Embrace winter this year with a visit to the Hills of Headwaters. If ice-fishing is on your list of winter activities but you don’t have time for a 3 hour drive, Island Lake Conservation Area in Orangeville offers ice-fishing 7 days/week and you can even rent a hut! (ice conditions permitting).

For those with more tender sensibilities, enjoy a winter stroll through our heritage villages or indulge in any one of our dining, arts and theatre or spa experiences. Golfers are also invited to experience winter in the Hills at our indoor golf facility: Parfect Conditions!

Browse our 2011 Visitors Guide and be the first to know about all the happenings in the hills - sign up for our free monthly tourism e-newsletter. Request a copy of our Visitor's Guide and Map.


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Experiences Headlines
Door Open in The Hills of Headwaters Great Drives in the Hills of Headwaters

Towns and Villages
Towns and Villages in the Hills of Headwaters

Great Fall Drives
Great Fall Drives
Spectacular Fall Colours

Featured Tours
Hockley Valley Escape Tee-it-up

Hockley Valley Escape
Majestic scenery, artisan studios and a world-class resort, are just steps away!

Tee-it-up
Experience some of southern Ontario's best golf, just steps outside Toronto's back door!

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New Art Classe in the New Williams Mill Visual Arts Centre Education Centre
Williams Mill - Artists Studios, Gallery & Education Centre
An exciting new arts Education Centre with an exciting list of new courses

Lorraine Roberts will be speaking at Canada Blooms and signing copies of her book, A Recipe for Continuous Bloom.
Plant Paradise Country Gardens
Lorraine Roberts is speaking at Canada Blooms on the Celebrity Stage March 17th.

Adult introduction to golf
Lynbrook Family Golf Centre
Perfect for the beginner or intermediate looking for a tune-up

Gardening Workshops at Plant Paradise Country Gardens
Plant Paradise Country Gardens
Gardening Workshops at Plant Paradise Country Gardens begin April 14th

Crystal and Lace Collection now on Display at Beads on Broadway @ Dragonfly!
Beth Grant - Glass Artist
Light and ethereal, these beads will compliment any wedding dress...

3rd ANNUAL ORANGVILLE ROTARY RIBFEST! JULY 20, 21 AND 22! 2012 Orangville Rotary Ribfest--bigger and better with more ribbers, more live entertainment, a bigger Midway, a bigger beer tent and even more fun for the entire family!
2012 Orangeville Rotary Ribfest!
3rd ANNUAL ORANGVILLE ROTARY RIBFEST! JULY 20, 21 AND 22!

New Artists and Studios at the Williams Mill
Williams Mill - Artists Studios, Gallery & Education Centre
Exciting new artists and artist studio changes at the Williams Mill

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Events Calendar

Featured Events

February Blues Bash
Feb 11, 2012
Orangeville Blues & Jazz Festival

The Dam Gallery - Irene Shelton & Silvia Taylor
Jan 13 - Feb 14, 2012
Alton Mill Arts Centre

SnowFest 2012
Feb 20, 2012
Town of Caledon

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Proud Sponsors

Gallery Attendants
Headwaters Arts

Fair volunteers
Orangeville Agricultural Society

Headwaters Stable Tour Call for Volunteers
The Hills of Headwaters Tourism Association

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Community Showcase

Spring Gait Meadows

Business Profile: Spring Gait Meadows
Awarded Best New Tourism Business
Owners Ted and Karen Lada have a special kindred spirit with horses. They have been working with Tennessee Walking Horses since 1999, and in 2007 bought their first miniature stallion. They enjoy driving, taking the miniatures to retirement homes for therapy visits and giving children an opportunity to have their first ride! Spring Gait Meadows has been an enthusiastic partner in the 2009 Headwaters Stable Tour and 2010's Destination Equitation.

The Top of the Hill Bed and Breakfast

Heritage Profile: The Top of the Hill Bed and Breakfast
Awarded Best Overnight Getaway Experience
Winner of numerous awards for overnight accommodation, including 2005 Best Bed & Breakfast in Canada, Top of the Hill B&B is located in the tranquil village of Cheltenham. Built by Charles Haines, the village founder, Top of the Hill is the oldest home in the village and is run by hostess Shelley Craig and her husband Steve.

What's Cookin'

Business Profile: What's Cookin'
Awarded Best Customer Service Experience
The team at What's Cookin' demonstrates an authentic passion for what they do and this shows itself during every contact with customers and visitors. Their passion for "local" is evidenced in their food philosophy, as well as in their partnerships with other local area businesses and organizations. From the time you enter the store, until the time you leave, customers are treated to the best in customer service from the entire team!