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 Lady walking her horse

Towns and Villages
Towns and Villages in the Hills of Headwaters

Horses in the Hills
Destination Equitation Saturday, September 24th to Sunday, October 2nd, 2011

Featured Tours
Family Fun Tee-it-up Again

Family Fun
Fresh open air and old-fashioned fun make for a perfect getaway!

Tee-it-up Again
Rolling hills, valleys and the Niagara Escarpment, define golf in the Hills of Headwaters!

create your own tour

2012 Hills of Erin Studio Tour - Call for Entry
Hills of Erin Studio Tour 2012
Artists are invited to apply for the 2012 Hills of Erin Studio Tour!

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!

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.

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

February Blues & Jazz Bash - Saturday February 11th
Orangeville Blues & Jazz Festival
Annual February Fundraising Bash for the Orangeville Blues & Jazz Festival!

New and improved junior summer golf camps
Lynbrook Family Golf Centre
The have fun family golf centre

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

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Events Calendar

Featured Events

Listen to Hear, Look to See
Sep 9, 2011 - Aug 26, 2012
Alton Mill Arts Centre

Tax Planning For Small Business
Feb 8, 2012
Town of Orangeville

Bridal Open House
Jan 28, 2012
Hockley Valley Resort

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Community Showcase

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!

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.

Spirit Tree Estate Cidery

Business Profile: Spirit Tree Estate Cidery
Awarded Best Culinary Tourism Experience
One of the region’s most popular destinations for “foodies” from the GTA, Spirit Tree Estate Cidery offers sweet pressed apple cider, hard apple cider, wood-fired oven bakery breads and other treats, from their location in the rolling Caledon Hills.