Headwaters Crafted Journey Launches New Craft Beverage Trail Across Caledon, Mono, Orangeville, Erin and Grand Valley

Self-guided passport experience connects visitors with eight craft breweries, cideries and wineries across the Headwaters region

Craft beer tasting flight at a participating brewery on the Headwaters Crafted Journey, a craft beverage trail featuring eight destinations across the Headwaters region of Ontario.
A flight of locally crafted beers highlights one of the stops along the Headwaters Crafted Journey, a new self-guided trail connecting breweries, cideries and wineries across Caledon, Mono, Orangeville, Erin and Grand Valley. (image source: Central Counties Tourism)

The Headwaters Crafted Journey offers a self-guided craft beer, cider and wine trail featuring eight producers across the Headwaters region.

HEADWATERS, ON β€” A new tourism initiative is inviting residents and visitors to discover the best of Ontario’s craft beverage scene while exploring some of the most scenic communities in the Headwaters region.

The Headwaters Crafted Journey, a self-guided craft beer, cider and wine trail, officially launched on May 30, connecting eight independent producers across Caledon, Erin, Orangeville, Mono and Grand Valley.

Designed as a passport-style tourism experience, the trail encourages participants to travel throughout the region, sampling locally produced beverages while experiencing live entertainment, local food offerings and the unique character of Headwaters communities.

The initiative is a collaborative effort involving local beverage makers, municipalities, business improvement areas and regional tourism partners, all working together to support tourism and economic development.

Eight Stops Across Headwaters

Participants can collect stamps at each of the eight featured locations:

  • Badlands Brewing Company (Caledon)
  • Spirit Tree Estate Cidery (Caledon)
  • GoodLot Farmstead Brewing Co. (Alton)
  • Caledon Hills Brewing Company (Caledon)
  • Sonnen Hill Brewing (Caledon)
  • Grand Valley Brewery (Grand Valley)
  • Adamo Estate Winery (Mono)
  • Mono Centre Brewing Co. (Mono)

Organizers say the journey showcases the diversity of the region’s craft beverage industry while encouraging visitors to explore lesser-known destinations throughout Headwaters.

Regional Collaboration Drives Tourism

The idea for the Headwaters Crafted Journey originated during a conversation between GoodLot Farm & Farmstead Brewing Co. owner Phil and Central Counties Tourism Executive Director Chuck Thibeault.

Following the initial discussions, participating producers joined the initiative while municipalities and business organizations, including the Town of Caledon, Town of Orangeville, Downtown Orangeville BIA and Town of Erin, helped bring the project to life.

Funding for the initiative was provided through contributions from participating makers and municipal partners, with Central Counties Tourism matching those investments through its Partnership Program.

β€œThis Headwaters Crafted Journey represents a strong and successful regional partnership,” said Chuck Thibeault, Executive Director of Central Counties Tourism.

β€œBy working together, Central Counties Tourism, our municipal, BIA and participating partners have collectively created an authentic experience that showcases local makers while bringing new visitors to our communities. It is amazing to see our municipalities and BIAs working together to drive people throughout the region through collaboration!”

Passport Contest Offers $1,600 Grand Prize

To encourage participation, organizers have introduced a “Sip. Stamp. Scan. Win.” contest.

Visitors who complete the trail and collect stamps from all eight locations will be entered for a chance to win $1,600 in gift certificates provided by participating businesses. Four runner-up prizes will also be awarded.

Free passports are available at all participating locations.

Once completed, participants can scan the QR code included in the passport or visit CraftedJourney.ca to upload an image of their completed card and enter the contest.

The contest runs through September 30, 2026.

Supporting Local Tourism

The Headwaters Crafted Journey aligns with Central Counties Tourism’s broader mandate of supporting tourism businesses and increasing visitation throughout York, Durham and Headwaters.

The organization’s Partnership Program provides matching funds to tourism operators, organizations and event planners to help strengthen the regional visitor economy and attract visitors travelling more than 40 kilometres to the area.

As interest in culinary tourism and craft beverage experiences continues to grow, organizers hope the new trail will encourage visitors to spend more time exploring local communities while supporting independent producers throughout the region.

Families are welcome to participate in the journey, although alcohol service remains restricted to guests aged 19 and older. Organizers remind participants to enjoy the experience responsibly.

For additional information, visitors can visit CraftedJourney.ca or follow @VisitYDH on social media.


Stay with GTA Weekly for more local tourism, food, beverage, and community news from across Ontario.

About Tiana 91 Articles
Tiana Squire is a multi-talented contributor to GTA Weekly, where she leads coverage of leisure, tourism, and food culture across the Greater Toronto Area and beyond. She is the author of several weekly series including Jet Set Weekly, GTA Eats, and Weekend Vibes, offering readers curated guides to festivals, local dining, global destinations, and family-friendly fun. With a passion for storytelling and a flair for finding the best experiences near and far, Tiana brings a fresh, vibrant voice to the pages of GTA Weekly. She can be reached at tiana.squire@gtaweekly.ca.

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