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Our Trail History

Alley Way

Named after Peter and Daphne Alley who were very active Board Members and ski instructors.  Peter, an economist, helped keep the finances balanced during his post as a Club Director in the late 1960's to early 1970's.


Burny's Bend

Burny Clark, a Member since 1968, brought a wealth of skiing experience as Assistant Ski School Director and Director of Operations for the Toronto Ski Club.  A Nordic and combined provincial champion himself, he was an innovative ski instructor who modified skiing and teaching techniques to help generations of skiers improve and excel.  For decades, Burny was instrumental in the growth and development of Caledon's ski school as co-director.  In recognition of his contribution to ski instructing, Burny was inducted to the Canadian Ski Instructors Alliance Hall of Fame, Ontario Division.  Burny is also an Honorary Life Member of both Caledon Ski Club and Toronto Ski Club.

Carson's Run / Simon's Snowboard Terrain Park

Originally named to commemorate the friendship between Keith Carson and Ross Wortley.  Keith was a friend of Ross' at Victoria College, University of Toronto, and while a Member of the Osler Ski Club, Keith assisted Ross during the early trail cutting days at Caledon.

Simon Duncan, one of Caledon's first snowboard instructors, had the vision for the terrain park and pushed to have it developed with the assistance of Svend Wortley.  Simon lost his life in an unfortunate car accident at the age of 25.

Dodds’ Dip

Jack and Ingeborg Dodds' family were one of the original 10 year family Members.  Inge Dodds has been a dedicated ski instructor for many, many years and was the first woman to be elected as a Club Director.

Eaton's Annex

John David Eaton purchased the second 10 year family membership for $500 after learning that Bud Knight had invested in the Forks of the Credit property before it was purchased.  The Eaton family owned a retail chain that had a location at the corner of Yonge and College Streets known as "Eaton's Annex".

Harold's Headstander

Named for Harold Brett who embarrassed his six children by performing headstands in the clubhouse on the naugahyde cushions during the era of moonboots in the 1960's.

Kendall's Kandihar

Douglas Kendall often travelled to Europe for business and skied at many of the resorts.  His British roots are reflected in the name Kandahar after the Kandahar Ski Club founded by Englishmen in Switzerland in 1924.  Douglas was Caledon's first Vice President and assisted with the plan to purchase the Forks of the Credit property by suggesting the sale of Club memberships for $25 each.

Doug's son, Jeremy, while Club Treasurer, suggested the construction of the 16 unit condominium development to finance the Club's first chairlift.  The project was not completed until the mid 1980's due to environmental considerations and was ultimately not required to fund the chairlift which was installed in 1978.

Kenne's Kicker

Named in honour of our first Olympian, Kennedy Ryan.  Kenne was a freestyle aerialist who competed in the 1992 Albertville and 1994 Lillehammer Olympic Games.  A "kicker" is the name of the jump used to project aerialists into the air.  Kenne travelled extensively with the Ontario and Canadian freestyle teams.

Holden’s HWY

Jake Holden, Olympian & World Cup SBX Racer competed in the Snowboard Cross at the 2014 Sochi Olympics. The Holden family have been a part of Caledon for many years as members, but also as staff with Bev and John who managed our food services for several years.

Knight Flight


Harry "Bud" and son, David Knight, assisted Ross Wortley with the installation of a truck chassis and engine for the first rope tow at the Inglewood farm in 1958.  Bud Knight, although he was not a skier, was the first to be coerced by Ross into paying $500 for a 10 year family membership.  David Knight offered to underwrite the $125,000 required (although never called upon) for the Club expansion in 1966.  It was David's insistence that the Club invest in snowmaking equipment to compete with other ski clubs by improving the snow conditions and extending the ski season at Caledon

Larry's Line

Named in memory of Larry Yeigh, who was a very active adult racer and integral part of the Caledon race program.  As an engineer, he was instrumental in organizing water & waste water infrastructure for the chalets built in the early 1980's.

Mackenzie Trail

Named as a tribute to Bob MacKenzie, who met and married Janet Yeigh at Caledon.  As a very active ski coach and ski instructor, he provided a lot of expertise and energy to both programs.  Stricken with A.L.S., he would coach his groups from a snowmobile when he was no longer able to ski.  He succumbed to the disease in 1985 at the young age of 30.

McHenry's Roadrunner

Originally known as "Roadrunner" because of its close proximity to Mississauga Road, has recently been renamed to comply with Ross Wortley's desire to acknowledge Gordon McHenry who suffered "burial by birdcage" under Ross' first homemade snow groomer.  Gordon was a ski instructor whose family produced "a dynasty of first rate skiers" (Oakland Ross, 1997).


During his university years and time working with Ross Wortley at the Banff Springs Hotel,. Bill Mounfield was nicknamed "Moonbeam".  A stalwart friend to Ross and a hard worker on behalf of the Club, he made a significant contribution to the Club's beginnings.  As a reward for purchasing a 10 year family membership, Ross promised to name a run after him.


One of the original 10 year family Members and Club Directors, Oakland Ross, known as "Oakey", was integral in helping the Club get started in its new setting, post Inglewood farm days.  He was a stable hand behind the tiller and helped to clear many of the trails.  His son, "Oaker" Ross, authored the book "Caledon Ski Club, The First 40 Years".

Philpott's Folly

Named after David Philpott, who was an active and early Member.  He purchased a 10 year family membership in the second season and was an avid promoter of the Caledon Ski Club during its' infancy.  As president, he prepared and presented an appealing display of the proposed new ski area, which he promoted at the annual ski show to successfully solicit new Members.


Porter's Pipeline

Mike & Gayle Porter successfully managed the ski Club for over 25 years. The duo was only the second management team in the Club’s first 50 years. Both grew up being involved with the Club, Mike parking cars at the age of 11 and Gayle assisting her mother Dorothy Forsythe in the Club’s office in Cooksville. It wasn’t long before they married, worked their way up the ranks and Mike assumed the role of General Manager in 1989 and Gayle took over the position of Administration Manager in 1990.  Now retired, they stay determined to make it a first class facility and preserving the “Caledon Experience” while finally having free time to ski.

Soules' Skyway

Bill Soules purchase one of the original 10 year family memberships.  He was one of the first Directors, served as Treasurer and was also a ski school instructor for many years.


Stapells' Chair

Stapells' Crutch was a rope tow named for Bredin Stapells that ran from the base of what was known as South Hill (Soules' Skyway) up the short climb to the base of Eaton's Annex.  When the Annex was altered to prevent erosion, the "Crutch" disappeared and the former Olde Chair became Stapells' Chair when the lift was upgraded to a quad chair in 2000?  Bredin Stapells was one of Caledon's Directors & Chairman of the Board in the late 1960's to early 1970's and he played a very important role in the Club's expansion.

Wortley's Wiggle

Known originally as "The Wiggle" perhaps because of the trees that were on the hill, perhaps because it was the first run to have moguls, and some even suggest it was because of the way Svend Wortley wiggled when he skied!

Ralph Abell and Burny Clark decided to name this run "Wortley's Wiggle" to acknowledge the magnanimous contributions of the Wortley family.  It was Ross and Helen Wortley's enthusiasm for skiing, sense of adventure, family and fun, which gave birth to the Caledon Ski Club in 1958 located on their Inglewood farm.

Ross' visionary genius and enterprising character augmented his role as Founder and first President of the Club as he led the transformation from a primitive rope tow and chicken-coop lodge to what stands here today.  Helen's certification by the Canadian Ski Instructor's Alliance and her exceptional downhill skills, made her a natural to be the first director of the Caledon Ski School.

Without Ross Wortley's imagination, foresight and charismatic charm, Caledon Ski Club would not be the friendly, family oriented ski club we all take pride in belonging to today.  The Wortley offspring, including Svend, Glen, Kip and Leanne, have been involved with the club through employment and enjoyment and will continue for many generations.

17431 Mississauga Road. Caledon, Ontario L7K 0E9 | Tel: 519.927.5221 | admin@caledonskiclub.on.ca