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Wilbraham Hill Climb

4th Commemorative Reenactment

Saturday, May 13th, 2023

Countdown to the Event!








Event Details

Food & Fun for the Whole Family!


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Maps and Registration Information

Saturday, May 13th, 9am-3pm;  free event for the whole family!

The Wilbraham Hill Climb race event is a town-wide celebration in the spirit of the good old days with a re-enactment of the historic 1908 climb up Wilbraham Mountain plus other fun events including:

  • Minnechaug Regional High School Car Show with 300+ Cars
  • Wilbraham Garden Club Plant Sale
  • Craft Fair
  • Variety of Food Trucks
  • Music with DJ Bruce
  • Giveaways
  • And More!

Accepting donations on behalf of the Springfield to Boston Education Foundation, 501 (c)(3).

Registrant Details

Open to Pre-War cars, MG TCs, HRGs. Also select Post-War “Preservation” or “Exhibition” type cars as space allows – please contact the EC if you have a Post-War car you wish to enter.

If you are not running the hill you can exhibit your car in the paddock or along Main St. 

Other Details:

Several car clubs will be exhibiting cars at their own sites along Main St. Saturday. We expect a significant contingent of Bugattis, Bentleys, Ferraris and Early Brass, just to name a few.

Commemorative Hill Climb polo shirts will be available for purchase.

With Special Guests

Wayne Carini

TV Host of “Chasing Classic Cars”

Ray Evernham

Crew Chief for Jeff Gordon, NASCAR Analyst

Erin Crocker Evernham

Accomplished Race Car Driver, Wilbraham Native

Past Hill Climbs Photo & Video Gallery


The Wilbraham Hill Climb is a re-enactment of the 1908 historic climb up Wilbraham Mountain, an unofficial proving ground for many of the early automobile and motorcycle manufacturers of the Brass Era. The 1908 event was put on by the Automobile Club of Springfield and sanctioned by the racing board of the American Automobile Association. The cars were timed over a measured mile by the Timing Club of New York City. The 2017 event was featured on an episode of “Chasing Classic Cars” with Wayne Carini.


Jeff DeMarey

CCCA National & Regional Director, VSCCA Member, Collector & Collector Car Insurance Specialist, and Master Judge



Ed Cenedella


Event Sponsors