On a Saturday in Wilbraham, history enthusiasts and car aficionados gathered to witness a reimagined version of the 1908 Wilbraham Hill Climb. This event, reminiscent of the early Brass Era's automotive testing grounds, attracted families with its vibrant displays and activities. Despite morning showers, the festival thrived, boasting over 350 cars at a show, more than 50 craft shops, local artisans, food trucks, and an exhilarating hill climb featuring vintage automobiles tackling a steep incline.

The challenge recreated the tradition of racing classic vehicles up a challenging one-mile course, marked by a demanding 23-percent grade—steeper even than Colorado’s renowned Pikes Peak road. The day also featured Wayne Carini, host of "Talking Classic Cars," who brought along a rare Italian Stanguellini and a 1932 Ford for the ascent. More than 20 vintage race cars and five motorcycles were set to participate in this nostalgic competition.

Main Street and the Wilbraham & Monson Academy lawn hosted the expansive car show, showcasing vehicles from various Northeastern museums. The event not only celebrated the mechanical marvels of yesteryears but also offered a lively market atmosphere filled with crafts, homemade goods, and local cuisine.

Inspired by the spirit of innovation and endurance from over a century ago, the Wilbraham Hill Climb brought together diverse interests under one umbrella. As participants drove their historic machines up the grueling slope, they echoed the determination and ingenuity that defined early automakers. The presence of Wayne Carini added another layer of excitement, connecting modern audiences with the legacy of classic car culture through his expertise and passion for restoration.

This gathering served as more than just a spectacle; it was a tribute to the evolution of transportation technology and the community's enduring fascination with these timeless treasures. Through events like the hill climb and car show, Wilbraham successfully bridged past and present, creating lasting memories for all who attended.