The Wilbraham Hill Climb 2024

The Wilbraham Hill Climb

Henry Ford once said “Auto racing began 5 minutes after the second car was built” and we couldn’t agree more. Cars weren’t just meant to be driven, they were meant to be raced. The Wilbraham Hill Climb is a race older and steeper than Pikes Peak, where 20+ vintage race cars, compete against time, gravity, and each other for the chance to be crowned ‘King of the Mountain. Join us for the race, a large car show, museum displays, a plant & craft sale and so much more!

Saturday, May 9, 2026

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First Race

ft Elevation Gain

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The Hill Climb

The Wilbraham Hill Climb has a rich history dating back to 1908. In recent years, we have recreated the tradition of racing these vintage cars up the one-mile course that boasts a 23% grade (which is actually steeper than the road up Pike’s Peak). This year, you can expect:

  •  20+ Vintage Race Cars
  • 5+ Vintage Motorcycles
  • Live Timing Displays & Leaderboards
  • Special Guest: Wayne Carini!
Wilbraham Car Show

The Car Show

This year, we are excited to announce that we will have two main areas of our car show. The VIP section will be staggered along the side of Main Street, right in the middle of the action! The other car show will be on the lawn of Wilbraham Monson Academy. No matter which one you choose, we’re confident you will have a fun time! This year, you can expect:

  • 350+ Show Cars
  • Cars of all makes, models, and eras.
  • Unique and rare cars & builds

The Museums

We currently have seven automotive museums from all over the northeast planning on attending and bringing display cars. Some, but not all, of the museums we expect to see coming this year are:

    Craft Fair

    The Craft Sale

    To make it fun for the whole family, we also have a Craft Sale! Enjoy browsing a variety of beautiful plants and handmade crafts.

    •  50+ small shops showcasing their crafts & goods
    • Locally sourced vendors and artists
    Luso Federal Credit Union

    The Food & Vendors

    On top of all that, we also have a variety of vendors and food options! Vendors will be setting up their tables or tents on the lawn of Wilberham Monson Academy. This year, you can expect:

    • Local vendors offering their own promotions and goodies
    • Food Trucks
    • Restaurant & Brewery on-premise
    • Outdoor picnic area & indoor seating
    Wilbraham Hill Climb

    The Schedule of Events

     Saturday, May 9th, 2026

    9:00 am – 2:00 pm Wilbraham Hill Climb Race
    9:00 am – 3:00 pm Craft Sale & Vendors
    9:00 am – 3:00 pm Car Show
    10:00 am – 3:00 pm Food Trucks
    2:00 pm – 3:00 pm Exhibition Races
    3:00 pm Hill Climb Winner Announcement
    3:00 pm 50/50 Winner Announcement

    The Map

    Use the map to navigate our offerings for the 2024 Wilbraham Hill Climb.

    Starting Line (Viewing area) 26 Monson Rd, Wilbraham, MA
    Finish Line 252 Monson Rd, Wilbraham, MA
    Spectator Parking Minnechaug Regional High School
    Car Show Along Main Street and Wilbraham Monson Academy
    Food 467-480 Main St, Wilbraham, MA
    Craft Sale Memorial Park