Wilbraham Hill Climb

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!

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 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

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