The Half Moon Bay Art & Pumpkin Festival is one of the better street fairs, in my opinion. Maybe because it involves pumpkins. But get there early or you’ll be stuck in traffic for a long time.
Lots of kid-friendly events, including free pumpkin carving for the kiddies on Sunday from 10-1 (pumpkins are provided). Also, a pumpkin pie eating contest for kids under 12, a parade, pumpkin weighing contest (it’s fun to see the winners), a costume contest and more.
In addition to the usual carnival rides ($$), there are some fun stage shows including pumpkin carver Farmer Mike and magicians, a haunted barn ($5) and more.
Usually giveaways abound, with tons of businesses giving away freebies (it’s usually good quality stuff with lots of snack food). Plus there’s a mini farmer’s market on Main Street, just outside the festival (closer to Hwy 92).
Don’t miss the baked goods just before you enter the festival. I think it’s the Moonside Bakery on Main Street – they have an outdoor booth set up with delicious pumpkin breads, cookies and pastries (and coffee). A great stop if you get to the festival on the early side.
Don’t forget to bring layers and sunscreen – you never know if you’ll bake or freeze there.
What: Half Moon Bay Pumpkin Festival
When: October 18-19 from 9-5
Where: Main Street (just off Highway 92), Half Moon Bay
Cost: free (though you’ll pay $5-10 for parking)