1. Half Moon Bay Pumpkin Festival
When: October 17-18, 2026 | 9 AM – 5 PM
Where: Main Street in Half Moon Bay
The Experience:
The Half Moon Bay Art & Pumpkin Festival is a world-famous, free, two-day celebration held each October in downtown Half Moon Bay, known as the “World Pumpkin Capital.” It brings together thousands of visitors to celebrate the fall harvest with a vibrant mix of giant pumpkin displays, live entertainment, arts and crafts, and festive food. The event is closely tied to the Safeway World Championship Pumpkin Weigh-Off, where massive, record-breaking pumpkins are showcased as a central attraction. Festivalgoers can enjoy multiple music stages, a lively parade, family-friendly activities, and seasonal traditions like pumpkin carving and contests. Held along historic Main Street, the festival captures the spirit of autumn on the coast, celebrating local agriculture, community, and creativity in a fun, festive atmosphere.
Highlights:
- World Championship Pumpkin Weigh-Off
- Live entertainment & festive atmosphere
- Fall food, crafts & family fun
2. Top of the Hill Festival
When: October 17, 2026 | 12 PM – 6 PM
Where: John Daly Blvd. & Mission Street, Daly City, CA
The Experience:
Now in its third year, the Top of the Hill Festival is a free, all-ages street celebration that transforms the heart of Daly City into a vibrant community gathering spanning more than half a mile of festival grounds. Drawing 20,000 attendees, the event showcases live music across multiple stages, local food vendors, and cultural performances that reflect the diverse spirit of the Top of the Hill neighborhood.
Highlights:
- Live music and cultural performances spanning multiple genres and generations
- 75+ local and regional food and merchandise vendors
- Free admission for all ages with activities for the whole family
