The Town of Penfield offers a diverse range of cultural and community events that enrich the community:
- Music Festival & Food Truck Rodeo: A vibrant celebration featuring live music by Penfield students and a variety of food options.
- Dayton's Corners School Pie Social: A charming event with historical school tours, music, and homemade pie servings promoting community heritage.
- Concerts at Penfield Amphitheater: Regular musical performances in a variety of genres for all ages at the amphitheater.
- Blues & Chili Contest: A flavorful event where attendees enjoy blues music and a competitive chili cook-off.
- Big Band Concert: A night of nostalgic big band music reviving classics for a memorable evening.
- Penfield Pops Band Concert: A family-friendly concert band featuring popular and classical music pieces.
- Penfield Players Theater Group: Local theater productions that showcase Penfield's acting talent in engaging performances.