Sweetest Day 2024. Be sweet on sweetest day and hand out out candy to honor this nearly 100 year old holiday. Sweetest day comedy jam featuring nephew tommy, bill bellamy, luenell, tony roberts, tommy davidson and mark curry is coming to wintrust arena on saturday, october 19,.
Sweetest day dates in 2024, 2025 and 2026. For over 100 years, national sweetest day encourages everyone to be generous even in the smallest ways.