We can take a stab at guesses at those dates:
MW - occurs the weekend prior to MLK
2024 MLK day is 1/15/24. So predicted race weekend would be 1/3-1/7.
PW - occurs the weekend after President's Day
2024 President's Day is 2/19/24. So predicted race weekend would be 2/22-2/25.
SS - occurs ....
2023 is 4/13-4/16, Easter 4/9, Boston 4/17
2022 was 3/31-4/3, Easter 4/17, Boston 4/18
2021 Star Wars was 4/14-4/17, Easter 4/4, Boston 4/19
2020 Star Wars was 4/16-4/19, Easter 4/12, Boston 4/19
2019 Star Wars was 4/4-4/7, Easter 4/21, Boston 4/15
Easter in 2024 is 3/31 and Boston is 4/15.
I'm not seeing a great pattern. 2024 weekends would be 4/6, 4/13, 4/20, and 4/27. 4/27 seems too late based on the past. I would say a good guess would be 4/11-4/14.
Wine and Dine - occurs...
2022 was 11/3-11/6
2021 was 11/4-11/7
2020 was 11/5-11/8
2019 was 10/31-11/3
2018 was 11/1-11/4
2017 was 11/2-11/5
Based on this pattern, the 2023 Wine and Dine is probably 11/2-11/5. 2024 is probably 10/31-11/3.