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Friday December 19, 2025
4:30 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
Saturday December 20, 2025
8:00 AM - 8:50 AM    Pre-K Biddy Basketball - Pre-K Biddy Basketball with Game Time Training Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
9:00 AM - 10:00 AM    Special Olympics Basketball - Special Olympics Basketball Finn Elementary School - Finn Elementary School - Gym 1
 
Sunday December 21, 2025
8:00 AM - 8:50 AM    Adult Hockey League - Adult Hockey League St. Marks School - St. Marks School - Ice Rink
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:30 PM - 8:30 PM    Adult Drop-In Basketball League - Adult Drop-In Basketball League Fay School Athletic Campus - Fay School - Harlow Gym
 
Monday December 22, 2025
2:00 PM - 2:50 PM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Monday (Level 3.5+) Recreation Department - Recreation Department - Room 1 (Large)
 
3:00 PM - 3:50 PM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Monday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
6:30 PM - 8:30 PM    Joe Graziano - Karate Rental Recreation Department - Recreation Department - Room 1 (Large)
 
Tuesday December 23, 2025
9:00 AM - 9:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Tuesday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
11:00 AM - 11:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Tuesday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
Sunday December 28, 2025
8:00 AM - 8:50 AM    Adult Hockey League - Adult Hockey League St. Marks School - St. Marks School - Ice Rink
 
Monday December 29, 2025
6:30 PM - 8:30 PM    Joe Graziano - Karate Rental Recreation Department - Recreation Department - Room 1 (Large)
 
Wednesday December 31, 2025
11:00 AM - 2:00 PM    2nd Annual House Decorating Contest - 2nd Annual House Decorating Contest Woodward Memorial School - Woodward Memorial School - Gym
 
Sunday January 4, 2026
8:00 AM - 8:50 AM    Adult Hockey League - Adult Hockey League St. Marks School - St. Marks School - Ice Rink
 
6:30 PM - 8:30 PM    Adult Drop-In Basketball League - Adult Drop-In Basketball League Winter Session Fay School Athletic Campus - Fay School - Harlow Gym
 
Monday January 5, 2026
9:00 AM - 10:00 AM    Pickleball Lessons - Indoor Pickleball Lessons: Beginner I Recreation Department - Recreation Department - Room 1 (Large)
 
10:00 AM - 11:00 AM    Pickleball Lessons - Indoor Pickleball Lessons: Beginner 2 Recreation Department - Recreation Department - Room 1 (Large)
 
2:00 PM - 2:50 PM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Monday (Level 3.5+) Recreation Department - Recreation Department - Room 1 (Large)
 
3:00 PM - 3:50 PM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Monday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
6:30 PM - 8:30 PM    Joe Graziano - Karate Rental Recreation Department - Recreation Department - Room 1 (Large)
 
Tuesday January 6, 2026
9:00 AM - 9:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Tuesday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
11:00 AM - 11:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Tuesday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
Wednesday January 7, 2026
2:15 PM - 8:00 PM    Trottier Wachusett Ski/Snowboard - Trottier Wachusett Ski/Snowboard bus fee Trottier Middle School
 
3:00 PM - 3:50 PM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Wednesday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
3:00 PM - 4:30 PM    Neary School Drama with Skyrise Theater - Neary School Drama with Skyrise Theater Neary Elementary School - Neary Elementary School - Gym 1
 
4:30 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
6:30 PM - 8:30 PM    Adult Drop-In Basketball League - Adult Drop-In Basketball League Winter Session Finn Elementary School - Finn Elementary School - Gym (full)
 
Thursday January 8, 2026
11:00 AM - 11:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Thursday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
Friday January 9, 2026
4:30 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
7:00 PM - 9:00 PM    Winter Hoops with the Southborough Police Department - Winter Hoops with the Southborough Police Department Public Safety Complex, 32 Cordaville Road, Southborough
 
Saturday January 10, 2026
8:00 AM - 8:50 AM    Pre-K Biddy Basketball - Pre-K Biddy Basketball with Game Time Training Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
9:00 AM - 10:00 AM    Special Olympics Basketball - Special Olympics Basketball Finn Elementary School - Finn Elementary School - Gym 1
 
Sunday January 11, 2026
8:00 AM - 8:50 AM    Adult Hockey League - Adult Hockey League St. Marks School - St. Marks School - Ice Rink
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
4:00 PM - 6:30 PM    Southborough Recreation Stained Glass Class Winter & Spring Sessions - Recreation Stained Glass Winter Session Recreation Department - Recreation Department - Art Studio
 
6:30 PM - 8:30 PM    Adult Drop-In Basketball League - Adult Drop-In Basketball League Winter Session Fay School Athletic Campus - Fay School - Harlow Gym
 
Monday January 12, 2026
9:00 AM - 10:00 AM    Pickleball Lessons - Indoor Pickleball Lessons: Beginner I Recreation Department - Recreation Department - Room 1 (Large)
 
10:00 AM - 11:00 AM    Pickleball Lessons - Indoor Pickleball Lessons: Beginner 2 Recreation Department - Recreation Department - Room 1 (Large)
 
2:00 PM - 2:50 PM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 2 Monday (Level 3.5+) Recreation Department - Recreation Department - Room 1 (Large)
 
3:00 PM - 3:50 PM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 2 Monday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
3:05 PM - 4:15 PM    Collage Art Studio - Neary Collage Art Studio Collage Art Studio
 
3:15 PM - 4:15 PM    Snap, Swoosh, Boing! STEM- Serious Science Fun! - Snap, Swoosh, Boing! Stem Woodard RAP Woodward Memorial School
 
3:15 PM - 4:15 PM    Yoga and Mindfulness: Woodward RAP - Woodward Yoga and Mindfulness Woodward Memorial School
 
3:30 PM - 4:30 PM    After-School Indoor Soccer with BEST Soccer - After-School Indoor Soccer with BEST Soccer: Finn Finn Elementary School
 
3:30 PM - 4:30 PM    Chess Wizards - Finn Chess Wizards Finn Elementary School
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
6:30 PM - 8:30 PM    Joe Graziano - Karate Rental Recreation Department - Recreation Department - Room 1 (Large)
 
Tuesday January 13, 2026
9:00 AM - 9:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 2 Tuesday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
10:00 AM - 10:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 2 Tuesday (Level 3.5+) Recreation Department - Recreation Department - Room 1 (Large)
 
11:00 AM - 11:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 2 Tuesday (2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
3:05 PM - 4:05 PM    Chess Wizards - Neary Chess Wizards Neary Elementary School
 
3:15 PM - 4:15 PM    Basketball with Game Time Training - Woodward Game Time Training Basketball Woodward Memorial School
 
3:15 PM - 4:30 PM    Sewing @ Sew Studio - Woodward Sew Studio RAP Sew Studio
 
3:30 PM - 4:30 PM    Certain Victory: Martial Arts - Finn Martial Arts Finn Elementary School
 
3:30 PM - 4:30 PM    Paradise Island: Winter Slime & Craft Club - Finn Winter Slime & Craft Club Finn Elementary School
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
Wednesday January 14, 2026
2:15 PM - 8:00 PM    Trottier Wachusett Ski/Snowboard - Trottier Wachusett Ski/Snowboard bus fee Trottier Middle School
 
3:00 PM - 3:50 PM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Wednesday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
3:00 PM - 4:30 PM    Neary School Drama with Skyrise Theater - Neary School Drama with Skyrise Theater Neary Elementary School - Neary Elementary School - Gym 1
 
3:15 PM - 4:15 PM    FAST SPORTS: Floor/Street Hockey - Woodward Floor/Street Hockey Woodward Memorial School
 
3:15 PM - 4:15 PM    Right Brain Curriculum: Woodward Writing Wizards - Woodward Writing Wizards Woodward Memorial School
 
3:30 PM - 4:30 PM    Basketball with Game Time Training - Finn Game Time Training Basketball Finn Elementary School
 
3:30 PM - 4:30 PM    STEM IS FUN FOR KIDS - STEM IS FUN FOR KIDS! Finn Elementary School
 
4:30 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
6:30 PM - 8:30 PM    Adult Drop-In Basketball League - Adult Drop-In Basketball League Winter Session Finn Elementary School - Finn Elementary School - Gym (full)
 
Thursday January 15, 2026
11:00 AM - 11:50 AM    Recreational Indoor Pickleball - Recreational Indoor Pickleball SESSION 1 Thursday (Level 2-3.25) Recreation Department - Recreation Department - Room 1 (Large)
 
3:05 PM - 4:15 PM    After-School Fitness Classes at CrossFit TILT Southborough - After-School Fitness Classes at CrossFit TILT Southborough Crossfit TILT Southborough
 
3:15 PM - 4:15 PM    After-School Indoor Soccer with BEST Soccer - After-School Indoor Soccer with BEST Soccer: Woodward Woodward Memorial School
 
3:15 PM - 4:30 PM    Collage Art Studio - Woodward Collage Art Studio Collage Art Studio
 
3:30 PM - 4:30 PM    FAST SPORTS: Floor/Street Hockey - Finn Floor/Street Hockey Finn Elementary School
 
3:30 PM - 4:30 PM    Lego Challenges - Finn Lego Challenges Finn Elementary School
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
Friday January 16, 2026
3:05 PM - 5:00 PM    Neary Pottery - Neary Pottery Recreation Department - Recreation Department - Art Studio
 
4:30 PM - 9:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
6:00 PM - 9:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
6:15 PM - 8:30 PM    SYBA Winter 2025-26 Woodward Memorial School - Woodward Memorial School - Gym
 
7:00 PM - 9:00 PM    Winter Hoops with the Southborough Police Department - Winter Hoops with the Southborough Police Department Public Safety Complex, 32 Cordaville Road, Southborough
 
Saturday January 17, 2026
8:00 AM - 8:50 AM    Pre-K Biddy Basketball - Pre-K Biddy Basketball with Game Time Training Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
9:00 AM - 10:00 AM    Special Olympics Basketball - Special Olympics Basketball Finn Elementary School - Finn Elementary School - Gym 1
 
Sunday January 18, 2026
8:00 AM - 8:50 AM    Adult Hockey League - Adult Hockey League St. Marks School - St. Marks School - Ice Rink
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Finn Elementary School - Finn Elementary School - Gym (full)
 
8:00 AM - 5:00 PM    SYBA Winter 2025-26 Trottier Middle School - Trottier Middle School - Gym
 
4:00 PM - 6:30 PM    Southborough Recreation Stained Glass Class Winter & Spring Sessions - Recreation Stained Glass Winter Session Recreation Department - Recreation Department - Art Studio
 
6:30 PM - 8:30 PM    Adult Drop-In Basketball League - Adult Drop-In Basketball League Winter Session Fay School Athletic Campus - Fay School - Harlow Gym