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Monday June 1, 2026
9:30 AM - 10:30 AM    Dance Aerobics with Darlene
 
3:00 PM - 4:00 PM    Spring - Youth Sports! - Spring Tennis 2026 (Ages 3-4)
Register for TENNIS on our site link below!Register for FLAG FOOTBALL, VOLLEYBALL, SOCCER, BASKETBALL, AND MULTI-SPORT using the link HERE! SkyHawks can be reached directly at 1-800-804-3509
 
4:00 PM - 5:00 PM    Spring - Youth Sports! - Spring Tennis 2026 (Ages 5-8)
Register for TENNIS on our site link below!Register for FLAG FOOTBALL, VOLLEYBALL, SOCCER, BASKETBALL, AND MULTI-SPORT using the link HERE! SkyHawks can be reached directly at 1-800-804-3509
 
5:00 PM - 6:00 PM    Spring - Youth Sports! - Spring Tennis 2026 (Ages 9-12)
Register for TENNIS on our site link below!Register for FLAG FOOTBALL, VOLLEYBALL, SOCCER, BASKETBALL, AND MULTI-SPORT using the link HERE! SkyHawks can be reached directly at 1-800-804-3509
 
7:00 PM - 9:00 PM    RESERVED
 
Tuesday June 2, 2026
9:00 AM - 10:00 AM    RESERVED
 
10:30 AM - 12:00 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #1
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
5:00 PM - 7:30 PM    RESERVED
 
Wednesday June 3, 2026
10:00 AM - 12:00 PM    Paula's Zumba wgt bal &card
 
5:30 PM - 7:00 PM    Skyhawks Spring Sports - Volleyball
 
6:00 PM - 8:00 PM    RESERVED
 
6:30 PM - 8:00 PM    RESERVED
 
Thursday June 4, 2026
8:00 AM - 7:00 PM    06/4/2026 - Wind Creek Resort & Casino Trip - 6/4/26 - Wind Creek Casino Trip
 
9:00 AM - 10:00 AM    RESERVED
 
10:00 AM - 8:00 PM    RESERVED
 
5:00 PM - 7:00 PM    RESERVED
 
5:00 PM - 7:30 PM    Skyhawks Spring Sports - Basketball
 
5:30 PM - 7:30 PM    RESERVED
 
6:00 PM - 7:30 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #2
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
7:00 PM - 10:00 PM    RESERVED
 
Friday June 5, 2026
12:00 AM - 11:59 PM    unavailable - tournament next day
 
7:30 AM - 3:30 PM    RESERVED
 
Saturday June 6, 2026
7:00 AM - 10:00 PM    RESERVED
 
10:30 AM - 12:00 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #3
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
1:00 PM - 6:00 PM    Reserved
 
Sunday June 7, 2026
7:00 AM - 10:00 PM    RESERVED
 
Monday June 8, 2026
9:30 AM - 10:30 AM    Dance Aerobics with Darlene
 
3:00 PM - 4:00 PM    Spring - Youth Sports! - Spring Tennis 2026 (Ages 3-4)
Register for TENNIS on our site link below!Register for FLAG FOOTBALL, VOLLEYBALL, SOCCER, BASKETBALL, AND MULTI-SPORT using the link HERE! SkyHawks can be reached directly at 1-800-804-3509
 
4:00 PM - 5:00 PM    Spring - Youth Sports! - Spring Tennis 2026 (Ages 5-8)
Register for TENNIS on our site link below!Register for FLAG FOOTBALL, VOLLEYBALL, SOCCER, BASKETBALL, AND MULTI-SPORT using the link HERE! SkyHawks can be reached directly at 1-800-804-3509
 
5:00 PM - 6:00 PM    Spring - Youth Sports! - Spring Tennis 2026 (Ages 9-12)
Register for TENNIS on our site link below!Register for FLAG FOOTBALL, VOLLEYBALL, SOCCER, BASKETBALL, AND MULTI-SPORT using the link HERE! SkyHawks can be reached directly at 1-800-804-3509
 
Tuesday June 9, 2026
9:00 AM - 10:00 AM    RESERVED
 
10:30 AM - 12:00 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #1
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
Wednesday June 10, 2026
10:00 AM - 12:00 PM    Paula's Zumba wgt bal &card
 
12:00 PM - 3:30 PM    RESERVED
 
5:00 PM - 9:00 PM    RESERVED
 
5:30 PM - 7:00 PM    Skyhawks Spring Sports - Volleyball
 
6:00 PM - 8:00 PM    RESERVED
 
Thursday June 11, 2026
7:30 AM - 3:30 PM    RESERVED
 
9:00 AM - 10:00 AM    RESERVED
 
5:00 PM - 7:00 PM    RESERVED
 
5:00 PM - 7:30 PM    Skyhawks Spring Sports - Basketball
 
6:00 PM - 7:30 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #2
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
7:00 PM - 10:00 PM    RESERVED
 
Friday June 12, 2026
12:00 AM - 11:59 PM    unavailable - tournament next day
 
Saturday June 13, 2026
8:00 AM - 4:00 PM    RESERVED
 
10:30 AM - 12:00 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #3
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
Sunday June 14, 2026
8:00 AM - 4:00 PM    RESERVED
 
Monday June 15, 2026
7:00 PM - 9:00 PM    RESERVED
 
Tuesday June 16, 2026
9:00 AM - 10:00 AM    RESERVED
 
10:30 AM - 12:00 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #1
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
5:00 PM - 7:30 PM    RESERVED
 
Wednesday June 17, 2026
7:00 PM - 9:00 PM    Continental Manor
 
Thursday June 18, 2026
9:00 AM - 10:00 AM    RESERVED
 
5:00 PM - 7:30 PM    Skyhawks Spring Sports - Basketball
 
6:00 PM - 7:30 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #2
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
6:00 PM - 9:00 PM    RESERVED
 
7:00 PM - 10:00 PM    RESERVED
 
Friday June 19, 2026
12:00 AM - 11:59 PM    unavailable - tournament next day
 
Saturday June 20, 2026
10:30 AM - 12:00 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #3
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
1:00 PM - 7:00 PM    RESERVED
 
Tuesday June 23, 2026
9:00 AM - 10:00 AM    RESERVED
 
5:00 PM - 7:30 PM    RESERVED
 
Wednesday June 24, 2026
4:30 PM - 8:30 PM    Music and a Market - 2026 Summer Concert Series - FOOD TRUCK - June 24
Our Music and a Market Summer Concert Series brings you "Weeknight Music with a Twist!" The 6pm Market opportunities are sure to delight every member of your family. The 7pm Headline Show each Wednesday night takes F.U.N. up a notch here in New Windsor, so GET READY!The Town of New Windsor invites you to join our Music and a Market Summer Concert Series to proudly showcase and sell items at your vendor booth or food truck before and during the evening entertainment! Vendor spots are open to multiple sellers of market goods during each concert night. This is not a tabling or advertising opportunity. We are not responsible for similar vendors or vetting; join the event prepared to be your best, no matter who else may be on site!Food truck spots are limited to ONE truck each night. Food truck vendors will FIRST apply online here and THEN we will notify the individual truck if they are chosen for that specific date. Payment can be submitted once selected and is not due with your initial application. (Please apply for all the dates you're available, as spaces will be limited and selected specifically to provide a variety of food options throughout the season).If you are a local business looking to table/advertise at this event, this opportunity is ONLY available if you are also a Community Day Sponsor. Fill out THIS FORM if you would like to become a Community Day Sponsor and want to get a head start with your community relationships during our Music and a Market Summer Concert Series! Spots at the Market will be pre-assigned and cannot be modified the day of the event. Each vendor should report to the New Windsor Town Hall Lawn between 4:30pm-5:30pm to set up your area independently. Vendors must provide all tabling supplies; no supplies (ie: tents or tables) are provide by the Town. No set-up/breakdown assistance is provided by the Town.Set up begins: 4:30 p.m.Shopping hours: 6:00 p.m. - 8:30 p.m.NO VENDORS MAY BREAK DOWN THEIR SETUP/TABLE BEFORE 8:30PM. You are committing to the 2 1/2 hours for the entirety of the event.The Town of New Windsor reserves the right to pick which vendors can take part in this event. We can also reject any application for any reason, or shut down any booth for any reason during this event. Location:New Windsor Town Hall Lawn555 Union Ave, New Windsor Market Opens: 6:00 PMLive Music: 7:00 PMPart of the Nancy Pullar Concert Series 2026 Schedule:June 24 – Hurley Mountain HighwayJuly 1 – The Hype (Extended Show!)July 8 – KinfolkJuly 15 – Midnight Image BandJuly 22 – Hammerhead HornsJuly 29 – Follow SuitAugust 5 – Hi 5August 12 – Circa 22 Extended Mega Show – July 1Red, White & Blue New Windsor Night! Celebrate America’s 250th Anniversary with: Extended concert until 9:30 PM Special surprises throughout the night Wear your best red, white & blue! What to Know: Bring your own blankets & chairs Carpool with friends if possible Rain dates: Concerts move to Thursday
 
4:30 PM - 8:30 PM    Music and a Market - 2026 Summer Concert Series - Vendor Booth - June 24
Our Music and a Market Summer Concert Series brings you "Weeknight Music with a Twist!" The 6pm Market opportunities are sure to delight every member of your family. The 7pm Headline Show each Wednesday night takes F.U.N. up a notch here in New Windsor, so GET READY!The Town of New Windsor invites you to join our Music and a Market Summer Concert Series to proudly showcase and sell items at your vendor booth or food truck before and during the evening entertainment! Vendor spots are open to multiple sellers of market goods during each concert night. This is not a tabling or advertising opportunity. We are not responsible for similar vendors or vetting; join the event prepared to be your best, no matter who else may be on site!Food truck spots are limited to ONE truck each night. Food truck vendors will FIRST apply online here and THEN we will notify the individual truck if they are chosen for that specific date. Payment can be submitted once selected and is not due with your initial application. (Please apply for all the dates you're available, as spaces will be limited and selected specifically to provide a variety of food options throughout the season).If you are a local business looking to table/advertise at this event, this opportunity is ONLY available if you are also a Community Day Sponsor. Fill out THIS FORM if you would like to become a Community Day Sponsor and want to get a head start with your community relationships during our Music and a Market Summer Concert Series! Spots at the Market will be pre-assigned and cannot be modified the day of the event. Each vendor should report to the New Windsor Town Hall Lawn between 4:30pm-5:30pm to set up your area independently. Vendors must provide all tabling supplies; no supplies (ie: tents or tables) are provide by the Town. No set-up/breakdown assistance is provided by the Town.Set up begins: 4:30 p.m.Shopping hours: 6:00 p.m. - 8:30 p.m.NO VENDORS MAY BREAK DOWN THEIR SETUP/TABLE BEFORE 8:30PM. You are committing to the 2 1/2 hours for the entirety of the event.The Town of New Windsor reserves the right to pick which vendors can take part in this event. We can also reject any application for any reason, or shut down any booth for any reason during this event. Location:New Windsor Town Hall Lawn555 Union Ave, New Windsor Market Opens: 6:00 PMLive Music: 7:00 PMPart of the Nancy Pullar Concert Series 2026 Schedule:June 24 – Hurley Mountain HighwayJuly 1 – The Hype (Extended Show!)July 8 – KinfolkJuly 15 – Midnight Image BandJuly 22 – Hammerhead HornsJuly 29 – Follow SuitAugust 5 – Hi 5August 12 – Circa 22 Extended Mega Show – July 1Red, White & Blue New Windsor Night! Celebrate America’s 250th Anniversary with: Extended concert until 9:30 PM Special surprises throughout the night Wear your best red, white & blue! What to Know: Bring your own blankets & chairs Carpool with friends if possible Rain dates: Concerts move to Thursday
 
Thursday June 25, 2026
9:00 AM - 10:00 AM    RESERVED
 
9:00 AM - 2:00 PM    Reserved
 
Friday June 26, 2026
12:00 AM - 11:59 PM    unavailable - tournament next day
 
3:00 PM - 10:00 PM    PARKING for Cornwall High School Graduation 6/25 + Rain Date 6/26
 
Saturday June 27, 2026
8:00 AM - 4:00 PM    RESERVED
 
10:00 AM - 6:00 PM    RESERVED
 
10:30 AM - 12:00 PM    Pickleball - Spring 2026 Pickleball 5-Week Lesson Program Session #3
Adult 2026 Spring Pickleball  5-Week Lesson Program This Comprehensive Program will cover the following critical skills necessary for increased fun and satisfaction as you continue to develop your Pickleball game, namely: Serving and Return of Serve, Third Shot Drops and Transition to the Non-Volley Zone (Kitchen), Dinking (Strategy, Form, Shifting and Communication), Volleys - including Punch Volleys and Block Volleys, Overheads, Lobs and more… These Lessons offer a unique opportunity for participants to experience the use of a “pickleball machine” - which offers consistent, customizable practice and simulates real game scenarios.This Program will feature a total of 7.5+ hours of one a week (90-minute plus) instruction sessions over a 5-week period. The number of participants is set at a minimum of 4 and a maximum of 8 for each session to take full advantage of the low student to instructor ratio thereby enhancing the benefits of this learning experience. Please sign up for the session that best fits your personal schedule.The Session structure will include Instructor demonstration of each new skill, participants performing fun skill building drills, instructor assessment of participants skill development, augmented by participants playing semi-competitive games designed to reinforce this new skill including rotation of participants to play different individuals.The program features Don McCrossen (a Town resident) who is a Certified instructor/coach listed on the Professional Pickleball Registry (PPR) and is also a duly appointed USA Pickleball Association Ambassador for Orange County, New York.  Don has years of pickleball experience and is a highly skilled pickleball player who instructs, plays and competes throughout Orange County.This Program will be offered in three different session starting times to accommodate the varying personal schedules of interested individuals. The Sessions are as follows: Session One- Tuesdays – Starting May 19 – June 16 at from 10:30am – 12:00pm  May 19  May 26  June 2  June 9  June 16       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm        Session Two- Thursdays – Starting May 21 – June 18 at from 6:00pm – 7:30pm  May 21  May 28  June 4  June 11  June 18       6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm 6:00 pm-7:30pm        Session Three- Saturdays REVISED  DATES!– Starting May 30 – June 27 at from 10:30am – 12:00pm May 30 June 6 June 13 June 20 June 27       10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm 10:30am-12:00pm      
 
12:00 PM - 4:00 PM    Reserved
 
1:00 PM - 7:00 PM    RESERVED
 
Sunday June 28, 2026
8:00 AM - 4:00 PM    RESERVED
 
Monday June 29, 2026
9:30 AM - 10:30 AM    Dance Aerobics with Darlene
 
Tuesday June 30, 2026
9:00 AM - 10:00 AM    RESERVED
 
5:30 PM - 7:30 PM    RESERVED