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Monday October 5, 2026
2:00 PM - 5:00 PM    Academy Playhouse 44 Main Street Community Building
 
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
4:30 PM - 5:30 PM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 3 & 4: Practice Orleans Elementary School - Fields
 
Tuesday October 6, 2026
2:30 PM - 4:00 PM    Advanced Beginner/Intermediate Level Pickleball Clinics - Fall 2026 - Session 2: Advanced Beginner/Intermediate Clinic - Fall 2026 Orleans Elementary School - Tennis Courts
 
Wednesday October 7, 2026
2:00 PM - 5:00 PM    Academy Playhouse 44 Main Street Community Building
 
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
3:00 PM - 4:00 PM    Fall Soccer Clinic with ACI - (Grades 1-5) - Fall Soccer Clinic with ACI Orleans Elementary School - Fields
 
4:30 PM - 5:30 PM    Field Hockey Clinic (Grades 3-5) - Field Hockey Clinic (Grades 3-5) Orleans Elementary School - Fields
 
Thursday October 8, 2026
10:00 AM - 12:00 PM    Device Advice 44 Main Street Community Building
 
3:00 PM - 4:30 PM    Adult Tennis - Fall 2026 - Thursdays - Adult Tennis - (3:00pm - 4:30pm) Orleans Elementary School - Tennis Courts
 
4:00 PM - 5:00 PM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 5 & 6: Practice Orleans Elementary School - Fields
 
Friday October 9, 2026
12:00 AM - 11:59 PM    Outermost Friday Orleans Village Green
 
10:00 AM - 12:00 PM    Device Advice 44 Main Street Community Building
 
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
Saturday October 10, 2026
8:00 AM - 10:00 AM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
10:00 AM - 11:00 AM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 3 & 4: Brewster 2 @ Orleans Orleans Elementary School - Fields
 
10:30 AM - 12:00 PM    Adult Tennis - Fall 2026 - Saturdays - Adult Tennis - (10:30am - 12:00pm) Orleans Elementary School - Tennis Courts
 
12:00 PM - 3:00 PM    Pop-Up Practices Concert 44 Main Street Community Building
 
Monday October 12, 2026
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
Tuesday October 13, 2026
2:30 PM - 4:00 PM    Advanced Beginner/Intermediate Level Pickleball Clinics - Fall 2026 - Session 2: Advanced Beginner/Intermediate Clinic - Fall 2026 Orleans Elementary School - Tennis Courts
 
Wednesday October 14, 2026
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
3:00 PM - 4:00 PM    Fall Soccer Clinic with ACI - (Grades 1-5) - Fall Soccer Clinic with ACI Orleans Elementary School - Fields
 
4:30 PM - 5:30 PM    Field Hockey Clinic (Grades 3-5) - Field Hockey Clinic (Grades 3-5) Orleans Elementary School - Fields
 
Thursday October 15, 2026
10:00 AM - 12:00 PM    Device Advice 44 Main Street Community Building
 
3:00 PM - 4:30 PM    Adult Tennis - Fall 2026 - Thursdays - Adult Tennis - (3:00pm - 4:30pm) Orleans Elementary School - Tennis Courts
 
4:00 PM - 5:00 PM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 5 & 6: Practice Orleans Elementary School - Fields
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Friday October 16, 2026
10:00 AM - 12:00 PM    Device Advice 44 Main Street Community Building
 
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Saturday October 17, 2026
8:00 AM - 8:45 AM    Fall Youth Instructional Soccer (Pre-K - Grade 2) - 2026 Youth Instructional Soccer Pre-K (ages 3-4 years old) Orleans Elementary School - Fields
 
8:00 AM - 10:00 AM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
9:00 AM - 10:00 AM    Fall Youth Instructional Soccer (Pre-K - Grade 2) - 2026 Youth Instructional Soccer for Grades K-2 Orleans Elementary School - Fields
 
10:00 AM - 11:00 AM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 3 & 4: Brewster 1 @ Orleans Orleans Elementary School - Fields
 
10:30 AM - 12:00 PM    Adult Tennis - Fall 2026 - Saturdays - Adult Tennis - (10:30am - 12:00pm) Orleans Elementary School - Tennis Courts
 
12:00 PM - 3:00 PM    Pop-Up Practices Concert 44 Main Street Community Building
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Monday October 19, 2026
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
4:30 PM - 5:30 PM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 3 & 4: Practice Orleans Elementary School - Fields
 
Tuesday October 20, 2026
2:30 PM - 4:00 PM    Advanced Beginner/Intermediate Level Pickleball Clinics - Fall 2026 - Session 2: Advanced Beginner/Intermediate Clinic - Fall 2026 Orleans Elementary School - Tennis Courts
 
6:00 PM - 7:00 PM    Community Fitness Class w/ Theresa Lane - Community Fitness Class Nauset Regional Middle School - Small Gym
 
Wednesday October 21, 2026
12:00 PM - 4:00 PM    Lower Cape Food Pantry luncheon - volunteers 44 Main Street Community Building
 
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
3:00 PM - 4:00 PM    Fall Soccer Clinic with ACI - (Grades 1-5) - Fall Soccer Clinic with ACI Orleans Elementary School - Fields
 
4:30 PM - 5:30 PM    Field Hockey Clinic (Grades 3-5) - Field Hockey Clinic (Grades 3-5) Orleans Elementary School - Fields
 
Thursday October 22, 2026
7:00 AM - 10:00 AM    Chamber of Commerce 44 Main Street Community Building
 
10:30 AM - 12:00 PM    Device Advice 44 Main Street Community Building
 
3:00 PM - 4:30 PM    Adult Tennis - Fall 2026 - Thursdays - Adult Tennis - (3:00pm - 4:30pm) Orleans Elementary School - Tennis Courts
 
4:00 PM - 5:00 PM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 5 & 6: Practice Orleans Elementary School - Fields
 
6:00 PM - 7:00 PM    Community Fitness Class w/ Theresa Lane - Community Fitness Class Nauset Regional Middle School - Small Gym
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Friday October 23, 2026
10:00 AM - 12:00 PM    Device Advice 44 Main Street Community Building
 
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Saturday October 24, 2026
8:00 AM - 8:45 AM    Fall Youth Instructional Soccer (Pre-K - Grade 2) - 2026 Youth Instructional Soccer Pre-K (ages 3-4 years old) Orleans Elementary School - Fields
 
8:00 AM - 10:00 AM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
9:00 AM - 10:00 AM    Fall Youth Instructional Soccer (Pre-K - Grade 2) - 2026 Youth Instructional Soccer for Grades K-2 Orleans Elementary School - Fields
 
10:00 AM - 11:00 AM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 3 & 4: Brewster 2 @ Orleans Orleans Elementary School - Fields
 
10:30 AM - 12:00 PM    Adult Tennis - Fall 2026 - Saturdays - Adult Tennis - (10:30am - 12:00pm) Orleans Elementary School - Tennis Courts
 
12:00 PM - 3:00 PM    Pop-Up Practices Concert 44 Main Street Community Building
 
12:00 PM - 10:00 PM    Halloween Stroll - TOWN OF ORLEANS STAFF 44 Main Street Community Building
 
Monday October 26, 2026
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
4:30 PM - 5:30 PM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 3 & 4: Practice Orleans Elementary School - Fields
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Tuesday October 27, 2026
2:30 PM - 4:00 PM    Advanced Beginner/Intermediate Level Pickleball Clinics - Fall 2026 - Session 2: Advanced Beginner/Intermediate Clinic - Fall 2026 Orleans Elementary School - Tennis Courts
 
6:00 PM - 7:00 PM    Community Fitness Class w/ Theresa Lane - Community Fitness Class Nauset Regional Middle School - Small Gym
 
Wednesday October 28, 2026
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
3:00 PM - 4:00 PM    Fall Soccer Clinic with ACI - (Grades 1-5) - Fall Soccer Clinic with ACI Orleans Elementary School - Fields
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Thursday October 29, 2026
10:00 AM - 12:00 PM    Device Advice 44 Main Street Community Building
 
3:00 PM - 4:30 PM    Adult Tennis - Fall 2026 - Thursdays - Adult Tennis - (3:00pm - 4:30pm) Orleans Elementary School - Tennis Courts
 
4:00 PM - 5:00 PM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 5 & 6: Practice Orleans Elementary School - Fields
 
6:00 PM - 7:00 PM    Community Fitness Class w/ Theresa Lane - Community Fitness Class Nauset Regional Middle School - Small Gym
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Friday October 30, 2026
10:00 AM - 12:00 PM    Device Advice 44 Main Street Community Building
 
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Saturday October 31, 2026
8:00 AM - 10:00 AM    Adult Pickleball - Fall 2026 - Adult Pickleball - October 2026 Orleans Elementary School - Tennis Courts
 
8:30 AM - 11:00 AM    Locust Hill Condo Association 44 Main Street Community Building
 
10:00 AM - 11:00 AM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 3 & 4: Harwich @ Orleans Orleans Elementary School - Fields
 
10:30 AM - 12:00 PM    Adult Tennis - Fall 2026 - Saturdays - Adult Tennis - (10:30am - 12:00pm) Orleans Elementary School - Tennis Courts
 
11:00 AM - 12:00 PM    2026 Lower Cape Recreational Soccer League for Grades 3 - 6 - Girls Youth Soccer - Fall 2026 - Gr. 5 & 6: P-Town & Truro @ Orleans Orleans Elementary School - Fields
 
Monday November 2, 2026
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - November 2026 Orleans Elementary School - Tennis Courts
 
Tuesday November 3, 2026
6:00 PM - 7:00 PM    Community Fitness Class w/ Theresa Lane - Community Fitness Class Nauset Regional Middle School - Small Gym
 
6:00 PM - 9:00 PM    Academy Playhouse 44 Main Street Community Building
 
Wednesday November 4, 2026
2:30 PM - 5:00 PM    Adult Pickleball - Fall 2026 - Adult Pickleball - November 2026 Orleans Elementary School - Tennis Courts