League Name:  Crofton/Gambrills Tuesday Night Run Club!

Sport:  Running

Location:  Pherm Brewing

Days:  Tuesday

Start Time(s):  6:30 PM

Format:  Free Bi-Weekly Run Club

Team Price:  

Individual Price:  $0.00

Start Date:  4/21/26

Signup Deadline:  N/A

Status:  Open

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League Name:  Annapolis Monday Night Run Club!

Sport:  Running

Location:  Chessie's Wharf

Days:  Monday

Start Time(s):  6:30 PM

Format:  Monday Night Run Club

Team Price:  

Individual Price:  $0.00

Start Date:  5/4/26

Signup Deadline:  N/A

Status:  Open

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League Name:  Summer (A level) Volleyball Mondays Gambrills 2026

Sport:  Indoor Volleyball

Location:  API- Athletic Performance Inc

Days:  Monday

Start Time(s):  8:00 PM

Format:  Co-ed 6's (4 Men Max)

Team Price:  $0.00

Individual Price:  $70.00

Start Date:  8/17/26

Signup Deadline:  N/A

Status:  Open

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League Name:  Fall Soccer 7 vs 7: Wednesdays Annapolis 2026

Sport:  Soccer

Location:  St. Mary's High School Stadium

Days:  Wednesday

Start Time(s):  9:00 PM

Format:  7 vs 7 Soccer

Team Price:  $850.00

Individual Price:  $80.00

Start Date:  9/2/26

Signup Deadline:  N/A

Status:  Open

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League Name:  Fall Pickleball Doubles: Tuesdays in Annapolis 2026 Beginner/Social

Sport:  Pickleball

Location:  Truxtun Pickleball Courts

Days:  Tuesday

Start Time(s):  6:30 PM

Format:  6 week regular season, plus playoffs

Team Price:  $100.00

Individual Price:  $50.00

Start Date:  9/8/26

Signup Deadline:  9/30/26

Status:  Open

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League Name:  Kent Island Free Pickup Soccer Night!

Sport:  Indoor Soccer

Location:  The Edge Arena

Days:  Thursday

Start Time(s):  8:00 PM

Format:  8 to 9:30 Free Soccer Pickup at the Edge!

Team Price:  

Individual Price:  $0.00

Start Date:  9/10/26

Signup Deadline:  N/A

Status:  Open

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League Name:  Fall Kickball 2026: Thursdays in Annapolis

Sport:  Kickball

Location:  Truxtun Park

Days:  Thursday

Start Time(s):  6:30 PM - 8:30 PM

Format:  Co-ed 10's (6 men and 4 women)

Team Price:  $1,000.00

Individual Price:  $70.00

Start Date:  9/10/26

Signup Deadline:  9/9/26

Status:  Open

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League Name:  Flag Football: Saturdays in Annapolis Fall 2026

Sport:  Flag Football

Location:  Annapolis Sports Complex

Days:  Saturday

Start Time(s):  9:00 AM - 12:00 PM

Format:  8 v 8 (6 males/2 females)

Team Price:  $960.00

Individual Price:  $85.00

Start Date:  9/12/26

Signup Deadline:  9/12/26

Status:  Open

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League Name:  Fall Soccer 5 vs 5: Mondays Annapolis 2026

Sport:  Soccer

Location:  Dick's House of Sport Field

Days:  Monday

Start Time(s):  6:30 PM - 7:30 PM

Format:  5 vs 5 Soccer (60 Minute Games)

Team Price:  $500.00

Individual Price:  $67.00

Start Date:  9/14/26

Signup Deadline:  9/24/26

Status:  Open

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League Name:  Young Professional Network Pickleball Tournament 2026

Sport:  Pickleball

Location:  Truxtun Pickleball Courts

Days:  Wednesday

Start Time(s):  6:00 PM

Format:  2 vs 2 Round Robin and Single Elimination

Team Price:  $20.00

Individual Price:  $10.00

Start Date:  9/16/26

Signup Deadline:  9/16/26

Status:  Open

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League Name:  Masters Soccer League: Wednesdays Fall 2026 Annapolis High School

Sport:  Soccer

Location:  Annapolis High School

Days:  Wednesday

Start Time(s):  9:15 PM

Format:  ⚽ Masters League - Organized, Balanced & FUN!

Team Price:  $0.00

Individual Price:  $55.00

Start Date:  9/16/26

Signup Deadline:  9/30/26

Status:  Open

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League Name:  Fall 5 vs 5 Soccer: Thursdays at API Gambrills 2026

Sport:  Soccer

Location:  API- Athletic Performance Inc

Days:  Wednesday, Thursday

Start Time(s):  9:15 PM

Format:  5 vs 5

Team Price:  $650.00

Individual Price:  $80.00

Start Date:  9/17/26

Signup Deadline:  N/A

Status:  Open

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League Name:  Coed 6 vs 6 Soccer: Thursdays at Edge Arena Kent Island 2026

Sport:  Soccer

Location:  The Edge Arena

Days:  Thursday

Start Time(s):  8:00 PM - 9:00 PM

Format:  6 vs 6 Soccer

Team Price:  $850.00

Individual Price:  $80.00

Start Date:  9/17/26

Signup Deadline:  N/A

Status:  Open

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League Name:  Fall Basketball: 5 vs 5 Monday Nights Kent Island 2026

Sport:  Basketball

Location:  The Edge Arena

Days:  Monday

Start Time(s):  7:00 PM - 9:00 PM

Format:  5 vs 5 Basketball

Team Price:  $600.00

Individual Price:  $80.00

Start Date:  9/28/26

Signup Deadline:  9/25/26

Status:  Open

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League Name:  Basketball Interest- Add Your Name For Future Leagues!

Sport:  Basketball

Location:  Announcing Soon

Days:  Thursday

Start Time(s):  6:00 PM

Format:  Waitlist for Future Leagues

Team Price:  

Individual Price:  $0.00

Start Date:  12/31/26

Signup Deadline:  12/31/26

Status:  Open

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League Name:  Flag Football Interest- Add Your Name For Future Leagues!

Sport:  Flag Football

Location:  Peake Social

Days:  Thursday

Start Time(s):  10:00 AM - 1:00 PM

Format:  Waitlist for Future Leagues

Team Price:  $0.00

Individual Price:  $0.00

Start Date:  12/31/26

Signup Deadline:  12/31/26

Status:  Open

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League Name:  Volleyball Interest- Add Your Name For Future Leagues!

Sport:  Indoor Volleyball

Location:  Multiple Locations

Days:  Thursday

Start Time(s):  4:30 PM

Format:  Waitlist for Future Leagues

Team Price:  

Individual Price:  $0.00

Start Date:  12/31/26

Signup Deadline:  12/31/26

Status:  Open

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League Name:  Kickball Interest- Add Your Name For Future Leagues!

Sport:  Kickball

Location:  Peake Social

Days:  Thursday

Start Time(s):  10:00 AM - 1:00 PM

Format:  Waitlist for Future Leagues

Team Price:  $910.00

Individual Price:  -$5.00

Start Date:  12/31/26

Signup Deadline:  N/A

Status:  Open

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League Name:  2026 Pickleball Interest- Add Your Name for Future Leagues!

Sport:  Pickleball

Location:  Announcing Soon

Days:  Thursday

Start Time(s):  6:00 PM

Format:  Waitlist for Future Pickleball Leagues

Team Price:  

Individual Price:  $0.00

Start Date:  12/31/26

Signup Deadline:  N/A

Status:  Open

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League Name:  2026 Soccer Interest- Add Your Name for Future Leagues!

Sport:  Soccer

Location:  Multiple Locations

Days:  Thursday

Start Time(s):  6:00 PM

Format:  Waitlist for Future Leagues

Team Price:  

Individual Price:  $0.00

Start Date:  12/31/26

Signup Deadline:  12/31/26

Status:  Open

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League Name:  Chesapeake Trivia with Peake Social

Sport:  Trivia

Location:  To Be Announced

Days:  Thursday

Start Time(s):  7:00 PM

Format:  Teams or Free Agents!

Team Price:  $0.00

Individual Price:  $0.00

Start Date:  12/31/26

Signup Deadline:  N/A

Status:  Open

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League Name:  Summer Softball: Mon/Tues/Wed on Kent Island 2026

Sport:  Softball

Location:  American Legion Post 278

Days:  Monday, Tuesday, Wednesday

Start Time(s):  5:45 PM - 7:00 PM

Format:  Coed Softball

Team Price:  $1,250.00

Individual Price:  

Start Date:  6/15/26

Signup Deadline:  6/23/26

Status:  Closed

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League Name:  Late Summer Volleyball (B/BB Level) Tuesdays Gambrills 2026

Sport:  Indoor Volleyball

Location:  API- Athletic Performance Inc

Days:  Tuesday

Start Time(s):  8:00 PM - 9:10 PM

Format:  Co-ed 6's (4 Men Max)

Team Price:  $575.00

Individual Price:  $80.00

Start Date:  8/18/26

Signup Deadline:  8/31/26

Status:  Closed

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League Name:  Fall Soccer 7 vs 7: Tuesdays Annapolis 2026

Sport:  Soccer

Location:  St. Mary's High School Stadium

Days:  Tuesday

Start Time(s):  9:00 PM

Format:  7 vs 7 Soccer

Team Price:  $850.00

Individual Price:  $80.00

Start Date:  9/1/26

Signup Deadline:  9/1/26

Status:  Closed

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League Name:  Fall Toptracer Golf: Mondays in Arnold 2026

Sport:  Golf

Location:  Severna Park Golf Center

Days:  Monday

Start Time(s):  6:45 PM

Format:  Monday Night Toptracer- Four Person Teams

Team Price:  $0.00

Individual Price:  $60.00

Start Date:  9/14/26

Signup Deadline:  9/6/26

Status:  Closed

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