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Running Icon Running
  Monday Night Run Club

Annapolis Monday Night Run Club!

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[New Fall/Winter Hours]

6:00 PM Start time!

The Annapolis Run Club is back! We’ll see everyone back in West Annapolis at @chessieswharf at 6:00 pm!** We’re back to our weekly schedule with a 5K course and a shorter and walkable 2 mile course. All paces welcome! Free high fives and elbow bumps each and every week!

We’re excited to have our partners @rehab2perform with us.

A new addition is @charmcityrunannapolis who will have monthly visits with the best names in the shoe running game that will include demos, trials, and test runs.

See you all each Monday!

Dates: 5.4, 5.11, 5.18, 5.25, 6.1, 6.8, 6.15, 6.22, 6.29, 7.6, 7.13, 7.20, 7.27, 8.3, 8.10, 8.17, 8.24, 8.31, 9.7, 9.14, 9.21, 9.28, 10.5, 10.12, 10.19, 10.26, 11.2, 11.9, 11.16, 11.23, 11.30, 12.7, 12.14, 12.21, 12.28, 1.4, 1.11, 1.18

Start Times: 6:00 PM

Indoor Volleyball Icon Indoor Volleyball
  Co-ed 6's (4 Men Max) - Rosters up to 7 Players

Winter (A level) Volleyball Wednesdays Gambrills 2026

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Invite Only A-Level Co-Ed Volleyball League

After running over a dozen volleyball leagues, we have seen enough players and teams come through that we'd like to offer an invite-only A league so players can feel free to swing away and be challenged every point.

You may invite others to the league, but he or she should be an advanced player. The advanced play is held on API's larger volleyball court with plenty of room for serves.

This is a ladder league style with a max of 16 players total allowed. Each week, teams are mixed up. Three games are played each night and each win counts as one point to those players. At the end of the season, the top two players will draft the final match-up.

Quick overview:

Co-ed 6 v 6 volleyball
Minimum players needed not to forfeit: 4
Minimum number of women playing on the court: 1
Max number of men playing on the court: 4
Games will be self-ref'd during the regular season.

Click Here for Rules

Dates: 11.11, 11.18, 12.2, 12.9, 12.16, 12.30, 1.6

Start Times: 9:15 PM

Soccer Icon Soccer
  5 vs 5 - Rosters up to 8 Players

Winter 5 vs 5 Soccer: Wednesdays at API Gambrills 2026

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5 vs 5 Soccer on Indoor Turf

Join us for our 5 vs 5 fall soccer session. Each team is guaranteed 8 weeks of play! Each team will play five or six weeks of regular-season games, followed by two or three weeks of playoffs. If your team is eliminated in the playoffs, we will still have consolation games for you all!

Please note that there is a team minimum of 8 players. After the 8th player, each player is a reduced cost. Captains can determine if they want to use TeamPayer to split the team cost or they can pay the whole balance and players reimburse them.

The basics:

4 field players and a goalie
4 players minimum to play
Size 5 ball
One female player required, a maximum of four male players on the field at one time
Referee fees for playoffs are included in your registration

Rules
(https://docs.google.com/document/d/1_oBukq5JKbf3M1F0hQlKKaNEBkKBq3Rzr7-_JO_jLJY/edit?usp=sharing)

Dates: 11.11, 11.18, 12.2, 12.9, 12.16, 12.21, 12.30, 1.6, 1.13

Start Times: 9:15 PM

Bowling Icon Bowling
  5 Person Bowling Teams

Fall Holiday Bowling: Thursdays in Annapolis 2026

  • Locations: Annapolis Bowl
  • • Day: Thursday • Starts: Thursday, November 12
    • Deadline: Thursday, November 19
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Come join the 2026 4-week mini holiday bowling league! Games are two weeks before Thanksgiving and the two weeks that follow. Expect "turkey" themed weeks, canned food drives, and an ugly holiday sweater night.

Games will start @ 7:00 pm, with a practice time starting at 6:45 pm.

The maximum is 5 bowlers per team and a minimum of 4. Please sign up as a free agent or small group if you think you will have fewer by the season's start.

The cost is $62 per person, which includes four weeks of bowling, two games per night, shoe rental, handicap/scoring, beverage specials, and discounts on extra games that evening.

Scoring will be based on each player's bowling handicap. Annapolis Bowl will calculate the handicap (like in golf) using scores from week 1.

We will need Free Agents! And this has sold out the last three years so don't delay!

Dates: 11.12, 11.19, 12.3, 12.10

Start Times: 7:00 PM

Soccer Icon Soccer
  5 vs 5 - Rosters up to 8 Players

Winter 5 vs 5 Soccer: Mondays at API Gambrills 2026

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5 vs 5 Soccer on Indoor Turf

**We will either start on Monday, Nov 16th or the following week. If we start 11/16, we will skip the week of Christmas (12/21).

Join us for our 5 vs 5 winter soccer session. Each team is guaranteed 6 weeks of play! Each team will play four or five weeks of regular-season games, followed by one or two weeks of playoffs. If your team is eliminated in the playoffs, we will still have consolation games for you all!

Please note that there is a team minimum of 8 players. After the 8th player, more players can be added at a reduced cost. Captains can determine if they want to use TeamPayer to split the team cost or they can pay the whole balance, and players reimburse them.

The basics:

4 field players and a goalie
4 players minimum to play
Size 5 ball
One female player required, a maximum of four male players on the field at one time
Referee fees for playoffs are included in your registration

Rules
(https://docs.google.com/document/d/1_oBukq5JKbf3M1F0hQlKKaNEBkKBq3Rzr7-_JO_jLJY/edit?usp=sharing)

Dates: 11.16, 11.23, 11.30, 12.7, 12.14, 12.21, 12.28

Start Times: 9:00 PM

Trivia Icon Trivia
  Teams or Free Agents!

Chesapeake Trivia with Peake Social

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Think you know it all? Prove it with Chesapeake Trivia, with Peake Social!

Trivia is kicking off on November 17th at Mavericks downtown!

Start time will be 7 pm, and expect most nights for trivia to run from 7 pm to 9 pm. Reminder that meters end at 8:30 so parking will only cost ~$3.

Trivia resets every week so come by the weeks you can, but there are no season points for our inaugural season.

Registration is completely free. Join this LeagueLab group to receive updates about upcoming trivia nights, including dates, locations, special themes, and event details.

Grab your smartest friends, or the most fun ones, choose a team name, and get ready to compete!

Please note that we will skip December 22nd, 2026.

Dates: 11.17, 11.24, 12.1, 12.8, 12.15, 12.29

Start Times: 7:00 PM

Soccer Icon Soccer
  6 vs 6 Soccer

Winter 6 vs 6 Soccer: Thursdays at Edge Arena Kent Island 2026

  • Locations: The Edge Arena
  • • Day: Thursday • Starts: Thursday, December 3
    • Deadline: Thursday, December 10
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Join us at the Edge for a four team league with games at 9 pm and 10 pm on Thursdays!

Fees include shirts and ref fees. Each team will play each other twice, and then the finale will be the 1st seed versus the 2nd seed, along with a 3rd-place game.

Team fees are set so you can add as many or as little players as your team desires. Suggestion is 10 for a good balance of game time and lower per person team fee.

Dates: 12.3, 12.10, 12.17, 1.7, 1.14, 1.21, 1.28

Start Times: 9:00 PM, 10:00 PM

Basketball Icon Basketball
  Waitlist for Future Leagues

Basketball Interest- Add Your Name For Future Leagues!

  • Locations: Announcing Soon
  • • Day: Thursday • Starts: Thursday, December 31
    • Deadline: Thursday, December 31
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Looking to play basketballl? Add your name for free to the list so we can reach out if teams are ever in need of players, and we can let you know of upcoming leagues!

Dates: 12.31

Start Times: 6:00 PM

Flag Football Icon Flag Football
  Waitlist for Future Leagues - Rosters up to 12 Players

Flag Football Interest- Add Your Name For Future Leagues!

  • Locations: Peake Social
  • • Day: Thursday • Starts: Thursday, December 31
    • Deadline: Thursday, December 31
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Looking to play flag football? Add your name for free to the list so we can reach out if teams are ever in need of players, and we can let you know of upcoming leagues!

Dates: 12.31

Start Times: 10:00 AM, 11:00 AM, 12:00 PM, 1:00 PM

Indoor Volleyball Icon Indoor Volleyball
  Waitlist for Future Leagues

Volleyball Interest- Add Your Name For Future Leagues!

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Volleyball Interested Players List

Looking to play volleyball? Are you a free agent or do you have a small team? Or a full team? Add your name to our waitlist, and we can try to work you into our upcoming A-League invite-only league or one of our B-leagues. New and looking to learn to play? We have an option for you as well!

This league is "free" and lets us gather more information about you. We will email if player/team spots become available. You will see a $0 sign-up fee.

Most of our games are:

Co-ed 6 v 6 volleyball
Minimum players needed not to forfeit: 4
Minimum number of women playing on the court: 1
Max number of men playing on the court: 4
Games will be self-ref'd during the regular season.

Dates: 12.31

Start Times: 4:30 PM

Kickball Icon Kickball
  Waitlist for Future Leagues - Rosters up to 12 Players

Kickball Interest- Add Your Name For Future Leagues!

  • Locations: Peake Social
  • • Day: Thursday • Starts: Thursday, December 31
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Looking to play kickball? Add your name for free to the list so we can reach out if teams are ever in need of players, and we can let you know of upcoming leagues!

Dates: 12.31

Start Times: 10:00 AM, 11:00 AM, 12:00 PM, 1:00 PM

Pickleball Icon Pickleball
  Waitlist for Future Pickleball Leagues

2026 Pickleball Interest- Add Your Name for Future Leagues!

  • Locations: Announcing Soon
  • • Day: Thursday • Starts: Thursday, December 31
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Pickleball Interested Players List

Looking to play pickleball? Are you a free agent or do you have a team?

Add your name to our waitlist, and we can try to work you into our upcoming leagues.

New to the game and looking to learn to play? We have an option for you as well!

This league is "free" and lets us gather more information about you. We will email if player/team spots become available. You will see a $0 sign-up fee.

Dates: 12.31

Start Times: 6:00 PM

Soccer Icon Soccer
  Waitlist for Future Leagues

2026 Soccer Interest- Add Your Name for Future Leagues!

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Soccer Interested Players List

Looking to play soccer? Are you a free agent or do you have a small team? Or a full team? Add your name to our waitlist, and we can try to work you into our upcoming indoor, outdoor, coed, mens, womens, and other soccer formats.

New to the game and looking to learn to play? We have an option for you as well!

This league is "free" and lets us gather more information about you. We will email if player/team spots become available. You will see a $0 sign-up fee.

Most of our games are:

Co-ed
5s indoor or 7s outdoors
Social and fun yet competitve

Dates: 12.31

Start Times: 6:00 PM

Basketball Icon Basketball
  5 vs 5 Basketball - Rosters up to 8 Players

Winter Basketball: 5 vs 5 Monday Nights Kent Island 2027

  • Locations: The Edge Arena
  • • Day: Monday • Starts: Monday, January 4
    • Deadline: Friday, January 1
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Welcome to the winter season of 2027 for Peake Social's basketball league, played indoors at the Edge on Kent Island!

** There is a team minimum of eight players required per team that must be met or paid before a team can be entered. Every player after eight is charged a reduced fee that covers their jersey, insurance, etc., but will not raise the overall team fee.

This will be a 5 vs 5 league with two 20-minute halves. Ref is provided for each game, and his/her fees are covered by your sign-ups. There are no gender rules, and play will be open (no designated rules for women players).

Our league maxes out at seven teams, with each team guaranteed to play each other once. The regular season will be six weeks with a two-week playoff to crown a champion. Each team is guaranteed seven games.

Playoff Scenario:

1st Week of Playoffs (two games)
The top four teams will play in the first week of the playoffs, with the 5th and 6th team on a bye.

2nd Week of Playoffs (two games)
The winners from last week will play for the championship. The 5th and 6th team will have their consolation game.


Note that the away team will manage the clock and scoreboard in the first half of the game. The home team will manage the clock and scoreboard in the second half of the game.

Join us on the courts! Free agents and small teams are welcome!

5 vs 5 Basketball Rules
Click Here for Rules

Dates: 1.4, 1.11, 1.18, 1.25, 2.1, 2.8, 2.15, 2.22

Start Times: 7:00 PM, 8:00 PM, 9:00 PM

Bowling Icon Bowling
  Teams of Four or Five

Winter Bowling: Thursdays in Annapolis 2027

  • Locations: Annapolis Bowl
  • • Day: Thursday • Starts: Thursday, January 7
    • Deadline: Wednesday, January 6
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Kick off 2027 with our 6-week bowling league in the New Year! 5 weeks of regular play, plus playoffs!

Games will start @ 7:00 pm with a practice time starting at 6:45 pm.

The maximum is 5 bowlers per team and a minimum of 4. Please sign up as a free agent or small group if you think you will have fewer by the season's start.

The cost is $95 per person (prorated if you start late), which includes six weeks of bowling, two games per night, shoe rental, handicap/scoring, beverage specials, and playoff prizes.

Scoring will be based on each player's bowling handicap. Annapolis Bowl will calculate the handicap (like in golf) using scores from week 1.

Free Agents welcome!

Dates: 1.7, 1.14, 1.21, 1.28, 2.4, 2.11

Start Times: 7:00 PM

Soccer Icon Soccer
  5 vs 5 - Rosters up to 8 Players

Winter Ladder League 30+ Soccer: Mondays at API Gambrills 2027

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30 and Over Ladder League Soccer on Indoor Turf

Each player is guaranteed 5 weeks of play! Rosters will be mixed up each week and a player receives three points for being on the winning team, one point for showing up, and no points if you miss the game.

The two players with the most points at the end of the season will become captains and be able to draft their team (snake-draft).


The basics:

4 field players and a goalie
4 players minimum to play
Size 5 ball

Rules for 5 vs 5 but game play uses these:
(https://docs.google.com/document/d/1_oBukq5JKbf3M1F0hQlKKaNEBkKBq3Rzr7-_JO_jLJY/edit?usp=sharing)

Dates: 1.11, 1.18, 1.25, 2.1, 2.8

Start Times: 9:15 PM

Soccer Icon Soccer
  5 vs 5 - Rosters up to 8 Players

Winter 5 vs 5 Soccer: Wednesdays at API Gambrills 2027

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Opens November 15

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5 vs 5 Soccer on Indoor Turf

Join us for our 5 vs 5 fall soccer session. Each team is guaranteed 8 weeks of play! Each team will play five or six weeks of regular-season games, followed by two or three weeks of playoffs. If your team is eliminated in the playoffs, we will still have consolation games for you all!

Please note that there is a team minimum of 8 players. After the 8th player, each player is a reduced cost. Captains can determine if they want to use TeamPayer to split the team cost or they can pay the whole balance and players reimburse them.

The basics:

4 field players and a goalie
4 players minimum to play
Size 5 ball
One female player required, a maximum of four male players on the field at one time
Referee fees for playoffs are included in your registration

Rules
(https://docs.google.com/document/d/1_oBukq5JKbf3M1F0hQlKKaNEBkKBq3Rzr7-_JO_jLJY/edit?usp=sharing)

Dates: 1.20, 1.27, 2.3, 2.10, 2.17, 2.24, 3.3, 3.10

Start Times: 9:15 PM

Soccer Icon Soccer
  Ladder League - Rosters up to 8 Players

Winter Womens Ladder League Soccer: Mondays at API Gambrills 2027

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Womens Ladder League Soccer on Indoor Turf

Each player is guaranteed 4 weeks of play! Rosters will be mixed up each week and a player receives three points for being on the winning team, one point for showing up, and no points if you miss the game.

The two players with the most points at the end of the season will become captains and be able to draft their team (snake-draft).


The basics:

4 field players and a goalie
4 players minimum to play
Size 5 ball

Rules for 5 vs 5 but game play uses these:
(https://docs.google.com/document/d/1_oBukq5JKbf3M1F0hQlKKaNEBkKBq3Rzr7-_JO_jLJY/edit?usp=sharing)

Dates: 2.15, 2.22, 3.1, 3.8

Start Times: 9:00 PM