Williamsburg Senior Softball League
Slow-pitch softball for men and women in the Williamsburg area who are 50 and older (men) or 40 and older (women).

WSSL is a daytime league. Games are 9am-noon, Tue & Thu.

Latest News

  • League members, it's time vote on changes to the by-laws.  Check your email for the link.
  • The latest and greatest version of the Jamestown Division schedule is available here
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Important dates: ​
  • The Breast Cancer Awareness Game will be Sunday Oct. 25!  We are aiming to raise $15,000 - start preparing your items for the auction now! ​​
​Tuesday September 15   TEAM TUESDAY - Choose your own spot!
Jamestown Division (Kiwanis Park)
TPMG (Tan) 6, Williamsburg Realty (Off-WHite) 15
Tidewater Ortho (Orange) 22, Jamestown Prof. Park (Green) 19
New York Life (Sapphire) 4, Moose Lodge 757 (Orchid) 9
Shorty's Diner (Purple) 6, Salon Vivace (Gold) 14
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Yorktown Division (Quarterpath Park)
Remax Capital (Blue) 15, Private Advisory Group (Orange) 19
Beervana (Charcoal) 13 BDefined (Gold) 12
Home for Vets (Green) 13, Brickhouse Tavern (Red) 6
 
Thursday September 17  Lunch:  Aloha and Tiki Bar - 4903 Courthouse Street  (in the old Pho 79 location in New Town)
Jamestown Division (Kiwanis Park)
9:00 AM  Fld 2  Salon Vivace (Gold) v New York Life (Sapphire)
9:00 AM Fld 3 Wmsbg Realty (Off-White) v  Tidewater Ortho (Orange)
9:00 AM Fld 4 TPMG (Tan) v State Farm (Red) 
10:30 AM Fld 2 Barnes Investment Consulting (Gray) v Moose Lodge 757 (Orchid)
10:30 AM Fld 3  Shorty's Diner (Purple) v Chesapeake Wealth Mgmt(D Blue)

Yorktown Division (Quarterpath Park)
9:00 AM QP2   BDefined (Gold) v  Home for Vets (Green)
10:30 AM QP2   Brickhouse Tavern (Red) v Beervana (Charcoal)

Quick Links

Player registration
Installing Team App
Jamestown schedule
Yorktown schedule
Lunch Locations
Photos by Jim Arend
WSSL in the Community
Medical Information Form
Member Photos
Map to ball fields
Jamestown rosters
Yorktown rosters
WSSL Rules
WSSL Facebook page

Other League Information

​At the Breast Cancer Awareness Game, held on Sun Oct 26, 2025, the men's team edged out the ladies 21-18. A whopping $13,000 was raised for the Virginia Breast Cancer Foundation! Many thanks to all who contributed to this huge success in any way. Check out the photos.​
Previous News Items

Past Highlights

  • The league's 3rd Breast Cancer Awareness Game on Oct 26, 2025 raised over $13,000 for the Virginia Breast Cancer Foundation. Our 2nd event on Oct 20, 2024 raised over $7400, while the inaugural event on Oct 29, 2023 raised over $4500.
  • The Virginia Gazette has published several articles about the WSSL:  Feb 4, 2023, July 14, 2021,  Feb  8, 2021, May 28, 2019.
  • At the end of the 2020 season, the WSSL held a highly successful All-Star Game on Nov 3, 2020. News coverage included a story by Scott Cash, then Sports Director at 13NewsNow.
  • Williamsburg Next Door Neighbors magazine featured articles on WSSL members Jim Ratkus (Dec 2019), John Ancellotti (Feb 2020), Tyler Brooks (Nov 2020), Tom Garcia (Jun 2021), John Stout (Sep 2021), Leslie Revilock (Jan 2022), Dick Hoell (Apr 2022), Scott Cash (Nov 2022), and Billy Moore (Feb 2024).
  • WSSL members have walked in the Williamsburg Christmas Parade every year (2019-2025).

2026 Schedule of Events

  • Jan 29,  Feb 3 -- WISC Open House sessions
  • Feb 4 -- Winter workouts at WISC begin.
  • Mar 13 -- Winter workouts at WISC end.
  • Mar 17, 19, 24, 26 -- Rookie Camp
  • Mar 26 -- Player draft for Yorktown Division
  • Mar 27 -- Player draft for Jamestown Division
  • Mar 28-Apr 13 -- Team practice sessions
  • Apr 12 -- Jersey Reveal Party
  • Apr 14 -- Opening Day
  • Jun 28 -- Mid-season break begins.
  • Aug 17 -- Regular season games resume.
  • Aug xx -- Mid-season social
  • Oct 15 -- Regular season ends.
  • Oct 20-22-- Division Tournament Games
  • Oct 25 -- Breast Cancer Awareness Fundraiser Game
  • Oct 29-- Annual Meeting and Lunch at Rocco's
  • Oct xx -- November league begins
  • Nov xx -- November league ends
  • Dec xx -- Williamsburg Christmas Parade

Municipal Partners

Corporate Sponsors

Please keep our sponsors in mind when deciding where to take your business. Our sponsors' generous support helps make WSSL possible. Click on any logo below to go directly to a sponsor's website.

If you know of a business owner or manager who might be inclined to support the league, we have a letter for prospective sponsors ready for printing. The letter explains the benefits of sponsorship that would accrue to a supporting business.

Friends of WSSL

We also acknowledge the following individuals and organizations who have either provided financial support or served as valued suppliers.

To join us, send email to:  wssl[email protected]

WSSL --- Williamsburg Senior Softball League