Chess Clubs in Westport, Connecticut. The list of addresses.
Chess Clubs in Westport, CT and Surrounding Areas
Chess enthusiasts in Westport and nearby Fairfield County communities will find several welcoming clubs offering opportunities for casual play, competitive games, and skill development. These groups cater to players of all ages and experience levels.
Westport Chess Club
Location: Westport Library – 20 Jesup Road, Westport, CT 06880
Meeting Times: Tuesdays 6:00-8:30 PM
The Westport Chess Club meets weekly in the library’s MakerSpace, providing a modern setting for players of all skill levels. This active group organizes casual games, simultaneous exhibitions, and occasional lectures by visiting masters. The club maintains a collection of chess books and digital resources available for checkout.
Fairfield Chess Society
Location: Fairfield Public Library (Main Branch) – 1080 Old Post Road, Fairfield, CT 06824
Meeting Times: Thursdays 5:00-7:30 PM
Just 15 minutes from Westport, this well-established club offers a balanced mix of casual and competitive play. The Fairfield Chess Society hosts monthly rated tournaments and maintains an active ladder system. Beginners will find patient opponents willing to analyze games and suggest improvements.
Norwalk Chess Club
Location: Norwalk Public Library (Main Branch) – 1 Belden Avenue, Norwalk, CT 06850
Meeting Times: Wednesdays 4:00-7:00 PM
A short drive east of Westport, the Norwalk Chess Club provides a welcoming environment for players of all ages. The club emphasizes skill development through regular game analysis sessions and maintains separate areas for casual and competitive play.
Stamford Chess Center
Location: Stamford Innovation Center – 175 Atlantic Street, Stamford, CT 06901
Meeting Times: Fridays 6:00-9:00 PM
About 25 minutes from Westport, this premier chess venue offers serious competition in a professional setting. The Stamford Chess Center hosts regular rated tournaments, including quick chess events and traditional time-control competitions. The center features electronic boards for game analysis and live streaming of major matches.
Darien Chess Group
Location: Darien Library – 1441 Post Road, Darien, CT 06820
Meeting Times: Sundays 2:00-5:00 PM
This northern neighbor to Westport offers a family-friendly chess environment. The Darien Chess Group features simultaneous exhibitions by local experts and maintains a special area for young players developing their skills.
Bridgeport Chess Club
Location: Bridgeport Public Library (Main Branch) – 925 Broad Street, Bridgeport, CT 06604
Meeting Times: Saturdays 1:00-5:00 PM
Connecticut’s largest chess club provides robust competition just 20 minutes from Westport. The Bridgeport Chess Club hosts regular tournaments and maintains an extensive chess library. The club has produced multiple state champions and welcomes new members seeking serious play.
Additional Chess Opportunities
Several area schools and community centers offer chess programs, particularly for younger players. The Westport Continuing Education program runs periodic chess workshops for adults and children.
For competitive players, the Connecticut State Chess Association organizes tournaments throughout the year at locations within 30 minutes of Westport. The Fairfield County Chess League also coordinates inter-club matches between local organizations.
Final Notes
Most clubs welcome drop-in visitors, though some competitive groups may require membership in national chess organizations. Players should contact clubs in advance to confirm meeting schedules, as some adjust times seasonally. Whether seeking casual games or serious competition, chess players in the Westport area will find quality opponents and welcoming communities.
