| GameDate | Time | Type | Home School | Away School | Site |
| 03/31/2027 | 3:00 PM | Non-League | Joel Barlow | Pomperaug | Redding Country Club - Redding Country Club |
| 04/05/2027 | 5:00 AM | League | Southington | Berlin | Hawks Landing County Club - Hawks Landing County Club |
| 04/05/2027 | 3:00 PM | League | Avon | Simsbury | Blue Fox Run Golf Course - Blue Fox Run Golf Course |
| 04/05/2027 | 3:00 PM | League | Brookfield | Pomperaug | Sunset Hill Golf Course - Sunset Hill Golf Course |
| 04/05/2027 | 3:00 PM | League | Conard | Farmington | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 04/05/2027 | 3:00 PM | League | East Hartford | East Catholic | East Hartford High School - East Hartford Golf Course |
| 04/05/2027 | 3:00 PM | League | Joel Barlow | Masuk | Redding Country Club - Redding Country Club |
| 04/05/2027 | 3:00 PM | League | Newington | Lewis Mills | Indian Hill Country Club - Indian Hill Country Club |
| 04/05/2027 | 3:00 PM | League | Northwest Catholic | Hall | Wampanoag Country Club - Wampanoag Country Club |
| 04/05/2027 | 3:00 PM | League | Plainville | New Britain | Hawks Landing County Club - Hawks Landing County Club |
| 04/05/2027 | 3:00 PM | League | South Windsor | Glastonbury | Topstone Golf Course - Topstone Golf Course |
| 04/05/2027 | 3:00 PM | League | Wethersfield | Manchester | Wethersfield Country Club - Wethersfield Country Club |
| 04/06/2027 | 3:00 PM | Non-League | Joel Barlow | Notre Dame Prep | Redding Country Club - Redding Country Club |
| 04/06/2027 | 3:00 PM | League | Killingly | Stonington | Connecticut National Golf Course - Connecticut National Golf Course |
| 04/07/2027 | 3:00 PM | League | Berlin | Plainville | Timberlin Golf Course - Timberlin Golf Course |
| 04/07/2027 | 3:00 PM | League | East Hartford | Glastonbury | East Hartford High School - East Hartford Golf Course |
| 04/07/2027 | 3:00 PM | League | Farmington | Northwest Catholic | Tunxis Country Club - Tunxis Country Club |
| 04/07/2027 | 3:00 PM | League | Hall | Avon | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 04/07/2027 | 3:00 PM | League | Immaculate | Weston | Richter Park Golf Course - Richter Park Golf Course |
| 04/07/2027 | 3:00 PM | League | Manchester | East Catholic | Manchester Country Club - Manchester CC |
| 04/07/2027 | 3:00 PM | League | Masuk | Notre Dame Prep | Whitney Farms Golf Course - Whitney Farms Golf Course |
| 04/07/2027 | 3:00 PM | League | New Britain | Southington | Stanley Golf Course - Stanley Golf Course |
| 04/07/2027 | 3:00 PM | League | Newington | Middletown | Indian Hill Country Club - Indian Hill Country Club |
| 04/07/2027 | 3:00 PM | League | Newtown | Joel Barlow | Newtown Country Club - Newtown Country Club |
| 04/07/2027 | 3:00 PM | League | Simsbury | Conard | Simsbury High School - Simsbury Farms CC |
| 04/07/2027 | 3:00 PM | League | South Windsor | Wethersfield | Topstone Golf Course - Topstone Golf Course |
| 04/08/2027 | 3:00 PM | League | Tourtellotte | Waterford | Tourtellotte Memorial High School - Thompson Raceway Golf Course |
| 04/19/2027 | 5:00 AM | League | Southington | Plainville | Hawks Landing County Club - Hawks Landing County Club |
| 04/19/2027 | 3:00 PM | League | Berlin | New Britain | Timberlin Golf Course - Timberlin Golf Course |
| 04/19/2027 | 3:00 PM | League | Masuk | Pomperaug | Whitney Farms Golf Course - Whitney Farms Golf Course |
| 04/19/2027 | 3:00 PM | League | Middletown | Lewis Mills | Lyman Orchards - Lyman Orchards |
| 04/19/2027 | 3:00 PM | League | Weston | Newtown | Weston High School - Aspetuck Country Club |
| 04/20/2027 | 3:00 PM | League | Bunnell | Stratford, Brookfield | Bunnell HS - Blackhawk Country Club (Old OCC) |
| 04/20/2027 | 3:00 PM | League | Killingly | East Lyme | Connecticut National Golf Course - Connecticut National Golf Course |
| 04/21/2027 | 3:00 PM | League | Avon | Conard | Blue Fox Run Golf Course - Blue Fox Run Golf Course |
| 04/21/2027 | 3:00 PM | League | Brookfield | Joel Barlow | Sunset Hill Golf Course - Sunset Hill Golf Course |
| 04/21/2027 | 3:00 PM | League | Farmington | Hall | Tunxis Country Club - Tunxis Country Club |
| 04/21/2027 | 3:00 PM | League | Glastonbury | Berlin | Glastonbury Hills Country Club - Glastonbury Hills Country Club |
| 04/21/2027 | 3:00 PM | League | Immaculate | Masuk | Richter Park Golf Course - Richter Park Golf Course |
| 04/21/2027 | 3:00 PM | League | Lewis Mills | East Catholic | Lewis Mills High School - Fairview Farm Golf Course |
| 04/21/2027 | 3:00 PM | League | Manchester | Newington | Manchester Country Club - Manchester CC |
| 04/21/2027 | 3:00 PM | League | Middletown | East Hartford | Lyman Orchards - Lyman Orchards |
| 04/21/2027 | 3:00 PM | League | Newtown | Notre Dame Prep | Newtown Country Club - Newtown Country Club |
| 04/21/2027 | 3:00 PM | League | Northwest Catholic | Simsbury | Wampanoag Country Club - Wampanoag Country Club |
| 04/21/2027 | 3:00 PM | League | Plainville | South Windsor | Hawks Landing County Club - Hawks Landing County Club |
| 04/21/2027 | 3:00 PM | League | Wethersfield | Southington | Wethersfield Country Club - Wethersfield Country Club |
| 04/26/2027 | 3:00 PM | League | Joel Barlow | Immaculate | Redding Country Club - Redding Country Club |
| 04/26/2027 | 3:00 PM | League | Masuk | Newtown | Whitney Farms Golf Course - Whitney Farms Golf Course |
| 04/26/2027 | 3:00 PM | League | Weston | Brookfield | Weston High School - Aspetuck Country Club |
| 04/27/2027 | 3:00 PM | League | Killingly | Woodstock Academy | Connecticut National Golf Course - Connecticut National Golf Course |
| 04/28/2027 | 5:00 AM | League | Southington | Simsbury | Hawks Landing County Club - Hawks Landing County Club |
| 04/28/2027 | 3:00 PM | League | Avon | New Britain | Blue Fox Run Golf Course - Blue Fox Run Golf Course |
| 04/28/2027 | 3:00 PM | League | Berlin | Farmington | Timberlin Golf Course - Timberlin Golf Course |
| 04/28/2027 | 3:00 PM | League | Brookfield | Notre Dame Prep | Sunset Hill Golf Course - Sunset Hill Golf Course |
| 04/28/2027 | 3:00 PM | League | Conard | Plainville | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 04/28/2027 | 3:00 PM | League | East Catholic | Wethersfield | Minnechaug Golf Course - Minnechaug Golf Course |
| 04/28/2027 | 3:00 PM | League | East Hartford | South Windsor | East Hartford High School - East Hartford Golf Course |
| 04/28/2027 | 3:00 PM | League | Immaculate | Newtown | Richter Park Golf Course - Richter Park Golf Course |
| 04/28/2027 | 3:00 PM | League | Joel Barlow | Bunnell, Stratford | Redding Country Club - Redding Country Club |
| 04/28/2027 | 3:00 PM | League | Manchester | Glastonbury | Manchester Country Club - Manchester CC |
| 04/28/2027 | 3:00 PM | League | Newington | Hall | Indian Hill Country Club - Indian Hill Country Club |
| 04/28/2027 | 3:00 PM | League | Northwest Catholic | Lewis Mills | Wampanoag Country Club - Wampanoag Country Club |
| 05/03/2027 | 5:00 AM | League | Southington | Newington | Hawks Landing County Club - Hawks Landing County Club |
| 05/03/2027 | 3:00 PM | League | Berlin | Middletown | Timberlin Golf Course - Timberlin Golf Course |
| 05/03/2027 | 3:00 PM | League | Brookfield | Newtown | Sunset Hill Golf Course - Sunset Hill Golf Course |
| 05/03/2027 | 3:00 PM | League | Conard | Avon | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/03/2027 | 3:00 PM | League | Glastonbury | East Catholic | Glastonbury Hills Country Club - Glastonbury Hills Country Club |
| 05/03/2027 | 3:00 PM | League | Hall | Farmington | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/03/2027 | 3:00 PM | League | Immaculate | Pomperaug | Richter Park Golf Course - Richter Park Golf Course |
| 05/03/2027 | 3:00 PM | League | Joel Barlow | Weston | Redding Country Club - Redding Country Club |
| 05/03/2027 | 3:00 PM | League | Lewis Mills | New Britain | Lewis Mills High School - Fairview Farm Golf Course |
| 05/03/2027 | 3:00 PM | League | Simsbury | Northwest Catholic | Simsbury High School - Simsbury Farms CC |
| 05/03/2027 | 3:00 PM | League | South Windsor | Manchester | Topstone Golf Course - Topstone Golf Course |
| 05/03/2027 | 3:00 PM | League | Wethersfield | East Hartford | Wethersfield Country Club - Wethersfield Country Club |
| 05/04/2027 | 3:00 PM | League | Bunnell | Masuk, Stratford | Bunnell HS - Blackhawk Country Club (Old OCC) |
| 05/04/2027 | 3:00 PM | League | Tourtellotte | Bacon Academy | Tourtellotte Memorial High School - Thompson Raceway Golf Course |
| 05/05/2027 | 5:00 AM | League | Southington | Lewis Mills | Hawks Landing County Club - Hawks Landing County Club |
| 05/05/2027 | 3:00 PM | League | Avon | Farmington | Blue Fox Run Golf Course - Blue Fox Run Golf Course |
| 05/05/2027 | 3:00 PM | League | Conard | Northwest Catholic | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/05/2027 | 3:00 PM | League | East Catholic | South Windsor | Minnechaug Golf Course - Minnechaug Golf Course |
| 05/05/2027 | 3:00 PM | League | Glastonbury | Wethersfield | Glastonbury Hills Country Club - Glastonbury Hills Country Club |
| 05/05/2027 | 3:00 PM | League | Manchester | East Hartford | Manchester Country Club - Manchester CC |
| 05/05/2027 | 3:00 PM | League | Masuk | Brookfield | Whitney Farms Golf Course - Whitney Farms Golf Course |
| 05/05/2027 | 3:00 PM | League | Middletown | Plainville | Lyman Orchards - Lyman Orchards |
| 05/05/2027 | 3:00 PM | League | Newington | Berlin | Indian Hill Country Club - Indian Hill Country Club |
| 05/05/2027 | 3:00 PM | League | Newtown | Pomperaug | Newtown Country Club - Newtown Country Club |
| 05/05/2027 | 3:00 PM | League | Simsbury | Hall | Simsbury High School - Simsbury Farms CC |
| 05/05/2027 | 3:00 PM | League | Weston | Bunnell, Stratford | Weston High School - Aspetuck Country Club |
| 05/06/2027 | 3:00 PM | Non-League | Masuk | Immaculate | Whitney Farms Golf Course - Whitney Farms Golf Course |
| 05/06/2027 | 3:00 PM | League | Tourtellotte | Lyman Memorial | Tourtellotte Memorial High School - Thompson Raceway Golf Course |
| 05/10/2027 | 3:00 PM | League | Brookfield | Immaculate | Sunset Hill Golf Course - Sunset Hill Golf Course |
| 05/10/2027 | 3:00 PM | League | Conard | Hall | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/10/2027 | 3:00 PM | League | East Catholic | East Hartford | Minnechaug Golf Course - Minnechaug Golf Course |
| 05/10/2027 | 3:00 PM | League | Farmington | Simsbury | Tunxis Country Club - Tunxis Country Club |
| 05/10/2027 | 3:00 PM | League | Glastonbury | South Windsor | Glastonbury Hills Country Club - Glastonbury Hills Country Club |
| 05/10/2027 | 3:00 PM | League | Lewis Mills | Middletown, Berlin | Lewis Mills High School - Fairview Farm Golf Course |
| 05/10/2027 | 3:00 PM | League | Manchester | Wethersfield | Manchester Country Club - Manchester CC |
| 05/10/2027 | 3:00 PM | League | Newington | New Britain | Indian Hill Country Club - Indian Hill Country Club |
| 05/10/2027 | 3:00 PM | League | Newtown | Bunnell | Newtown Country Club - Newtown Country Club |
| 05/10/2027 | 3:00 PM | League | Northwest Catholic | Avon | Wampanoag Country Club - Wampanoag Country Club |
| 05/10/2027 | 3:00 PM | League | Plainville | Southington | Hawks Landing County Club - Hawks Landing County Club |
| 05/10/2027 | 3:00 PM | League | Weston | Masuk | Weston High School - Aspetuck Country Club |
| 05/11/2027 | 3:00 PM | League | Tourtellotte | Killingly | Tourtellotte Memorial High School - Thompson Raceway Golf Course |
| 05/12/2027 | 3:00 PM | League | East Catholic | Manchester | Minnechaug Golf Course - Minnechaug Golf Course |
| 05/12/2027 | 3:00 PM | League | Farmington | Conard | Tunxis Country Club - Tunxis Country Club |
| 05/12/2027 | 3:00 PM | League | Glastonbury | East Hartford | Glastonbury Hills Country Club - Glastonbury Hills Country Club |
| 05/12/2027 | 3:00 PM | League | Hall | Northwest Catholic | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/12/2027 | 3:00 PM | League | Lewis Mills | Southington | Lewis Mills High School - Fairview Farm Golf Course |
| 05/12/2027 | 3:00 PM | League | Masuk | Joel Barlow | Whitney Farms Golf Course - Whitney Farms Golf Course |
| 05/12/2027 | 3:00 PM | League | New Britain | Berlin | Stanley Golf Course - Stanley Golf Course |
| 05/12/2027 | 3:00 PM | League | Simsbury | Avon | Simsbury High School - Simsbury Farms CC |
| 05/12/2027 | 3:00 PM | League | Wethersfield | South Windsor | Wethersfield Country Club - Wethersfield Country Club |
| 05/13/2027 | 3:00 PM | League | Tourtellotte | Stonington | Tourtellotte Memorial High School - Thompson Raceway Golf Course |
| 05/17/2027 | 3:00 PM | League | Avon | Hall | Blue Fox Run Golf Course - Blue Fox Run Golf Course |
| 05/17/2027 | 3:00 PM | League | Conard | Simsbury | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/17/2027 | 3:00 PM | League | Glastonbury | Manchester | Glastonbury Hills Country Club - Glastonbury Hills Country Club |
| 05/17/2027 | 3:00 PM | League | Northwest Catholic | Farmington | Wampanoag Country Club - Wampanoag Country Club |
| 05/17/2027 | 3:00 PM | League | South Windsor | East Hartford | Topstone Golf Course - Topstone Golf Course |
| 05/17/2027 | 3:00 PM | League | Wethersfield | East Catholic | Wethersfield Country Club - Wethersfield Country Club |
| 05/18/2027 | 3:00 PM | League | Killingly | NFA | Connecticut National Golf Course - Connecticut National Golf Course |
| 05/19/2027 | 3:00 PM | League | East Catholic | Glastonbury | Minnechaug Golf Course - Minnechaug Golf Course |
| 05/19/2027 | 3:00 PM | League | East Hartford | Wethersfield | East Hartford High School - East Hartford Golf Course |
| 05/19/2027 | 3:00 PM | League | Farmington | Avon | Tunxis Country Club - Tunxis Country Club |
| 05/19/2027 | 3:00 PM | League | Hall | Simsbury | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/19/2027 | 3:00 PM | League | Lewis Mills | Newington | Lewis Mills High School - Fairview Farm Golf Course |
| 05/19/2027 | 3:00 PM | League | Manchester | South Windsor | Manchester Country Club - Manchester CC |
| 05/19/2027 | 3:00 PM | League | Northwest Catholic | Conard | Wampanoag Country Club - Wampanoag Country Club |
| 05/19/2027 | 3:00 PM | League | Plainville | Berlin | Hawks Landing County Club - Hawks Landing County Club |
| 05/20/2027 | 3:00 PM | League | Killingly | Lyman Memorial | Connecticut National Golf Course - Connecticut National Golf Course |
| 05/24/2027 | 3:00 PM | League | East Catholic | Northwest Catholic | Minnechaug Golf Course - Minnechaug Golf Course |
| 05/24/2027 | 3:00 PM | League | East Hartford | Avon | East Hartford High School - East Hartford Golf Course |
| 05/24/2027 | 3:00 PM | League | Farmington | Glastonbury | Tunxis Country Club - Tunxis Country Club |
| 05/24/2027 | 3:00 PM | League | Hall | Manchester | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/24/2027 | 3:00 PM | League | Lewis Mills | Plainville | Lewis Mills High School - Fairview Farm Golf Course |
| 05/24/2027 | 3:00 PM | League | Middletown | Southington | Lyman Orchards - Lyman Orchards |
| 05/24/2027 | 3:00 PM | League | New Britain | Newington | Stanley Golf Course - Stanley Golf Course |
| 05/24/2027 | 3:00 PM | League | Simsbury | Wethersfield | Simsbury High School - Simsbury Farms CC |
| 05/24/2027 | 3:00 PM | League | South Windsor | Conard | Topstone Golf Course - Topstone Golf Course |
| 05/25/2027 | 3:00 PM | League | Tourtellotte | Woodstock Academy | Tourtellotte Memorial High School - Thompson Raceway Golf Course |
| 05/26/2027 | 3:00 PM | League | Avon | Northwest Catholic | Blue Fox Run Golf Course - Blue Fox Run Golf Course |
| 05/26/2027 | 3:00 PM | League | Berlin | Lewis Mills | Timberlin Golf Course - Timberlin Golf Course |
| 05/26/2027 | 3:00 PM | League | East Hartford | Manchester | East Hartford High School - East Hartford Golf Course |
| 05/26/2027 | 3:00 PM | League | Hall | Conard | Rockledge Golf Club West Hartford - Rockledge Golf Club West Hartford |
| 05/26/2027 | 3:00 PM | League | New Britain | Middletown | Stanley Golf Course - Stanley Golf Course |
| 05/26/2027 | 3:00 PM | League | Newington | Plainville | Indian Hill Country Club - Indian Hill Country Club |
| 05/26/2027 | 3:00 PM | League | Simsbury | Farmington | Simsbury High School - Simsbury Farms CC |
| 05/26/2027 | 3:00 PM | League | South Windsor | East Catholic | Topstone Golf Course - Topstone Golf Course |
| 05/26/2027 | 3:00 PM | League | Wethersfield | Glastonbury | Wethersfield Country Club - Wethersfield Country Club |