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Top 2029 Prospects To Watch In Connecticut

Top 2029 Prospects To Watch In Connecticut
Lyla Del Rossi
Jack Church
Jack Church January 9, 2026 @ 09:00 AM
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<!-- wp:paragraph --> <p>With talent at the plate, in the field, and in the circle, Connecticut is a state to watch for softball talent in upcoming classes. The class of 2029 especially stands out with its versatility across both the high school and club softball ranks, featuring athletes who impact the game in multiple ways and continue to elevate their level of play against strong competition. As these players develop, they are already drawing attention from college coaches for their athleticism, skill sets, and competitive presence.</p> <!-- /wp:paragraph --> <!-- wp:paragraph --> <p>Below, Prep Softball highlights four of the top softball players to watch from the state of Connecticut in the high school graduating class of 2029.</p> <!-- /wp:paragraph --> <!-- wp:acf/evaluation-block {"name":"acf/evaluation-block","data":{"player_evaluations_0_not_in_database":["not_in_db"],"_player_evaluations_0_not_in_database":"field_62aba48cecf2d","player_evaluations_0_player_details_selected_featured_image":155282,"_player_evaluations_0_player_details_selected_featured_image":"field_62cca28ffa4e7","player_evaluations_0_player_details_player_name":"Lyla Del Rossi","_player_evaluations_0_player_details_player_name":"field_62aba4c9ecf2f","player_evaluations_0_player_details_graduating_class":"2029","_player_evaluations_0_player_details_graduating_class":"field_62aba4ddecf30","player_evaluations_0_player_details_height":"null","_player_evaluations_0_player_details_height":"field_62aba4e8ecf31","player_evaluations_0_player_details_position":"18","_player_evaluations_0_player_details_position":"field_62aba4f0ecf32","player_evaluations_0_player_details_school":"Trumbull","_player_evaluations_0_player_details_school":"field_62aba4fdecf33","player_evaluations_0_player_details_club_program":"CT Timberwolves","_player_evaluations_0_player_details_club_program":"field_62d20e723441a","player_evaluations_0_player_details":"","_player_evaluations_0_player_details":"field_62aba4afecf2e","player_evaluations":1,"_player_evaluations":"field_62aba7547dc44"},"mode":"preview","alignText":"left","anchor":"acf-block-695e19ece2cdc"} --> <!-- wp:paragraph {"placeholder":"Add evaluation here...","className":"text-gray-700"} --> <p class="text-gray-700">A two-sport athlete in field hockey and softball, Lyla Del Rossi excelled with both the bat and the ball during the fall club season. Her two-way skill set showed up for the CT Timberwolves at the Fall New England Showcase, where she went 4-for-7 at the plate with no strikeouts, and also struck out seven batters of her own in seven innings, allowing opponents to hit just .188 against her. Back in September at the USA Elite Northern Exposure Fall Classic, Del Rossi hit .375 to start the season for the CT Timberwolves.</p> <!-- /wp:paragraph --> <!-- /wp:acf/evaluation-block --> <!-- wp:acf/evaluation-block {"name":"acf/evaluation-block","data":{"player_evaluations_0_not_in_database":["not_in_db"],"_player_evaluations_0_not_in_database":"field_62aba48cecf2d","player_evaluations_0_player_details_selected_featured_image":"","_player_evaluations_0_player_details_selected_featured_image":"field_62cca28ffa4e7","player_evaluations_0_player_details_player_name":"Victoria Dobrydney","_player_evaluations_0_player_details_player_name":"field_62aba4c9ecf2f","player_evaluations_0_player_details_graduating_class":"2029","_player_evaluations_0_player_details_graduating_class":"field_62aba4ddecf30","player_evaluations_0_player_details_height":"null","_player_evaluations_0_player_details_height":"field_62aba4e8ecf31","player_evaluations_0_player_details_position":"23","_player_evaluations_0_player_details_position":"field_62aba4f0ecf32","player_evaluations_0_player_details_school":"Trumbull","_player_evaluations_0_player_details_school":"field_62aba4fdecf33","player_evaluations_0_player_details_club_program":"CT Timberwolves","_player_evaluations_0_player_details_club_program":"field_62d20e723441a","player_evaluations_0_player_details":"","_player_evaluations_0_player_details":"field_62aba4afecf2e","player_evaluations":1,"_player_evaluations":"field_62aba7547dc44"},"mode":"preview","alignText":"left","anchor":"acf-block-695e19ece2e8d"} --> <!-- wp:paragraph {"placeholder":"Add evaluation here...","className":"text-gray-700"} --> <p class="text-gray-700">Victoria Dobrydney's fall season has set a high standard for her future play during her college softball recruiting process. Dobrydney made her debut with the CT Timberwolves 16U team in September, hitting .429 at the USA Elite Northern Exposure Fall Classic. She excelled at the Rhode Island Thunder Fall Showcase, hitting .538. At a tournament in Pennsylvania, she hit .500 for the CT Timberwolves with Iona's coaching staff in attendance. She started the new year by hitting a new max exit velocity and is poised for a strong 2026 campaign ahead.</p> <!-- /wp:paragraph --> <!-- /wp:acf/evaluation-block --> <!-- wp:acf/evaluation-block {"name":"acf/evaluation-block","data":{"player_evaluations_0_not_in_database":["not_in_db"],"_player_evaluations_0_not_in_database":"field_62aba48cecf2d","player_evaluations_0_player_details_selected_featured_image":147146,"_player_evaluations_0_player_details_selected_featured_image":"field_62cca28ffa4e7","player_evaluations_0_player_details_player_name":"Leah Bergamo","_player_evaluations_0_player_details_player_name":"field_62aba4c9ecf2f","player_evaluations_0_player_details_graduating_class":"2029","_player_evaluations_0_player_details_graduating_class":"field_62aba4ddecf30","player_evaluations_0_player_details_height":"null","_player_evaluations_0_player_details_height":"field_62aba4e8ecf31","player_evaluations_0_player_details_position":"28","_player_evaluations_0_player_details_position":"field_62aba4f0ecf32","player_evaluations_0_player_details_school":"Trumbull","_player_evaluations_0_player_details_school":"field_62aba4fdecf33","player_evaluations_0_player_details_club_program":"CT Timberwolves","_player_evaluations_0_player_details_club_program":"field_62d20e723441a","player_evaluations_0_player_details":"","_player_evaluations_0_player_details":"field_62aba4afecf2e","player_evaluations":1,"_player_evaluations":"field_62aba7547dc44"},"mode":"preview","alignText":"left","anchor":"acf-block-695e19ece3025"} --> <!-- wp:paragraph {"placeholder":"Add evaluation here...","className":"text-gray-700"} --> <p class="text-gray-700">A star in the field who is also productive at the plate, Leah Bergamo is a player to watch from the Connecticut class of 2029. Bergamo started her fall season by earning two hits, three walks and two runs at the USA Elite Northern Exposure Fall Classic, making her season debut with her 16U team. Her final tournament of the campaign featured Bergamo posting a perfect 1.000 fielding percentage to go along with two runs scored offensively. Bergamo has also spent time this season coaching the 10U Timberwolves team.</p> <!-- /wp:paragraph --> <!-- /wp:acf/evaluation-block --> <!-- wp:acf/evaluation-block {"name":"acf/evaluation-block","data":{"player_evaluations_0_not_in_database":["not_in_db"],"_player_evaluations_0_not_in_database":"field_62aba48cecf2d","player_evaluations_0_player_details_selected_featured_image":"","_player_evaluations_0_player_details_selected_featured_image":"field_62cca28ffa4e7","player_evaluations_0_player_details_player_name":"Chloe Thompson","_player_evaluations_0_player_details_player_name":"field_62aba4c9ecf2f","player_evaluations_0_player_details_graduating_class":"2029","_player_evaluations_0_player_details_graduating_class":"field_62aba4ddecf30","player_evaluations_0_player_details_height":"null","_player_evaluations_0_player_details_height":"field_62aba4e8ecf31","player_evaluations_0_player_details_position":"32","_player_evaluations_0_player_details_position":"field_62aba4f0ecf32","player_evaluations_0_player_details_school":"Trumbull","_player_evaluations_0_player_details_school":"field_62aba4fdecf33","player_evaluations_0_player_details_club_program":"CT Timberwolves","_player_evaluations_0_player_details_club_program":"field_62d20e723441a","player_evaluations_0_player_details":"","_player_evaluations_0_player_details":"field_62aba4afecf2e","player_evaluations":1,"_player_evaluations":"field_62aba7547dc44"},"mode":"preview","alignText":"left","anchor":"acf-block-695e19ece31aa"} --> <!-- wp:paragraph {"placeholder":"Add evaluation here...","className":"text-gray-700"} --> <p class="text-gray-700">Chloe Thompson's power brought a unique dynamic to the CT Timberwolves' lineup during the fall season. Her home run at the Polar Crush Fall NE Showcase was part of a 2-for-3 day for her that saw her also score a second run and earn a pitching win, throwing three innings. The week prior, her RBI double scored the winning run for the CT Timberwolves in a win over the Rhode Island Thunder. The two-way player is poised for a breakout spring season with both her school and club teams.</p> <!-- /wp:paragraph --> <!-- /wp:acf/evaluation-block -->

With talent at the plate, in the field, and in the circle, Connecticut is a state to watch for softball talent in upcoming classes. The class of 2029 especially stands out with its versatility across both the high school and club softball ranks, featuring athletes who impact the game in multiple ways and continue to elevate their level of play against strong competition. As these players develop, they are already drawing attention from college coaches for their athleticism, skill sets, and competitive presence.

Lyla Del Rossi

Lyla Del Rossi

POS LHP
CLASS 2029

Lyla Del Rossi

School: Trumbull
Club: CT Timberwolves
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Victoria Dobrydney

Victoria Dobrydney

POS SS
CLASS 2029

Victoria Dobrydney

School: Trumbull
Club: CT Timberwolves
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Leah Bergamo

Leah Bergamo

POS OF
CLASS 2029

Leah Bergamo

School: Trumbull
Club: CT Timberwolves
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Chloe Thompson

Chloe Thompson

POS CIF
CLASS 2029

Chloe Thompson

School: Trumbull
Club: CT Timberwolves
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