| GameDate | Time | Type | Home School | Away School | Site |
| 09/08/2026 | 3:45 PM | League | Kaynor Tech | Bullard Havens Tech | Black Rock State Park - Black Rock State Park |
| 09/08/2026 | 3:45 PM | League | Bloomfield | Central Connecticut Conference (CCC), Farmington, Hall | Bloomfield High School - Cross Country Course |
| 09/08/2026 | 3:45 PM | League | Central Connecticut Conference (CCC) | Bristol Central, Avon, Lewis Mills, Bristol Eastern | Bristol Eastern High School - Page Park |
| 09/08/2026 | 3:45 PM | League | Cheney Tech | Grasso Tech, Prince Tech | Cheney Tech. - Wickham Park |
| 09/08/2026 | 3:45 PM | League | Platt Tech | Wilcox Tech | Eisenhower Park - Eisenhower |
| 09/08/2026 | 3:45 PM | League | Aerospace | Achievement First, HMTCA, Parish Hill, University, SMSA, Classical Magnet, Capital Prep, Bulkeley, Hartford Public, Innovation, International, Comp Sci, Weaver | Elizabeth Park - Cross Country Course |
| 09/08/2026 | 3:45 PM | League | Ellis Tech | Windham Tech | Ellis R V Tech School - Owen Bell Park |
| 09/08/2026 | 3:45 PM | League | Enfield | East Hartford, East Catholic, Central Connecticut Conference (CCC) | Enfield High School - Cross Country Course |
| 09/08/2026 | 3:45 PM | League | Newington | Central Connecticut Conference (CCC), Platt, Plainville, New Britain | John Wallace MS - John Wallace MS |
| 09/08/2026 | 3:45 PM | League | E.O. Smith | RHAM, Glastonbury, Central Connecticut Conference (CCC) | Mansfield Hollow State Park - Boys Course |
| 09/08/2026 | 3:45 PM | League | Norwich Tech | Vinal Tech | Norwich Technical High School - Mohegan Park |
| 09/08/2026 | 3:45 PM | League | Berlin | Maloney, Central Connecticut Conference (CCC), Middletown | Pistol Creek - Pistol Creek |
| 09/08/2026 | 3:45 PM | League | Southington | Wethersfield, Central Connecticut Conference (CCC), Rocky Hill | Southington High School - Sloper |
| 09/08/2026 | 3:45 PM | League | Simsbury | Central Connecticut Conference (CCC), Northwest Catholic, Conard | Stratton Brook State Park - Stratton Brook State Park |
| 09/08/2026 | 3:45 PM | League | Manchester | Central Connecticut Conference (CCC), South Windsor, Tolland, Windsor | Wickham Park - Wickham Park |
| 09/08/2026 | 4:00 PM | League | Wilbur Cross | Xavier, Cheshire, Guilford | East Rock Park - East Rock Park |
| 09/08/2026 | 4:15 PM | League | Abbott Tech | Wright Tech | Wooster Cemetary - Wooster Cemetary |
| 09/09/2026 | 3:45 PM | League | Foran | Hamden, Shelton, Career Magnet | Eisenhower Park - EISENHOWER PARK |
| 09/09/2026 | 4:00 PM | League | East Haven | Lauralton Hall, Fairfield Prep, Jonathan Law | East Haven High School - EHHS Turf Field & Track |
| 09/09/2026 | 4:00 PM | League | Somers | Stafford | Somers High School - P&R Fields |
| 09/09/2026 | 4:00 PM | League | Canton | Coventry, Ellington, East Granby | Stratton Brook State Park - Stratton Brook State Park |
| 09/09/2026 | 4:15 PM | League | Windsor Locks | Suffield, East Windsor, Granby Memorial | Windsor Locks High School - Track |
| 09/09/2026 | 4:45 PM | League | Bolton | Rockville | Bolton High School - BHS Cross Country Course |
| 09/11/2026 | 3:30 PM | Non-League | Middletown | | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT |
| 09/15/2026 | 3:00 PM | League | New Canaan | Staples, Fairfield Ludlowe, Norwalk | Waveny Park - Waveny Park |
| 09/15/2026 | 3:30 PM | League | Naugatuck | WCA, Kennedy | Hop Brook Park - Hop Brook Park |
| 09/15/2026 | 3:30 PM | League | Wolcott | Wilby, Derby, St. Paul Catholic | Wolcott High School - WHS Track and Lower Field |
| 09/15/2026 | 3:45 PM | League | Crosby | Watertown, Seymour, Woodland | Bucks Hill (MONTOE) Park - Soccer Pitch |
| 09/15/2026 | 3:45 PM | League | Aerospace | Achievement First, Parish Hill, University, SMSA, HMTCA, Weaver, Comp Sci, Innovation, International, Hartford Public, Classical Magnet, Bulkeley, Capital Prep | Colt Park - Cross Country Course |
| 09/15/2026 | 3:45 PM | League | Platt Tech | Kaynor Tech | Eisenhower Park - Eisenhower |
| 09/15/2026 | 3:45 PM | League | Avon | Central Connecticut Conference (CCC), Farmington, Northwest Catholic | Fisher Meadow Soccer Fields - Avon High School-Fisher Meadows at Avon Old Farms |
| 09/15/2026 | 3:45 PM | League | Grasso Tech | Windham Tech | Grasso Tech - Haley Farm |
| 09/15/2026 | 3:45 PM | League | Hall | Simsbury, Bristol Eastern, Central Connecticut Conference (CCC) | Hall High School - Stadium (Track) |
| 09/15/2026 | 3:45 PM | League | Holy Cross | Torrington, Oxford | Holy Cross - Holy Cross |
| 09/15/2026 | 3:45 PM | League | Maloney | Newington, Central Connecticut Conference (CCC), Wethersfield | Hubbard Park - Hubbard Park Band Shell |
| 09/15/2026 | 3:45 PM | League | Wilcox Tech | Bullard Havens Tech, Wright Tech | Hubbard Park - Hubbard Park Band Shell |
| 09/15/2026 | 3:45 PM | League | Lewis Mills | Conard, Bloomfield, Bristol Central | Johnnycake Mountain Park - Johnnycake Mountain Park |
| 09/15/2026 | 3:45 PM | League | Nonnewaug | Northwestern, Housatonic Regional | Nonnewaug High School - XC Course |
| 09/15/2026 | 3:45 PM | League | Norwich Tech | Ellis Tech | Norwich Technical High School - Mohegan Park |
| 09/15/2026 | 3:45 PM | League | Plainville | Berlin, Rocky Hill, Central Connecticut Conference (CCC) | Plainville High School - Cross Country Course |
| 09/15/2026 | 3:45 PM | League | Plainville | Rocky Hill, Berlin | Plainville High School - Cross Country Course -Middle School of Plainville |
| 09/15/2026 | 3:45 PM | League | New Britain | Middletown, Southington, Platt, Central Connecticut Conference (CCC) | Stanley Quarter Park - Cross Country |
| 09/15/2026 | 3:45 PM | League | Tolland | Central Connecticut Conference (CCC), E.O. Smith, Enfield | Tolland High School - Grass Field |
| 09/15/2026 | 3:45 PM | League | Vinal Tech | Prince Tech, Cheney Tech | Vinal Tech - Vinal CC Course |
| 09/15/2026 | 3:45 PM | League | East Hartford | Central Connecticut Conference (CCC), South Windsor, Glastonbury | Wickham Park - Wickham Park |
| 09/15/2026 | 3:45 PM | League | Windsor | Central Connecticut Conference (CCC), East Catholic, RHAM, Manchester | Windsor High School - Northwest Park |
| 09/15/2026 | 4:00 PM | League | Darien | Danbury, Wilton, Bridgeport Central | Darien High School - DHS Stadium East |
| 09/15/2026 | 4:00 PM | League | Ledyard | Tourtellotte, East Lyme, Killingly, Plainfield | Ledyard High School - Ledyard High School Track |
| 09/15/2026 | 4:00 PM | League | Ridgefield | Westhill, Fairfield Warde, St. Joseph | Ridgefield High School - Upper Grass Field |
| 09/15/2026 | 4:00 PM | League | Shepaug Valley | ACES at Chase, Gilbert | Shepaug Valley High School - Shepaug Valley Middle & High School Cross Country Course |
| 09/15/2026 | 4:30 PM | League | NFA | Waterford, Woodstock Academy, Stonington | Mohegan Park - Mohegan Park |
| 09/15/2026 | 4:30 PM | League | Montville | Bacon Academy, Wheeler, Putnam, Lyman Memorial | Montville High School - XC Course |
| 09/15/2026 | 4:30 PM | League | Harding | New Fairfield, Bassick, Notre Dame Prep | Warren Harding High School - Beardsley Park |
| 09/15/2026 | 5:00 PM | League | Brookfield | New Milford, Stratford, Newtown | Brookfield High School - BHS Track |
| 09/15/2026 | 5:00 PM | League | Kolbe Cathedral | Immaculate, Joel Barlow, Bethel | Seaside Park - Seaside Park |
| 09/15/2026 | 5:00 PM | League | Trumbull | Greenwich, Stamford, Brien McMahon | Trumbull High School - Cross Country Course |
| 09/16/2026 | 3:45 PM | League | East Windsor | Rockville, Ellington, Somers | East Windsor Resevoir - East Windsor Resevoir |
| 09/16/2026 | 3:45 PM | League | Canton | Windsor Locks | Stratton Brook State Park - Stratton Brook State Park |
| 09/16/2026 | 4:00 PM | Tournament | Sheehan | | Sheehan High School - Sheehan HS Cross Country Course |
| 09/17/2026 | 3:30 PM | Non-League | Coginchaug | | Coginchaug Regional High School - Coginchaug Regional HS |
| 09/19/2026 | 8:00 AM | League | Wilton | | Allen's Meadow - XC Course |
| 09/19/2026 | 9:00 AM | League | Simsbury | | Stratton Brook State Park - Stratton Brook State Park |
| 09/22/2026 | 3:30 PM | League | Wolcott | Holy Cross, WCA, Seymour | Wolcott High School - Wolcott High School, Lower Soccer Field |
| 09/22/2026 | 3:45 PM | League | Crosby | Oxford, Wilby | Bucks Hill (MONTOE) Park - Soccer Pitch |
| 09/22/2026 | 3:45 PM | League | Cheney Tech | Prince Tech, Windham Tech | Cheney Tech. - Wickham Park |
| 09/22/2026 | 3:45 PM | League | Platt Tech | Wolcott Tech | Eisenhower Park - Eisenhower |
| 09/22/2026 | 3:45 PM | League | Grasso Tech | Norwich Tech | Grasso Tech - Haley Farm |
| 09/22/2026 | 3:45 PM | League | Morgan | Lyme-Old Lyme, Valley Regional, Old Saybrook | Indian River Complex - XC Course |
| 09/22/2026 | 3:45 PM | League | Wright Tech | Kaynor Tech | Scalzi Park - Scalzi Park |
| 09/22/2026 | 3:45 PM | League | Aerospace | Achievement First, Parish Hill, SMSA, University, HMTCA, Weaver, Comp Sci, Bulkeley, Hartford Public, International, Innovation, Capital Prep, Classical Magnet | Stanley Quarter Park - Cross Country |
| 09/22/2026 | 3:45 PM | League | Torrington | Kennedy, Woodland, St. Paul Catholic | Torrington High School - THS Cross Country Course |
| 09/22/2026 | 3:45 PM | League | Vinal Tech | Ellis Tech | Vinal Tech - Vinal CC Course |
| 09/22/2026 | 3:45 PM | League | Watertown | Derby, Naugatuck | Watertown High School - Veteran's Park |
| 09/22/2026 | 4:00 PM | League | Wilton | Norwalk, Fairfield Warde, Brien McMahon | Allen's Meadow - XC Course |
| 09/22/2026 | 4:00 PM | League | Waterford | Lyman Memorial | Harkness State Park - Harkness State Park |
| 09/22/2026 | 4:00 PM | League | Xavier | Jonathan Law, Amity, Branford | Mercy High School - Cross Country Course |
| 09/22/2026 | 4:00 PM | League | Killingly | Montville, New London | Owen Bell Park - Owen Bell Track |
| 09/22/2026 | 4:00 PM | League | Westhill | Staples, Darien, Greenwich | Scofield Magnet Middle School - Cross Country Course |
| 09/22/2026 | 4:00 PM | League | St. Joseph | Fairfield Ludlowe, Stamford, Bridgeport Central | St. Joseph High School - Trail |
| 09/22/2026 | 4:00 PM | League | Danbury | Trumbull, New Canaan, Ridgefield | Tarrywile Park - Tarrywile Park |
| 09/22/2026 | 4:00 PM | League | Wheeler | Windham, Tourtellotte | Wheeler Middle High School - MHS XC Course |
| 09/22/2026 | 4:15 PM | League | Abbott Tech | Wilcox Tech, Bullard Havens Tech | Wooster Cemetary - Wooster Cemetary |
| 09/22/2026 | 4:30 PM | League | Fitch | NFA | Haley Farm State Park - Haley Farm State Park |
| 09/22/2026 | 4:30 PM | League | Pomperaug | New Fairfield, Immaculate, Stratford | Settlers Park - Cross Country Course |
| 09/22/2026 | 5:00 PM | League | Masuk | Newtown, Bethel, Bassick | Great Hollow Lake Field - Cross Country Trail |
| 09/22/2026 | 5:00 PM | League | Joel Barlow | Brookfield, Bunnell, Harding | Joel Barlow High School - Cross Country Course |
| 09/22/2026 | 5:00 PM | League | St. Bernard | Putnam, Plainfield, Griswold, Stonington | St. Bernard School - Track |
| 09/22/2026 | 5:00 PM | League | Weston | New Milford, Kolbe Cathedral, Notre Dame Prep | Weston High School - WHS Track |
| 09/23/2026 | 3:45 PM | League | Granby Memorial | Canton, Rockville | Granby Memorial High School - XC Course |
| 09/23/2026 | 4:00 PM | League | Suffield | Ellington, Stafford | Suffield High School - Bruce Park |
| 09/23/2026 | 4:45 PM | League | Bolton | Somers, Coventry, Windsor Locks | Bolton High School - BHS Cross Country Course |
| 09/29/2026 | 3:30 PM | League | Hale Ray | Lyme-Old Lyme, Portland, Old Saybrook, Coginchaug | Nathan Hale Ray High School - HS XC Course |
| 09/29/2026 | 3:30 PM | League | Thomaston | Nonnewaug, ACES at Chase | Thomaston High School - Black Rock State Park |
| 09/29/2026 | 3:45 PM | League | Central Connecticut Conference (CCC) | Lewis Mills, Bristol Central, Hall, Northwest Catholic | Bristol Central High School - Rockwell Park |
| 09/29/2026 | 3:45 PM | League | Jonathan Law | Foran, Platt Tech | Eisenhower Park - Eisenhower Park |
| 09/29/2026 | 3:45 PM | League | Rocky Hill | New Britain, Maloney, Platt | Elm Ridge Park - Elm Ridge Park |
| 09/29/2026 | 3:45 PM | League | Grasso Tech | Ellis Tech | Grasso Tech - Haley Farm |
| 09/29/2026 | 3:45 PM | League | Wilcox Tech | Wolcott Tech | Hubbard Park - Hubbard Park Band Shell |
| 09/29/2026 | 3:45 PM | League | Glastonbury | Manchester, Central Connecticut Conference (CCC), Enfield, Windsor | JB Williams Park - JB Williams Park |
| 09/29/2026 | 3:45 PM | League | Derby | Seymour, Torrington | Leo F. Ryan Athletic Complex - Lou Defilippo Field |
| 09/29/2026 | 3:45 PM | League | Aerospace | HMTCA, Parish Hill, SMSA, University, Achievement First, Comp Sci, Weaver, Capital Prep, Hartford Public, Classical Magnet, Bulkeley, International, Innovation | Northwest Park - Cross Country Course |
| 09/29/2026 | 3:45 PM | League | Northwestern | Shepaug Valley, Lakeview | Northwestern Regional H.S. - Track |
| 09/29/2026 | 3:45 PM | League | Berlin | Central Connecticut Conference (CCC), Southington, Newington | Pistol Creek - Pistol Creek |
| 09/29/2026 | 3:45 PM | League | Prince Tech | Norwich Tech, Cheney Tech | Prince Tech High School - Elizabeth Park |
| 09/29/2026 | 3:45 PM | League | Conard | Farmington, Central Connecticut Conference (CCC), Bristol Eastern | Reservoir Rt. 4 - Reservoir Rt. 4 |
| 09/29/2026 | 3:45 PM | League | RHAM | East Hartford, Central Connecticut Conference (CCC), Tolland | RHAM High School - MS Baseball/Soccer Field |
| 09/29/2026 | 3:45 PM | League | Wright Tech | Platt Tech | Scalzi Park - Scalzi Park |
| 09/29/2026 | 3:45 PM | League | Simsbury | Central Connecticut Conference (CCC), Avon, Bloomfield | Stratton Brook State Park - Stratton Brook State Park |
| 09/29/2026 | 3:45 PM | League | Watertown | Oxford, Kennedy, Wolcott | Watertown High School - Veteran's Park |
| 09/29/2026 | 3:45 PM | League | Wethersfield | Central Connecticut Conference (CCC), Middletown, Plainville | Wethersfield Cove Park - Wethersfield Cove Park |
| 09/29/2026 | 3:45 PM | League | East Catholic | Central Connecticut Conference (CCC), E.O. Smith, South Windsor | Wickham Park - Wickham Park |
| 09/29/2026 | 3:45 PM | League | Woodland | Holy Cross, Wilby, Naugatuck | Woodland High School - Track |
| 09/29/2026 | 4:00 PM | League | WCA | Crosby, St. Paul Catholic | Bucks Hill (MONTOE) Park - XC Course |
| 09/29/2026 | 4:00 PM | League | Griswold | Bacon Academy | Griswold High School - Hopeville State Park |
| 09/29/2026 | 4:00 PM | League | Housatonic Regional | Terryville, Gilbert | Housatonic Valley Regional High - Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) |
| 09/29/2026 | 4:00 PM | League | Ridgefield | Norwalk, Greenwich, Bridgeport Central | Ridgefield High School - Upper Grass Field |
| 09/29/2026 | 4:00 PM | League | Westhill | Trumbull, Wilton, Fairfield Ludlowe | Scofield Magnet Middle School - Cross Country Course |
| 09/29/2026 | 4:00 PM | League | Staples | Brien McMahon, Danbury, St. Joseph | Staples High School - Staples Stadium |
| 09/29/2026 | 4:15 PM | League | Abbott Tech | Kaynor Tech | Wooster Cemetary - Wooster Cemetary |
| 09/29/2026 | 4:30 PM | League | Fitch | East Lyme | Haley Farm State Park - Haley Farm State Park |
| 09/29/2026 | 4:30 PM | League | NFA | Ledyard | Mohegan Park - Mohegan Park |
| 09/29/2026 | 4:30 PM | League | Stonington | Lyman Memorial | Stonington High School - Palmer Field (Turf Stadium) |
| 09/29/2026 | 4:30 PM | League | New Canaan | Darien, Stamford, Fairfield Warde | Waveny Park - Waveny Park |
| 09/29/2026 | 5:00 PM | League | Bethel | Notre Dame Prep, Bunnell, Stratford | Bethel High School - BHS track |
| 09/29/2026 | 5:00 PM | League | Immaculate | Newtown, Harding, Weston | Immaculate High School - Tarrywile Park |
| 09/29/2026 | 5:00 PM | League | New Fairfield | Joel Barlow, New Milford, Masuk | New Fairfield High School - Track & Field, Cross Country |
| 09/30/2026 | 3:45 PM | League | Granby Memorial | East Granby, Somers | Granby Memorial High School - XC Course |
| 09/30/2026 | 4:00 PM | League | Ellington | Windsor Locks | Ellington High School - Track |
| 09/30/2026 | 4:00 PM | League | Suffield | Rockville | Suffield High School - Bruce Park |
| 09/30/2026 | 4:15 PM | League | Stafford | Canton, East Windsor, Bolton | Stafford High School - Academy Field |
| 10/02/2026 | 3:45 PM | Non-League | Nonnewaug | | Nonnewaug High School - XC Course |
| 10/06/2026 | 3:45 PM | League | Kaynor Tech | Wilcox Tech | Black Rock State Park - Black Rock State Park |
| 10/06/2026 | 3:45 PM | League | WCA | Torrington, Watertown, Wilby | Bucks Hill (MONTOE) Park - XC Course |
| 10/06/2026 | 3:45 PM | League | Aerospace | Weaver, Comp Sci, Classical Magnet, Capital Prep, Hartford Public, Bulkeley, Innovation, International, HMTCA, Parish Hill, University, SMSA, Achievement First | Elizabeth Park - Cross Country Course |
| 10/06/2026 | 3:45 PM | League | Ellis Tech | Prince Tech, Cheney Tech | Ellis R V Tech School - Owen Bell Park |
| 10/06/2026 | 3:45 PM | League | Holy Cross | Kennedy, Derby, Crosby | Holy Cross - Holy Cross |
| 10/06/2026 | 3:45 PM | League | Platt | Berlin, New Britain, Wethersfield, Central Connecticut Conference (CCC) | Hubbard Park - Tennis courts |
| 10/06/2026 | 3:45 PM | League | Glastonbury | Central Connecticut Conference (CCC), Tolland, East Catholic | JB Williams Park - JB Williams Park |
| 10/06/2026 | 3:45 PM | League | Wolcott Tech | Wright Tech, Bullard Havens Tech | John Minetto State Park - John Minetto State Park |
| 10/06/2026 | 3:45 PM | League | South Windsor | Enfield, RHAM, Central Connecticut Conference (CCC) | Nevers Road Park - Nevers Road Park XC Trail |
| 10/06/2026 | 3:45 PM | League | Bristol Eastern | Central Connecticut Conference (CCC), Northwest Catholic, Bloomfield | Page Park Bristol CT - Cross Country |
| 10/06/2026 | 3:45 PM | League | Conard | Central Connecticut Conference (CCC), Avon, Hall | Reservoir Rt. 4 - Reservoir Rt. 4 |
| 10/06/2026 | 3:45 PM | League | Southington | Central Connecticut Conference (CCC), Maloney, Plainville | Southington High School - Sloper |
| 10/06/2026 | 3:45 PM | League | St. Paul Catholic | Oxford, Seymour, Naugatuck | St. Paul Catholic HS - SP Track |
| 10/06/2026 | 3:45 PM | League | Middletown | Newington, Rocky Hill, Central Connecticut Conference (CCC) | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT |
| 10/06/2026 | 3:45 PM | League | Vinal Tech | Grasso Tech | Vinal Tech - Vinal CC Course |
| 10/06/2026 | 3:45 PM | League | East Hartford | Central Connecticut Conference (CCC), E.O. Smith, Manchester, Windsor | Wickham Park - Wickham Park |
| 10/06/2026 | 3:45 PM | League | Farmington | Simsbury, Lewis Mills, Bristol Central | Winding Trails - Cross Country Course |
| 10/06/2026 | 3:45 PM | League | Woodland | Wolcott | Woodland High School - Track |
| 10/06/2026 | 4:00 PM | League | Housatonic Regional | Thomaston, Shepaug Valley | Housatonic Valley Regional High - Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) |
| 10/06/2026 | 4:00 PM | League | Lakeview | Nonnewaug, Gilbert | LHS - 2B |
| 10/06/2026 | 4:00 PM | League | Lyman Memorial | Griswold | Lyman Memorial High School - Track |
| 10/06/2026 | 4:00 PM | League | Plainfield | Fitch, New London, Ledyard, Wheeler | Plainfield High School Athletic Upper Complex - Cross Country Course |
| 10/06/2026 | 4:00 PM | League | Putnam | Windham, Killingly | St. Marie Greenhalgh Sports Complex - Nature Trail |
| 10/06/2026 | 4:00 PM | League | Fairfield Ludlowe | Greenwich, Fairfield Warde, Danbury | TBA - TBA |
| 10/06/2026 | 4:15 PM | League | Wilton | Ridgefield, Stamford, Staples | Allen's Meadow - XC Course |
| 10/06/2026 | 4:15 PM | League | Abbott Tech | Platt Tech | Wooster Cemetary - Wooster Cemetary |
| 10/06/2026 | 4:30 PM | League | Newtown | Pomperaug, Notre Dame Prep, Joel Barlow | Fairfield Hills - Fairfield Hills |
| 10/06/2026 | 4:30 PM | League | East Lyme | Woodstock Academy | Rocky Neck State Park - Rocky Neck State Park |
| 10/06/2026 | 4:30 PM | League | New Canaan | Bridgeport Central, Brien McMahon, Westhill | Waveny Park - Waveny Park |
| 10/06/2026 | 5:00 PM | League | Masuk | Harding, Kolbe Cathedral, Stratford | Great Hollow Lake Field - Cross Country Trail |
| 10/06/2026 | 5:00 PM | League | Trumbull | St. Joseph, Norwalk, Darien | Trumbull High School - Cross Country Course |
| 10/06/2026 | 5:00 PM | League | Weston | Bethel, Brookfield, New Fairfield | Weston High School - WHS Track |
| 10/07/2026 | 3:45 PM | League | Rockville | Stafford, East Granby, Windsor Locks | Rockville High School - Rockville Track |
| 10/07/2026 | 4:00 PM | League | Ellington | Granby Memorial, Bolton | Ellington High School - Track |
| 10/07/2026 | 4:00 PM | League | Somers | Canton, Suffield | Somers High School - P&R Fields |
| 10/12/2026 | 3:45 PM | League | Jonathan Law | Career Magnet | Eisenhower Park - Eisenhower Park |
| 10/13/2026 | 3:45 PM | League | ACES at Chase | Lakeview, Housatonic Regional | Aces Chase Academy - Baseball Diamond |
| 10/13/2026 | 3:45 PM | League | Derby | Woodland, WCA, Oxford | Leo F. Ryan Athletic Complex - Lou Defilippo Field |
| 10/13/2026 | 3:45 PM | League | Aerospace | Comp Sci, Weaver, Capital Prep, Innovation, International, Hartford Public, Bulkeley, Classical Magnet, Achievement First, HMTCA, University, SMSA, Parish Hill | Northwest Park - Cross Country Course |
| 10/13/2026 | 3:45 PM | League | Seymour | Kennedy, Wilby | Seymour High School - Seymour High Lower Field |
| 10/13/2026 | 3:45 PM | League | Torrington | Naugatuck, Crosby, Wolcott | Torrington High School - THS Cross Country Course |
| 10/13/2026 | 3:45 PM | League | Watertown | Holy Cross, St. Paul Catholic | Watertown High School - Veteran's Park |
| 10/13/2026 | 3:45 PM | Non-League | Wilcox Tech | Platt, Maloney | Hubbard Park - Cross Country Course |
| 10/13/2026 | 3:45 PM | Non-League | Middletown | Lewis Mills | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT |
| 10/13/2026 | 4:00 PM | League | Darien | Fairfield Ludlowe, Brien McMahon, Ridgefield | Darien High School - DHS Stadium East |
| 10/13/2026 | 4:00 PM | League | Gilbert | Thomaston, Northwestern | Gilbert School - Cross Country |
| 10/13/2026 | 4:00 PM | League | Ledyard | Lyman Memorial | Ledyard High School - Ledyard High School Track |
| 10/13/2026 | 4:00 PM | League | Killingly | St. Bernard, Wheeler | Owen Bell Park - Owen Bell Track |
| 10/13/2026 | 4:00 PM | League | Shepaug Valley | Terryville, Nonnewaug | Shepaug Valley High School - Shepaug Valley Middle & High School Cross Country Course |
| 10/13/2026 | 4:00 PM | League | Staples | Trumbull, Bridgeport Central, Fairfield Warde | Staples High School - Staples Stadium |
| 10/13/2026 | 4:00 PM | League | Danbury | Westhill, Stamford, Norwalk | Tarrywile Park - Tarrywile Park |
| 10/13/2026 | 4:00 PM | League | Windham | Montville | Windham High School - XC Course |
| 10/13/2026 | 4:00 PM | League | Woodstock Academy | Fitch, Waterford, Griswold | Woodstock Fairgrounds - Woodstock Fairgrounds |
| 10/13/2026 | 4:30 PM | League | NFA | East Lyme | Mohegan Park - Mohegan Park |
| 10/13/2026 | 4:30 PM | League | Bacon Academy | Tourtellotte, Putnam, New London, Stonington | Zagray Farm - Zagray Farm |
| 10/13/2026 | 5:00 PM | League | Brookfield | Immaculate, Masuk, Notre Dame Prep | Brookfield High School - BHS Track |
| 10/13/2026 | 5:00 PM | League | New Fairfield | Kolbe Cathedral, Bunnell, Newtown | New Fairfield High School - Track & Field, Cross Country |
| 10/13/2026 | 5:00 PM | League | New Milford | Pomperaug, Bethel, Harding | New Milford High School - Joe Wiser Stadium - NMHS |
| 10/13/2026 | 5:00 PM | League | Stratford | Weston, Joel Barlow, Bassick | Wooster Middle School Field - Wooster Middle School Field |
| 10/14/2026 | 4:00 PM | League | Guilford | Branford, Fairfield Prep, Shelton | Guilford High School - East River Preserve |
| 10/15/2026 | 3:45 PM | League | Amity | Hamden, East Haven, Hillhouse | Fitzgerald Field - Fitzgerald Field |
| 10/15/2026 | 3:45 PM | League | Bristol Central | Bristol Eastern | Rockwell Park - Cross Country Course |
| 10/20/2026 | 2:00 PM | League | Aerospace | Capital Prep, Classical Magnet, Hartford Public, Bulkeley, International, Innovation, Weaver, Comp Sci, Achievement First, HMTCA, University, SMSA, Parish Hill | Stanley Quarter Park - Cross Country |
| 10/20/2026 | 3:00 PM | Postseason | Central Connecticut Conference (CCC) | Rocky Hill, Maloney, Platt, Tolland, Bristol Central, E.O. Smith, Lewis Mills, Avon, Wethersfield, Newington, Southington, South Windsor, Hall, Plainville, Simsbury, New Britain, Farmington, Middletown, Glastonbury, RHAM, Northwest Catholic, East Catholic, East Hartford, Bloomfield, Berlin, Conard, Bristol Eastern, Enfield, Windsor, Manchester | Wickham Park - Wickham Park |
| 10/20/2026 | 3:45 PM | League | East Catholic | | Wickham Park - Wickham Park |
| 10/21/2026 | 2:00 PM | League | New Canaan | Wilton, Fairfield Warde, Bridgeport Central, Ridgefield, Danbury, Brien McMahon, St. Joseph, Trumbull, Staples, Darien, Fairfield Ludlowe, Greenwich, Norwalk, Stamford, Westhill | Waveny Park - Waveny Park |
| 10/21/2026 | 3:45 PM | League | Bolton | | Bolton High School - BHS Cross Country Course |
| 10/21/2026 | 4:00 PM | Postseason | Bethel | Bassick, Weston, Joel Barlow, Notre Dame Prep, Kolbe Cathedral, Harding, Bunnell, New Fairfield, Brookfield, Immaculate, Masuk, Stratford, Newtown, Pomperaug | Bethel High School - BHS track |
| 10/21/2026 | 4:00 PM | Postseason | St. Paul Catholic | Crosby, Derby, Naugatuck, Oxford, Seymour, Wilby, Watertown, WCA, Ansonia, Torrington, Wolcott, Kennedy, Holy Cross, Woodland | Veterans Memorial Park - Veterans Park XC Course |
| 10/22/2026 | 2:30 PM | Postseason | Thomaston | ACES at Chase, Lakeview, Terryville, Housatonic Regional, Nonnewaug, Shepaug Valley, Gilbert, Northwestern | Thomaston High School - Black Rock State Park |