| Staples 2017-18 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 271 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Sat., 3/24 | V Baseball | Oxford (Scrim.) | Home - Sportsplex in North Haven [Directions] | 1:30 p.m. | ||
| Sat., 3/24 | V Softball | Trumbull Insports Scrimmage | Away | 5:10 p.m. | warm up at 4:50, Pomperaug and Masuk games to follow | |
| Mon., 3/26 | V Baseball | Trumbull (Scrim.) | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 3/26 | ALL Boys Golf | Practice | Home - Fairchild Wheeler [Directions] | 3:00pm | ||
| Tue., 3/27 | ALL Boys Golf | Practice | Home - Fairchild Wheeler [Directions] | 3:00pm | ||
| Wed., 3/28 | V Baseball | Fairfield Warde (Scrim.) | Away - Fairfield Warde H.S. [Directions] | 3:30 p.m. | ||
| Wed., 3/28 | ALL Boys Golf | Practice | Home - Fairchild Wheeler [Directions] | 3:00pm | ||
| Wed., 3/28 | V Girls Tennis | Greenwich Academy (Scrim.) | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 3/29 | V Baseball | Amity (Scrim.) | Away - Amity HS - Field #1 [Directions] | 3:45 p.m. | ||
| Sat., 3/31 | V Softball | Joel Barlow | Home - Wakeman Field [Directions] | 11:00 a.m. | L 1-3 | |
| Mon., 4/2 | V Boys Golf | Birchwood Invitational | Away | 3:45 p.m. | ||
| Thu., 4/5 | V Boys Tennis | Fairfield Warde | Away - Fairfield Woods MS Courts [Directions] | 4:00 p.m. | W 5-2 | separate return buses |
| Thu., 4/5 | JV Boys Tennis | Fairfield Warde | Away - FWHS Knapps Courts [Directions] | 4:00 p.m. | separate return buses | |
| Thu., 4/5 | V Girls Tennis | Fairfield Warde | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 4/5 | JV Girls Tennis | Fairfield Warde | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Sat., 4/7 | V Baseball | Xavier | Home - Staples Baseball Field [Directions] | 1:00 p.m. | W 5-3 | |
| Sat., 4/7 | JV Baseball | Xavier | Home - Long Lots Elementary [Directions] | 1:00 p.m. | [Detailed Results] | |
| Sat., 4/7 | V Girls Outdoor Track | Hamonnasset (FR) Invitational | Away - Hand HS | Cancelled | Cancelled | |
| Sat., 4/7 | V Softball | Masuk | Home - Wakeman Field [Directions] | 11:00 a.m. | L 0-12 | |
| Mon., 4/9 | V Baseball | Trinity Catholic | Home - Staples Baseball Field [Directions] | 4:00 p.m. | W 11-4 | |
| Mon., 4/9 | JV Baseball | Trinity Catholic | Home - Long Lots Field [Directions] | 4:00 p.m. | ||
| Mon., 4/9 | V Boys Tennis | Fairfield Prep | Home - Staples HS-Tennis Courts [Directions] | 11:00 a.m. | W 7-0 | |
| Mon., 4/9 | V Boys Tennis | Wilton | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Mon., 4/9 | V Girls Tennis | Wilton | Away - Wilton Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | |
| Wed., 4/11 | V Baseball | Danbury | Away - Danbury HS Varsity Baseball Field [Directions] | 4:00 p.m. | W 8-2 | |
| Wed., 4/11 | JV Baseball | Danbury | Away - Westerner Baseball Field, Rogers Park [Directions] | 3:45 p.m. | ||
| Wed., 4/11 | FR Baseball | Danbury | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/11 | V Softball | Danbury | Home - Wakeman Field [Directions] | 4:00 p.m. | W 5-3 | |
| Wed., 4/11 | JV Softball | Danbury | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/12 | V Softball | Fairfield Ludlowe | Home - Wakeman Field [Directions] | 4:00 p.m. | L 3-16 | |
| Fri., 4/13 | V Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 12:00 p.m. | W 10-4 | |
| Fri., 4/13 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 12:00 p.m. | ||
| Fri., 4/13 | FR Baseball | Fairfield Warde | Home - Staples Baseball Field [Directions] | 12:00 p.m. | ||
| Fri., 4/13 | V Softball | Fairfield Warde | Home - Wakeman Field [Directions] | 11:00 a.m. | L 2-11 | |
| Tue., 4/17 | V Baseball | Wilton | Home - Staples Baseball Field [Directions] | 4:30 p.m. | W 12-1 (6) | |
| Tue., 4/17 | JV Baseball | Wilton | Home - Wakeman Field [Directions] | 4:30 p.m. | ||
| Tue., 4/17 | V Boys Golf | Trinity Catholic | Home - Longshore [Directions] | 3:15 p.m. | Staples 153 Trinity 207 | |
| Tue., 4/17 | JV Boys Golf | Fairfield Prep | Away - Brooklawn Country Club, Fairfield, CT [Directions] | 3:15 p.m. | ||
| Tue., 4/17 | V Boys Outdoor Track | Ridgefield, Trumbull | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | 2 buses | |
| Tue., 4/17 | V Boys Tennis | Bridgeport Central | Away - Central H.S. Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 4/17 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | 4:00 p.m. | L 7-8 | |
| Tue., 4/17 | V Girls Tennis | Bridgeport Central | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Wed., 4/18 | V Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | L 8-2 | |
| Wed., 4/18 | JV Baseball | Trumbull | Away - JV Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/18 | FR Baseball | Trumbull | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/18 | V Boys Golf | Westhill | Away - Hubbard Brennan Golf Course [Directions] | 3:15 p.m. | Staples 164 Westhill 169 | |
| Wed., 4/18 | JV Boys Golf | Darien | Home - Longshore [Directions] | 3:00 p.m. | ||
| Wed., 4/18 | V Boys Tennis | Danbury | Away - Danbury HS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ED 1:45 |
| Wed., 4/18 | V Girls Outdoor Track | Trumbull, Ridgefield | Away - McDougall Stadium [Directions] | 4:00 p.m. | ||
| Wed., 4/18 | V Softball | Trumbull | Home - Wakeman Field [Directions] | 4:15 p.m. | L 0-11 | |
| Wed., 4/18 | JV Softball | Trumbull | Home - Staples HS - Softball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/18 | JV Girls Tennis | Fairfield Ludlowe | Home - Town Farms Tennis Courts [Directions] | 3:30 p.m. | ||
| Fri., 4/20 | V Baseball | Bridgeport Central | Away - Central H.S. Baseball Field [Directions] | 4:00 p.m. | W 13-1 | |
| Fri., 4/20 | JV Baseball | Bridgeport Central | Away - Beardsley #1 [Directions] | 4:00 p.m. | ||
| Fri., 4/20 | V Boys Outdoor Track | New Haven Invitational | Away | Cancelled | Cancelled | ED 1:15 |
| Fri., 4/20 | V Boys Tennis | Trumbull | Away - THS Tennis Courts [Directions] | 4:00 p.m. | W 4-3 | |
| Fri., 4/20 | JV Boys Tennis | Wilton | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 4/20 | V Softball | Bridgeport Central | Home - Wakeman Field [Directions] | 4:00 p.m. | W 22-3 | |
| Fri., 4/20 | JV Softball | Bridgeport Central | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/20 | V Girls Tennis | Trumbull | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Sat., 4/21 | V Baseball | Masuk | Home - Staples HS Baseball Field [Directions] | 12:00 p.m. | L 2-4 | |
| Sat., 4/21 | FR Baseball | Masuk | Away - John Giampaolo Baseball Field @ Masuk HS [Directions] | 12:00 p.m. | ||
| Sat., 4/21 | V Boys Outdoor Track | New Haven Invitational | Away | 10:00 a.m. | ||
| Sat., 4/21 | V Girls Outdoor Track | New Haven Invitational | Away | 10:00 a.m. | ||
| Sat., 4/21 | V Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | 11:00 a.m. | W 4-3 | ED 1:45 |
| Mon., 4/23 | V Baseball | Greenwich | Home - Staples Baseball Field [Directions] | 4:30 p.m. | W 7-2 | |
| Mon., 4/23 | JV Baseball | Greenwich | Home - Wakeman Field [Directions] | 4:30 p.m. | ||
| Mon., 4/23 | FR Baseball | Greenwich | Away - GHS Baseball Field [Directions] | 4:30 p.m. | ||
| Mon., 4/23 | V Boys Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | Staples 163 Trumbull 170 | |
| Mon., 4/23 | V Boys Tennis | Norwalk | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | |
| Mon., 4/23 | V Girls Outdoor Track | Stamford, Bridgeport Central | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Mon., 4/23 | V Softball | Greenwich | Away - GHS Softball Field [Directions] | 4:30 p.m. | W 8-6 | |
| Mon., 4/23 | JV Softball | Greenwich | Away - Julian Curtiss School [Directions] | 4:30 p.m. | ||
| Mon., 4/23 | V Girls Tennis | Norwalk | Away - Norwalk HS [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 4/24 | V Baseball | Harding | Away - Beardsley Park - Baseball [Directions] | 4:00 p.m. | W 17-6 | |
| Tue., 4/24 | V Boys Golf | Fairfield Ludlowe | Home - Longshore [Directions] | 3:15 p.m. | Staples 149 Ludlowe 153 | |
| Tue., 4/24 | JV Boys Golf | Fairfield Warde | Away - Smith Richardson [Directions] | 3:00 p.m. | smith richardson | |
| Tue., 4/24 | V Boys Outdoor Track | Stamford, Bridgeport Central | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/24 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 4/24 | V Softball | Greenwich | Home - Wakeman Field [Directions] | 4:30 p.m. | W 14-9 | |
| Tue., 4/24 | JV Softball | Greenwich | Home - Staples HS - Softball Field [Directions] | 4:30 p.m. | ||
| Tue., 4/24 | V Girls Tennis | Brien McMahon | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 4/24 | JV Girls Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | ||
| Thu., 4/26 | V Baseball | Norwalk | Home - Staples Baseball Field [Directions] | 4:00 p.m. | W 12-2 | |
| Thu., 4/26 | JV Baseball | Norwalk | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Thu., 4/26 | FR Baseball | Wilton | Away - JV Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/26 | V Boys Golf | Stamford | Home - Longshore [Directions] | 3:15 p.m. | Staples 151 Stamford 205 | |
| Thu., 4/26 | JV Boys Golf | Greens Farms Academy | Home - Longshore [Directions] | 3:00 p.m. | ||
| Thu., 4/26 | V Boys Tennis | Westhill | Away - Cummings Park Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | |
| Thu., 4/26 | V Girls Outdoor Track | Penn Relays | Away - Franklin Field | Cancelled | Cancelled | |
| Thu., 4/26 | V Softball | Norwalk | Away - Ray Barry Field, NHS [Directions] | 5:30 p.m. | W 8-5 | |
| Thu., 4/26 | JV Softball | Norwalk | Away - Naramake School [Directions] | 5:30 p.m. | ||
| Thu., 4/26 | V Girls Tennis | Westhill | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Fri., 4/27 | FR Baseball | Brien McMahon | Home - Staples Baseball Field [Directions] | Cancelled | Cancelled | |
| Fri., 4/27 | V Boys Outdoor Track | Dan O'Grady Relays | Away | 4:00 p.m. | ||
| Fri., 4/27 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS | Cancelled | Cancelled | |
| Sat., 4/28 | V Baseball | Brien McMahon | Away - Pride Field At BMHS [Directions] | 1:00 p.m. | L 7-3 | |
| Sat., 4/28 | JV Baseball | Brien McMahon | Away - Pride Field (BMHS) [Directions] | 10:00 a.m. | ||
| Sat., 4/28 | FR Baseball | Norwalk | Away - Callahan Complex at Nathan Hale Upper [Directions] | 12:00 p.m. | ||
| Sat., 4/28 | V Boys Outdoor Track | Dan O'Grady Relays | Away | 9:00 a.m. | ||
| Sat., 4/28 | JV Boys Tennis | Weston | Away - WHS Tennis Courts [Directions] | 10:00 a.m. | ||
| Sat., 4/28 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS | 8:00 a.m. | ||
| Sat., 4/28 | V Girls Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | 12:00 p.m. | W 6-1 | |
| Sat., 4/28 | JV Girls Tennis | Weston | Home - Staples HS-Tennis Courts [Directions] | 12:30 p.m. | ||
| Mon., 4/30 | V Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 4:00 p.m. | W 9-0 | |
| Mon., 4/30 | JV Baseball | Westhill | Away - Rippowam MS [Directions] | 4:00 p.m. | ||
| Mon., 4/30 | FR Baseball | Westhill | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/30 | JV Boys Golf | Greens Farms Academy | Away - Birchwood CC | 3:30 p.m. | ||
| Mon., 4/30 | V Boys Tennis | Stamford | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Mon., 4/30 | V Girls Outdoor Track | Danbury, Westhill | Away - Danbury HS Stadium [Directions] | 4:00 p.m. | 1:30 ED | |
| Mon., 4/30 | V Softball | Westhill | Home - Wakeman Field [Directions] | 4:00 p.m. | W 11-4 | |
| Mon., 4/30 | JV Softball | Westhill | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/30 | V Girls Tennis | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | W 6-1 | |
| Tue., 5/1 | V Boys Golf | Fairfield Warde | Away - Brooklawn Country Club [Directions] | 3:15 p.m. | Staples 184 Warde 189 | |
| Tue., 5/1 | V Boys Outdoor Track | Danbury, Westhill | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Boys Tennis | Darien | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 4-3 | |
| Tue., 5/1 | JV Boys Tennis | Darien | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Softball | Brien McMahon | Home - Wakeman Field [Directions] | 4:00 p.m. | W 8-3 | |
| Tue., 5/1 | JV Softball | Brien McMahon | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Girls Tennis | Darien | Away - DHS Tennis Courts [Directions] | 4:00 p.m. | L 2-5 | |
| Tue., 5/1 | JV Girls Tennis | Darien | Away - Weed Beach [Directions] | 4:00 p.m. | ||
| Wed., 5/2 | V Baseball | Stamford | Home - Staples Baseball Field [Directions] | 4:00 p.m. | W 9-0 | |
| Wed., 5/2 | JV Baseball | Stamford | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 5/2 | FR Baseball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | ||
| Wed., 5/2 | V Boys Golf | Ridgefield | Away - Silver Spring GC [Directions] | 3:00 p.m. | Staples 163 Ridgefield 174 | |
| Wed., 5/2 | JV Boys Golf | Greenwich | Away [Directions] | 3:00 p.m. | ||
| Wed., 5/2 | V Softball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | L 0-8 | |
| Wed., 5/2 | JV Softball | Stamford | Away - Cummings Park [Directions] | 4:00 p.m. | ||
| Wed., 5/2 | V Girls Tennis | Danbury | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 5/3 | V Boys Golf | Norwalk | Home - Longshore [Directions] | 3:15 p.m. | Staples 147 Norwalk 198 | |
| Thu., 5/3 | V Boys Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 4:00 p.m. | W 4-2 | |
| Thu., 5/3 | JV Boys Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/3 | V Girls Tennis | Ridgefield | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 5/3 | JV Girls Tennis | Ridgefield | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 5/4 | V Baseball | Darien | Home - Staples Baseball Field [Directions] | 4:00 p.m. | W 7-1 | |
| Fri., 5/4 | JV Baseball | Darien | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 5/4 | FR Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | ||
| Fri., 5/4 | V Boys Outdoor Track | Middletown Invitational - FR & Soph | Away | 3:30 p.m. | ED 12:30 | |
| Fri., 5/4 | V Boys Outdoor Track | Amity Midnight Invitational | Away | 5:00 p.m. | ||
| Fri., 5/4 | V Boys Tennis | Trinity Catholic | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Fri., 5/4 | V Girls Outdoor Track | Middletown Invitational | Away | 3:00 p.m. | ||
| Fri., 5/4 | V Softball | Darien | Away - DHS Softball Varsity Field [Directions] | 4:00 p.m. | W 9-3 | |
| Fri., 5/4 | JV Softball | Darien | Away - DHS Softball JV Field [Directions] | Cancelled | Cancelled | |
| Fri., 5/4 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:30 p.m. | ||
| Sat., 5/5 | V Boys Outdoor Track | Middletown Invitational | Away - Middletown HS | 1:00 p.m. | ||
| Sat., 5/5 | V Girls Outdoor Track | Middletown Invitational | Away - Middletown HS | 12:00 p.m. | ||
| Mon., 5/7 | V Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | L 2-3 | |
| Mon., 5/7 | JV Baseball | Ridgefield | Away - East Ridge MS [Directions] | 4:00 p.m. | ||
| Mon., 5/7 | FR Baseball | Ridgefield | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/7 | V Boys Golf | Norwich Free Academy Wildcat Tournament | Away | 12:00 p.m. | Xavier 297 Killingly 314 Staples 324 | ED 9:15 |
| Mon., 5/7 | V Boys Tennis | Fairfield Ludlowe | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Mon., 5/7 | JV Boys Tennis | Fairfield Ludlowe | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Mon., 5/7 | V Girls Outdoor Track | Norwalk | Away - Testa Field, NHS [Directions] | 4:00 p.m. | ||
| Mon., 5/7 | V Softball | Ridgefield | Home - Wakeman Field [Directions] | 4:30 p.m. | W 5-2 | |
| Mon., 5/7 | JV Softball | Ridgefield | Home - Staples HS - Softball Field [Directions] | 4:30 p.m. | ||
| Mon., 5/7 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Mon., 5/7 | JV Girls Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/8 | JV Boys Golf | Darien | Away - Wee Burn CC [Directions] | 3:15 p.m. | Darien CC | |
| Tue., 5/8 | V Boys Outdoor Track | Norwalk | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/8 | V Boys Tennis | Weston | Home - Staples HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/8 | V Girls Tennis | Weston | Away - WHS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 5/8 | JV Girls Tennis | New Canaan | Home - Town Farms Tennis Courts [Directions] | 3:15 p.m. | ||
| Wed., 5/9 | V Baseball | Fairfield Ludlowe | Home - Staples Baseball Field [Directions] | 4:00 p.m. | W 12-2 (5) | |
| Wed., 5/9 | JV Baseball | Fairfield Ludlowe | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 5/9 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Wed., 5/9 | V Boys Golf | Wilton | Home - Longshore [Directions] | 3:15 p.m. | Staples 144 Wilton 170 | |
| Wed., 5/9 | JV Boys Golf | Wilton | Home - Longshore [Directions] | 3:30 p.m. | ||
| Wed., 5/9 | V Boys Tennis | Greenwich | Home - Staples HS-Tennis Courts [Directions] | 4:30 p.m. | W 4-3 | |
| Wed., 5/9 | V Softball | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | L 8-6 | |
| Wed., 5/9 | JV Softball | Fairfield Ludlowe | Away - Tom Haydon Field [Directions] | 4:00 p.m. | ||
| Wed., 5/9 | V Girls Tennis | Trinity Catholic | Away - Scalzi Park | 3:30 p.m. | W 7-0 | |
| Thu., 5/10 | V Boys Golf | Danbury, Trumbull | Away - Richter Park Golf Course [Directions] | 3:15 p.m. | Staples 164 Danbury 188 | |
| Thu., 5/10 | V Boys Outdoor Track | Loucks Games | Away | TBA | ||
| Thu., 5/10 | V Boys Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 5/10 | JV Boys Tennis | New Canaan | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/10 | V Girls Tennis | New Canaan | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | |
| Fri., 5/11 | V Boys Outdoor Track | Irv Black Invitational | Away | 3:30 p.m. | ||
| Fri., 5/11 | V Boys Outdoor Track | Loucks Games | Away | TBA | ||
| Fri., 5/11 | V Girls Outdoor Track | Loucks Games | Away - White Plains HS | 3:00 p.m. | ||
| Sat., 5/12 | V Boys Outdoor Track | Irv Black Invitational | Away | 10:00 a.m. | ||
| Sat., 5/12 | V Boys Outdoor Track | Loucks Games | Away | TBA | ||
| Sat., 5/12 | V Girls Outdoor Track | Loucks Games | Away - White Plains HS | 8:00 a.m. | ||
| Mon., 5/14 | V Baseball | New Canaan | Away - Mead Park [Directions] | 4:30 p.m. | W 12-3 | |
| Mon., 5/14 | JV Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Mon., 5/14 | FR Baseball | New Canaan | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/14 | V Boys Golf | Greenwich | Home - Longshore [Directions] | 3:15 p.m. | Staples 150 Greenwich 146 | |
| Mon., 5/14 | JV Boys Golf | Fairfield Prep | Home - Longshore [Directions] | 3:00 p.m. | ||
| Mon., 5/14 | V Boys Outdoor Track | Greenwich | Away - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/14 | V Boys Tennis | St. Joseph | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Mon., 5/14 | JV Boys Tennis | Greenwich | Away - Central MS [Directions] | 4:30 p.m. | ||
| Mon., 5/14 | V Softball | New Canaan | Home - Wakeman Field [Directions] | 5:30 p.m. | L 0-5 | |
| Mon., 5/14 | V Girls Tennis | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 5/15 | V Baseball | St. Joseph | Home - Staples Baseball Field [Directions] | 2:30 p.m. | W 7-1 | |
| Tue., 5/15 | V Boys Golf | St. Joseph | Home - Longshore [Directions] | 3:15 p.m. | Staples 147 St. Joseph 171 | |
| Wed., 5/16 | JV Boys Golf | Fairfield Warde | Home - Longshore [Directions] | 3:00 p.m. | ||
| Thu., 5/17 | V Boys Golf | Darien | Home - Longshore [Directions] | 3:15 p.m. | Staples 143 Darien 138 | |
| Thu., 5/17 | JV Boys Golf | New Canaan | Home - Longshore [Directions] | 3:30 p.m. | ||
| Thu., 5/17 | V Boys Tennis | Wilton | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/17 | V Girls Outdoor Track | Greenwich | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Fri., 5/18 | V Boys Outdoor Track | Dream Invitational | Away | 8:00 p.m. | ||
| Fri., 5/18 | JV Boys Tennis | Weston | Home - Town Farms Tennis Courts [Directions] | 3:30 p.m. | ||
| Fri., 5/18 | V Girls Outdoor Track | Dream Invitational | Away - Danbury HS | Cancelled | Cancelled | |
| Fri., 5/18 | V Softball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | L 2-10 | |
| Fri., 5/18 | JV Softball | St. Joseph | Away - Long Hill Administration field, Trumbull CT [Directions] | 4:00 p.m. | ||
| Fri., 5/18 | V Girls Tennis | Ridgefield | Home - Staples HS-Tennis Courts [Directions] | 4:30 p.m. | ||
| Mon., 5/21 | V Baseball | Greenwich | Home - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/21 | JV Baseball | St. Joseph | Home - Wakeman Field [Directions] | Cancelled | Cancelled | |
| Mon., 5/21 | FR Baseball | St. Joseph | Away - St. Joseph HS [Directions] | Cancelled | Cancelled | |
| Mon., 5/21 | V Boys Outdoor Track | FCIAC Championship | Away - Southern Connecticut State University | 1:30 p.m. | ED 10:15 | |
| Mon., 5/21 | V Boys Outdoor Track | FCIAC Championships | Away | TBA | ||
| Mon., 5/21 | V Boys Tennis | Darien | Home - Staples HS-Tennis Courts [Directions] | 2:00 p.m. | ED 12:45 | |
| Mon., 5/21 | V Girls Outdoor Track | FCIAC Championship | Away - Southern Connecticut State University | 1:30 p.m. | ED 10:15 | |
| Mon., 5/21 | V Girls Tennis | Greenwich | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/22 | V Boys Golf | New Canaan, Danbury | Away - Country Club of New Canaan [Directions] | 3:15 p.m. | Staples 166 New Canaan 168 | |
| Tue., 5/22 | JV Boys Golf | Greenwich | Home - Longshore [Directions] | 3:30 p.m. | ||
| Wed., 5/23 | V Baseball | Danbury | Away - Cubeta Stadium [Directions] | 7:45 p.m. | ||
| Wed., 5/23 | V Boys Golf | Brien McMahon | Home - Longshore [Directions] | 3:15 p.m. | Staples 141 McMahon 216 | |
| Wed., 5/23 | JV Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | Cancelled | Cancelled | ED 1:50 |
| Wed., 5/23 | V Boys Tennis | Greenwich | Away - Wilton HS [Directions] | 2:30 p.m. | ED 12:45 | |
| Wed., 5/23 | V Softball | Fairfield Ludlowe | Away [Directions] | 4:00 p.m. | ||
| Wed., 5/23 | V Girls Tennis | Darien | Away - Wilton HS [Directions] | 4:00 p.m. | ||
| Thu., 5/24 | V Baseball | Danbury | Away - Cubeta Stadium [Directions] | 7:00 p.m. | ||
| Thu., 5/24 | V Boys Golf | Chappa Tournament | Away - Longshore | 12:00 p.m. | ||
| Thu., 5/24 | V Boys Outdoor Track | Hatter Freshmen Invitational | Away | 3:45 p.m. | ED 1:00 | |
| Sat., 5/26 | V Boys Tennis | CIAC Tourney Prelim/Early Rounds | Away - Hall HS [Directions] | 8:30 a.m. | ||
| Sat., 5/26 | V Girls Tennis | CIAC Tourney 1st Round | Home - Staples HS-Tennis Courts [Directions] | 12:30 p.m. | ||
| Sun., 5/27 | V Boys Golf | Practice | Home - Stanley GC [Directions] | 11:00am | ||
| Tue., 5/29 | V Baseball | Westhill | Home - Staples HS Baseball Field [Directions] | 3:30 p.m. | W 2-1 | ED 1:45pm |
| Tue., 5/29 | V Boys Golf | Hollihan TOurnament | Away - Weeburn CC, Darien | 11:00 a.m. | ||
| Tue., 5/29 | JV Boys Golf | Wilton | Away - Rolling Hills CC [Directions] | 3:15 p.m. | ||
| Tue., 5/29 | V Boys Tennis | CIAC Tourney Round of 16/Quarterfinals | Away - Hall HS [Directions] | TBA | ||
| Tue., 5/29 | V Softball | Enfield | Away - Enfield HS [Directions] | 4:00 p.m. | ||
| Tue., 5/29 | V Girls Tennis | South Windsor | Home - Staples HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Wed., 5/30 | V Baseball | Danbury | Home - Staples HS Baseball Field [Directions] | 3:30 p.m. | W 3-2(8) | ED 1:45 |
| Wed., 5/30 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 3:00 p.m. | ED 11:30 | |
| Wed., 5/30 | V Boys Tennis | CIAC Tourney Semifinals | Away - Yale University [Directions] | 4:00 p.m. | ||
| Wed., 5/30 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 3:00 p.m. | ||
| Wed., 5/30 | V Softball | Norwich Free Academy | Away - Rec Dept Softball Field [Directions] | 4:00 p.m. | ED 12:45 | |
| Wed., 5/30 | V Girls Tennis | Glastonbury | Away [Directions] | 3:00 p.m. | ED 12:15 | |
| Thu., 5/31 | V Boys Golf | FCIAC Championship | Away - Fairchild Wheeler | 11:50 p.m. | ED 10:15 | |
| Thu., 5/31 | V Boys Tennis | CIAC Tourney Finals | Away - Yale University [Directions] | 4:00 p.m. | ||
| Fri., 6/1 | V Softball | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Fri., 6/1 | V Girls Tennis | Darien | Away - Yale University [Directions] | 3:00 p.m. | ED 12:30 | |
| Sat., 6/2 | V Baseball | Cheshire | Away - Cheshire HS [Directions] | 2:00 p.m. | L 4-3 | |
| Sat., 6/2 | V Boys Tennis | State Open Singles Rd. of 16/Doubles Quarterfinals | Away - Amity [Directions] | 12:00 p.m. | ||
| Sat., 6/2 | V Girls Tennis | State Open Qualifying, 1st and 2nd Rounds | Away - Singles @ Conard/Doubles @ Hall | 1:00 p.m. | ||
| Mon., 6/4 | V Boys Golf | CIAC Div. I Championship | Away - Stanley GC - New Britain [Directions] | 8:45 a.m. | ||
| Mon., 6/4 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | ED 10:00 | |
| Mon., 6/4 | V Boys Tennis | State Open Singles Quarterfinals/Doubles Semifinals | Away - Yale University [Directions] | 4:00 p.m. | ||
| Mon., 6/4 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | Cancelled | Cancelled | |
| Mon., 6/4 | V Girls Tennis | State Open Round of 16/Quarterfinals | Away - Yale University [Directions] | 12:00 p.m. | ||
| Tue., 6/5 | V Baseball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/5 | V Boys Tennis | State Open Singles Semifinals | Away - Yale University [Directions] | 4:00 p.m. | ||
| Tue., 6/5 | V Softball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/5 | V Girls Tennis | State Open Semifinals | Away - Yale University [Directions] | 3:00 p.m. | ||
| Wed., 6/6 | V Boys Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | TBA | ||
| Wed., 6/6 | V Girls Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | TBA | ||
| Wed., 6/6 | V Girls Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | TBA | ||
| Sat., 6/9 | V Baseball | CIAC Tourney Final | Away - Palmer Field, Middletown [Directions] | Cancelled | Cancelled | |
| Sat., 6/9 | V Boys Golf | CIAC Open Championship | Away - Black Hall | 1:00 p.m. | ||
| Sat., 6/9 | V Boys Outdoor Track | New England Championship | Away - Univ. of New Hampshire [Directions] | TBA | ||
| Sat., 6/9 | V Girls Outdoor Track | New England Championship | Away - Univ. of New Hampshire [Directions] | TBA | ||
| Sat., 6/9 | V Softball | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/12 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Tue., 6/12 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:30 a.m. | ||
| Wed., 6/13 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Wed., 6/13 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Fri., 6/15 | V Girls Outdoor Track | New Balance Outdoor Nationals | Away | TBA | ||
| Sat., 6/16 | V Girls Outdoor Track | New Balance Outdoor Nationals | Away | TBA | ||
| Sun., 6/17 | V Girls Outdoor Track | New Balance Outdoor Nationals | Away | TBA | ||
| Wed., 6/20 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | 8:00 a.m. | ||