| Windsor Fair Fastest Miles | ||||||||
|---|---|---|---|---|---|---|---|---|
| Mile | Date | Horse | Driver | 1st Qtr |
Half | 3rd Qtr |
Second | Third |
| 1:54.1 | 9/01/2002 | ROYAL ART | Gary Mosher | :28.3 | 0:58.1 | 1:26.1 | SOUTHWIND MOUNTAIN | LANDMARK HONOR |
| 1:54.2 | 8/29/2003 | SAM FRANCISCO ACE | Shawn Gray | :27.2 | 0:56.4 | 1:24.4 | DOCTOR WILL | TIME LINE |
| 8/28/2005 | JASON'S JIFFY | Drew Campbell | :28.0 | 0:58.1 | 1:26.3 | ARTCHIE ANDREWS | DRAFT CHOICE | |
| 9/02/2001 | LANDMARK HONOR | Irving Mauran | :27.1 | 0:55.2 | 1:24.1 | ARMBRO ROADRUNNER | MCGETTY | |
| 9/06/2010 | KEYSTONE NATALIE | Drew Campbell | :27.1 | 0:56.3 | 1:25.0 | GRACIE GRACIE | PENTHOUSE VIEW | |
| 1:54.3 | 8/24/2008 | IDEAL CONDITIONS | Jason Bartlett | :27.1 | 0:57.2 | 1:26.0 | RICH CAMELOT | IGODDAGO |
| 1:54.4 | 9/05/1999 | BEACH DRAGON | David Ingraham | :27.2 | 0:57.2 | 1:26.1 | POSTCARD JACK | LINDWOOD STARDUST |
| 9/05/2005 | ARTCHIE ANDREWS | Jason Bartlett | :28.0 | 0:57.4 | 1:25.3 | MIGHTY THUNDER | JASON'S JIFFY | |
| 9/03/2001 | LISCARTAN | Shawn Thayer | :27.3 | 0:56.4 | 1:25.4 | CHATHAM HOOCHEE | HAWAIIAN BUDDY | |
| 9/03/1994 | BILLY LETSGO | Ivan Davies | :27.2 | 0:57.0 | 1:25.4 | HOPPER WELLWOOD | MASTER PAN | |
| 9/06/1999 | CHATHAM HOOCHEE | Heath Campbell | :27.2 | 0:57.2 | 1:25.4 | RHINE WINE | BRANCHBROOK MYSTIC | |
| 9/02/2010 | REDSTONE RUCKUS | Shawn Gray | :27.3 | 0:56.4 | 1:25.2 | P A CHANCE | MACKENZIE SEELSTER | |
| 9/06/2010 | ALL PRO HALL | Ron Cushing | :27.0 | 0:55.4 | 1:24.4 | RODEO DU RUISSEAU | REDSTONE RUCKUS | |
| 1:55.0 | 9/01/2008 | HAWAIIAN HUNK | Jason Bartlett | :27.2 | 0:57.1 | 1:25.1 | RUPERT RUPERT | RICH CAMELOT |
| 8/30/2009 | NEUTRAL COURT | Michael Graffam | :28.2 | 0:57.3 | 1:25.4 | DANSAN TED | PEMBROKE MIKE | |
| 9/07/2009 | MR NICE GUY | Kim Ireland | :27.0 | 0:56.3 | 1:29.0 | RODEO DU RUISSEAU | FOUR STARZZZZ JAWS | |
| 8/30/2010 | REDSTONE RUCKUS | Robert Dinning | :28.0 | 0:57.3 | 1:25.2 | SAMARDI SHUTTLE | SAKU | |
| 1:55.1 | 8/24/2008 | MAINEIAC MATT | Michael Graffam | :27.3 | 0:57.1 | 1:25.3 | MATADOR | DIRTY DANSAN |
| 8/29/2008 | BIBA'S NEPHEW | Drew Campbell | :28.1 | 0:57.3 | 1:26.3 | SULTAN OF SUEDE | IGODDAGO | |
| 9/04/1995 | S K HURRICANE | Gary Mosher | :27.1 | 0:56.3 | 1:25.1 | SCOTTISH STAGE | VALIANT TOWNER | |
| 1:55.2 | 9/05/2004 | PERFECT TRICK | Stephen Mahar | :28.2 | 0:57.0 | 1:25.1 | JAMBOREE HANOVER | PERFECT DREAMER |
| 8/31/2010 | TAKE THE RISK | Drew Campbell | :28.4 | 0:59.1 | 1:27.1 | LAST STRETCH | SMART LITTLE ART | |
| 9/1/2011 | MUD ON THE TIRES | Joey Mosher | :27.2 | 0:56.2 | 1:25.0 | CLASSICAL ART | BUSTER BLUE CHIP | |
| 9/03/2011 | THAACARETHEESO | Kevin Switzer, Jr. | :27.1 | 0:56.2 | 1:25.0 | COCONUT COVE | HAWK'S CRY ELECTRA | |
| 1:55.3 | 9/03/2004 | ON THE BAY | Greg Bowden | :27.3 | 0:57.4 | 1:27.1 | ARTCHIE ANDREWS | ARMBRO RAPTOR |
| 9/05/2009 | HAWAIIAN HUNK | Shawn Gray | :27.2 | 0:57.2 | 1:26.3 | SAMARDI SHUTTLE | MAKE A BIG SPLASH | |
| 8/25/1996 | VALIANT TOWNER | John Davidson | :27.3 | 0:57.3 | 1:26.4 | FRED AND BARNEY | POSTCARD JACK | |
| 9/02/1999 | GYPSY | Douglas Gray | :28.0 | 0:57.0 | 1:26.2 | PEOPLE'S RULER | BRIMSTONE HILL | |
| 8/25/2002 | FRENCH STEPP | Dirk Duncan | :27.4 | 0:56.4 | 1:26.1 | ADMIRAL'S FROSTY | STARBRST BLCHP | |
| 8/28/2008 | LETS TANGO LAVROS | Charlene Cushing | :28.2 | 0:57.3 | 1:26.9 | LAST DANCE | YEA-MEL | |
| 8/30/2002 | DIDGERIDOO | David Ingraham | :29.4 | 0:58.1 | 1:26.2 | I'M A MAINE BOY | FOG N OVER | |
| 9/01/1997 | VALIANT TOWNER | John Davidson | :27.4 | 0:57.0 | 1:26.0 | SCOTTER'S LAAG | LOUD APPLAUSE | |
| 9/05/2011 | NF SINFULL | Kevin Switzer, Jr. | :27.3 | 0:56.4 | 1:25.4 | DW'S ABBY | TYMAL STEALTH | |