Arts and Entertainment
July 26, 2023
From: Windsor FairSchedule:
Sunday, August 27, 2023
“Get Acquainted Day”
Gates Open 9:00 A.M.
Harness Horse Racing – Post Time 1:00 P.M.
Giant Midway Opens at 12:00 P.M. – 10:00 P.M.
9:15 A.M. All Day Ancient Ones of Maine–Living History–Windsor Historical Society
9:15 A.M. Giant Pumpkin/Squash Contest – Registration & Weigh in – (Ag. tent)
9:30 A.M. Draft Horse & Draft Pony Show – (Lincoln Orff Show Ring)
9:30 A.M. Steer & Oxen Scooting Contest, Dept. 6, Lots 1&2 – (Vanner Pulling Ring)
10:00 A.M. The Maine Classic – Open Boar Goat Show followed by Youth Boer Goat Show (Prime Show Barn)
10:00 A.M. Poultry Show – (Poultry Building)
11:00-8:00 P.M. – Beano at the Beano Hall
5:00 P.M. Maine Junior Holstein Show – (Prime Show Barn)
7:00 P.M. Demolition Derby #1 – Sign up at Gate 5 at 4:00P.M. ($20.00 Entry Fee)
Monday, August 28, 2023
“27th Annual Woodsmen’s Day”
Gates Open 9:00 A.M.
Gate Admission: 12 and up $12.00 - Seniors (60+) $5.00, (11 and under free)
Harness Horse Racing – Post Time 3:00 P.M.
Giant Midway Opens at 3:00 P.M. – 10:00 P.M.
9:15 A.M. Maine State Holstein Show - (Prime Show Barn)
9:30 A.M. Woodsmen’s Field Day Events – Check-in and number must be picked up prior to 8:45 A.M.
9:30 A.M. Show Steer & Oxen Log Twitching Contest – (Lincoln Orff Show Ring)
11:00-8:00 P.M. – Beano at the Beano Hall
12:30 P.M. Maine State Jr. Holstein Pee Wee Showmanship – (Prime Show Barn)
2:00-9:00 P.M. Purchase your bracelet for $30.00 per person, ride until 10:00 P.M
1:00 P.M. Show Steer & Oxen Log Twitching Contest – (Lincoln Orff Show Ring)
6:30 P.M. Maine State Truck & Tractor Pulls: Local pullers ½ ton, ¾ ton & 1 ton; Mini Modified
Tractors: 7300lbs Street Gas PU MSTTPA 7300lbs Pro Street Gas PU MSTTPA - (RaceTrack – Infield)
Tuesday, August 29, 2023
“Horsemen’s Day”
Gates Open 9:00 A.M.
Gate Admission: 12 and up $12.00 (11 and under free)
Harness Horse Racing – Post Time 3:00 P.M.
Giant Midway Opens at 3:00 P.M. – 10:00 P.M.
9:15 A.M. Show Steer & Oxen 6 Ft. Percentage Pull, Dept. 4, Class M – (Vanner Arena)
11:00-8:00 P.M. – Beano at the Beano Hall
1:00 P.M. Show Steer & Oxen Log Scotting Contest – Dept. 4, Class K
2:00-9:00 P.M. Purchase your bracelet for $30.00 per person, ride until 10:00 P.M
2:30 P.M. Garden Tractor Pulls – (Vanner Arena)
6:00 P.M. Pig Scramble – 8-year-olds – (Vanner Arena)
Must enter before 5:45 P.M. at the Information Booth – 12 Entries will be drawn
6:30 P.M. Baking Contest Judging (Apple Tarts)– Exhibition Hall
6:30 P.M. Maine State Truck & Tractor Pulls: Stock Farm Tractors: 10,500lbs, 12,500lbs, 14,500lbs, 16,500lbs; Lt Pro Farm Tractors, Hvy Pro Farm Tractors – (Race Track – Infield)
Wednesday, August 30, 2023
Half Price “Gate & Ride” Day
Gates Open 9:00 A.M.
NO HORSE RACING
Gate Admission: 12 and up $6.00 (11 and under free)
Giant Midway Opens at 3:00 P.M. – 10:00 P.M.
9:15 A.M. Show Steer & Oxen 6’ Percentage Pull, Dept. 4, Class N – (Vanner Arena)
10:30 A.M. Judging of Show Sheep – (Prime Show Barn)
11:30 A.M. Decorated Pumpkin Contest Judging – Exhibition Hall
11:30 A.M. Scarecrow Contest Judging – Exhibition Hall
11:00-8:00 P.M. – Beano at the Beano Hall
1:00 P.M. Show Steers & Oxen’s Log Scooting Contest – (Lincoln Orff Show Ring) Show Steers Only
1:00 P.M. Farmers Horse Twitching, Scooting, (Vanner Arena)
2:00-9:00 P.M. Purchase your bracelet for $15.00 per person, ride until 10:00 p.m.
1:00-5:00 P.M. Accepting Apple Pies & Registration in the Rt. #32 Roadhouse
6:00 P.M. Maine 2 Crusted Apple Pie Contest at Rt. #32 Roadhouse
6:00 P.M. Pig Scramble – 9-year-olds – (Vanner Arena)
Must enter before 5:45 P.M. at the Information Booth – 12 Entries will be drawn
6:30 P.M. Youth Sheep Obstacle Course - (Prime Show Barn)
6:30 P.M. Maine State Truck & Tractor Pulls: 2.5 Street Diesel PU, 3.0 Pro Stock Diesel PU, 2x4
Super Stock PU, 4x4 Super Stock PU – (Race Track – Infield)
7:00 P.M. Farmer’s Distance Horse Pull followed by the Farmer’s 12 Ft Short Pull – (Vanner Arena) Must weigh-in at 9:00 A.M.
Thursday, August 31, 2023
“Senior Citizens” & “Veterans Day”
Gates Open 9:00 A.M.
Gate Admission: 12 and up $12.00 - Seniors (60+) $5.00 (11 and under free) (Veterans with ID get in free)
Harness Horse Racing – Post Time 3:00 P.M.
Giant Midway Opens at 3:00 P.M. – 10:00 P.M.
9:15 A.M. Steer Pulling – 16 yrs old & Under – Steer Under 1300 lbs. - (Vanner Arena)
Open Pulling – 1700 lbs and Under
2100 lbs. and Under
2500 lbs. and Under
2900 lbs. and Under
3300 lbs. and Under
9:30 A.M. Judging of Dairy Cattle – (Prime Show Barn)
10:00 A.M. Veterans Day Ceremony – (Entertainment Area) (Veterans with ID get in free)
11:00-8:00 P.M. – Beano at the Beano Hall
11:30 A.M. Sheepdog Demonstrations - (Lincoln Orff Show Ring)
2:00-9:00 P.M. Purchase your bracelet for $30.00 per person, ride until 10:00P.M.
1:00 P.M. Oxen – 3700 lb & 4100 lbs Class – If no 2 legitimate teams in the class, they will pull in the
3700, with added weight and adjusted premiums.
Sweepstakes distance pull - (Vanner Arena)
1:30 P.M. Sheepdog Demonstrations - (Lincoln Orff Show Ring)
3:30 P.M. Sheepdog Demonstrations – (Lincoln Orff Show Ring)
6:00 P.M. Windsor Fair Apple Queen Contest (Entertainment Area)
6:30 P.M. Baking Contest Judging (Eclairs) – Exhibition Hall
7:00 P.M. Oxen pulling – 3300 lb 6FT. Over & Under – Merle Vanner Memorial Trophy –(Vanner Arena)
7:00 P.M. Demolition Derby #2 – (Race Track Infield) – (Signup at Gate #5 at 4:00 P.M. - $20.00
Entry Fee)
Friday, September 1 , 2023
“Livestock Appreciation Day”
Gates Open 9:00 A.M.
Gate Admission: 12 and up $12.00 (11 and under free)
Harness Horse Racing – Post Time 3:00 P.M.
Giant Midway Opens at 3:00 P.M. – 10:00 P.M.
9:15 A.M. New England Jumpers Association Horse Show- (Lincoln Orff Show Ring)
9:30 A.M. Judging of Beef Cattle – (Prime Show Barn)
11:00 A.M. Horse Pulling – 2lb Rock – Open to any weight (Vanner Pulling Arena)
11:00-8:00 P.M. – Beano at the Beano Hall
2:00-9:00 P.M. Purchase your bracelet for $30.00 per person, ride until 10:00 p.m.
1:00 P.M. Horse Pulling – 3000 lb & Under Distance Pull (Vanner Pulling Arena)
6:00 P.M. Horse Pulling – 3000 lb & Under 12FT. Pull – (Vanner Pulling Arena)
7:30 P.M. 12 OC Band – Grandstand Giant Fireworks to follow
Saturday, September 2, 2023
“Youth Livestock Show Day”
Gates Open 9:00 A.M.
Gate Admission:12 and up $12.00 (11 and under free)
Harness Horse Racing – Post Time 1:00 P.M.
Giant Midway Opens at 12:00 P.M. – 10:00 P.M.
9:15 A.M. Youth Dairy Show – (Prime Show Barn)
9:15 A.M. Youth Rabbit Show
10:00 A.M. Youth Working Steer
10:30 A.M. Youth Sheep Show – (Prime Show Barn)
11:00-8:00 P.M. – Beano at the Beano Hall
1:00 P.M. Ladies Fry Pan Throwing Contest (Park Area)
1:00 P.M. Horse Pulling – 3200lb & Under Distance Pull (Vanner Arena)
2:00 P.M. Youth Baking Contest (Brownies) – Exhibition Hall
3:30 P.M. Youth Market Steer Show (Prime Show Barn)
3:30 P.M. Horse Pulling – Three Horse Distance Pull (Vanner Arena)
5:30 P.M. Youth Market Lamb Show (Prime Show Barn)
7:00 P.M. Horse Pulling – 3200 lb & Under 12 FT. Pull – (Vanner Arena)“O. D. Lee Memorial Pull”
7:30 P.M. Motor Booty Affair - (Grandstand)
Sunday, September 3, 2023
“Museum & Children’s Day”
Gates Open 9:00 A.M.
Gate Admission: 12 and up $12.00 (11 and under free)
Harness Horse Racing – Post Time 1:00 P.M.
Giant Midway Opens at 12:00 P.M. – 10:00 P.M.
9:15 A.M. Youth Market Hog Show – (Prime Show Barn)
9:15 A.M. Steers & Oxen Show – (Lincoln Orff Show Ring)
9:15 A.M. All Day Ancient Ones of Maine - Living History – Windsor Historical Society
10:00 A.M. Youth Beef Show – (Prime Show Barn)
10:00 A.M. Church Services – (Entertainment Area)
10:00 A.M. Annual Cornhole Tournament (Memorial Park)
10:00 A.M. 1st Annual Children’s Day Checker Contest (Exhibition Hall)
11:00 – 8:00 P.M.– Beano at the Beano Hall
11:30 A.M. Kiddie Tractor Pull – (Vanner Pulling Arena)
Must enter between 9:00 A.M. & 11:00 A.M. at the Information Booth
Girls: 25-35 lbs & 36-45 lbs. Boys: 25-35 lbs & 36-45 lbs.
2:00 P.M. Horse Pulling – (Vanner Pulling Arena)
3400 lbs & Under Distance Pull – Sponsored by R&R Windows, East Hampton, MA
Followed by 2 lb Rock – Open any Weight – Sponsored by Wayne Johnston Trucking & Excavating, Jefferson, ME
& Brandon Johnston Trucking, Jefferson, ME.
5:00 P.M. Animal Costume Class - (Prime Show Barn)
7:00 P.M. Horse Pulling – 3400 lb & Under 12 ft Pull - (Vanner Pulling Arena)
7:30 P.M. RaveX Outer Limits Tour, Freestyle Motorcross Show (Grandstand)
Admission: Age 12 & up $5.00
Monday, September 4, 2023
“Labor Day”
Gates Open 9:00 A.M.
Gate Admission: 12 and up $12.00 (11 and under free)
Harness Horse Racing – Post Time 1:00 P.M.
Giant Midway Opens at 12:00 P.M. – 6:00 P.M.
9:15 A.M. Maine Association Barrel Horse Racing – Lincoln Orff Show Ring
11:00 A.M. Antique Car Show & Parade – MOAL Members Only – Windsor Fair Park
11:00 A.M. Horse Pulling – Sweepstakes Distance Pull – (Vanner Arena) “Merle Vanner Memorial Trophy” Sponsored by; Dick’s Used Trucks – Chelsea, Me.
11:00 A.M. to closing – Beano at the Beano Hall
12:00-5:00 P.M. Purchase your bracelet for $30.00 per person, ride until 6:00 p.m.
12:00 P.M. Youth Market Steer Sale – Followed by Youth Market Lamb Sale – followed by Youth Hog Sale (Prime Show Barn)
1:30 P.M. Horse Pulling -3600 lb & Under Distance Pull – Followed by Special Elimination Sweepstakes 12 Ft. Pull (Vanner Arena)
Date: August 27 - September 4, 2023
Location: Windsor Fairgrounds - 82 Ridge Road Windsor, ME 04363
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