Are you searching for an event to relieve your summer boredom? A trip to the Windsor Fair will do the trick. The Windsor Fair is opening again next summer, and you won't want to miss out on all the fun we have planned.

Our fair is more than 50 acres of amusement. Your friends and family will enjoy a fun day together while visiting our many attractions. You can even participate in some of our events.

From daily shows to a large animal exhibit, everyone can find something to love at the Windsor Fair. Our 2022 season runs from Aug. 28 to Sept. 5th. Visit us as soon as we open to enjoy all that the Windsor Fair has to offer.

Schedule

Saturday, August 27, 2022

1:00 Pm: “Horse Racing Only” Harness Horse Racing – Post Time  NO AMUSEMENT RIDES

Sunday, August 28, 2022

“Get Acquainted Day”

Gate Admission: 12 and up $10.00 (11 and under free)

9:00 A.M.: Gates Open
1:00 P.M: Harness Horse Racing – Post Time
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)
5:00 P.M: Maine Junior Holstein Show – (Prime Show Barn)
6:30 P.M: Scarecrow Contest Judging – Exhibition Hall
7:00 P.M: Demolition Derby #1 – Sign up at Gate 5 at 4:00P.M. ($20.00 Entry Fee)
Sponsored by “Paul’s Pick-A-Part” of Chelsea, Maine

Monday, August 29, 2022

"26th Annual Woodsmen’s Day”

Gate Admission: 12 and up $10.00 - Seniors (60+) $5.00, (11 and under free)

9:00 A.M: Gates Open
3:00 P.M: Harness Horse Racing – Post Time
3:00 P.M. – 10:00 P.M: Giant Midway Opens  
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)
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)
7:00 P.M: 4-WD Pickup Pulls followed by Monday Night Pulling – 10,500, 12,500, 14,500, 16,500
Stock Farm Tractors, Mini Modified, (Race Track – Infield)

Tuesday, August 30, 2022

“Horsemen’s Day”

Gate Admission: 12 and up $10.00 (11 and under free)

9:00 A.M: Gates Open

NO HORSE RACING
3:00 P.M. – 10:00 P.M: Giant Midway Opens
9:15 A.M: Show Steer & Oxen 6 Ft. Percentage Pull, Dept. 4, Class M – (Vanner Arena)
9:30 A.M: 4-H Horse Show – (Lincoln Orff Show Ring)
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)
3:00 P.M: Donkey Show – (Prime Show Barn)
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 – Exhibition Hall
7:00 P.M: Tuesday Night Pulling – 7,000 Gas PU MSTTPA Rules, 2.5 Street Diesel PU, 2.5 Work
Stock Diesel, 3.0 Pro Stock Diesel PU, 2X4 S/STK PU, 4X4 S/STK, 4X4 Modified PU, Pro
Farm Tractors, Super Farm Tractors. (Race Track – Infield)

Wednesday, August 31, 2022

HALF PRICE “GATE & RIDE” DAY
“Vendor Appreciation Day”

Gate Admission: 12 and up $5.00 (11 and under free)

9:00 A.M: Gates Open
NO HORSE RACING
3:00 P.M. – 10:00 P.M: Giant Midway Opens at
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)
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
7:00 P.M: Farmer’s Distance Horse Pull followed by the Farmer’s 12 FT Short Pull – (Vanner Arena).
9:00 A.M: Must weigh-in
9:00 P.M: Fireworks (Grandstand)

Thursday, September 1, 2022

“Senior Citizens” & “Veterans Day”

Gate Admission: 12 and up $10.00 - Seniors (60+) $5.00 (11 and under free)

9:00 A.M: Gates Open
3:00 P.M: Harness Horse Racing – Post Time
3:00 P.M – 10:00 P.M: Giant Midway Opens at
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)
11:30 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)
6:30 P.M: Baking Contest Judging – 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) - Sponsored by “Paul’s Pick-A-Part” of Chelsea, Maine

Friday, September 2, 2022

“Livestock Appreciation Day”

Gate Admission: 12 and up $10.00 (11 and under free)

9:00 A.M: Gates Open
1:00pm: 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)
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)
“John Kelley Memorial Pull”
Sponsored by Augusta Tool Rental & Pro Rental of Rockport, Maine
7:30 P.M: RaveX Outer Limits Tour, Freestyle Motorcross Show (Grandstand)
Age 12 & up $5.00 admission

Saturday, September 3, 2022

“Youth Livestock Show Day”

Gate Admission:12 and up $10.00 (11 and under free)

9:00 A.M: Gates Open
1:00 P.M: Harness Horse Racing – Post Time
12:00 P.M. – 10:00 P.M:Giant Midway Opens
9:15 A.M: Youth Dairy Show – (Prime Show Barn)
10:00 A.M: Youth Working Steer
10:00 A.M: Youth Rabbit Show
10:30 A.M: Youth Sheep Show – (Prime Show Barn)
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: Time Capsule Dedication – Town of Windsor 200th Bicentennial (Historical Area)
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)
6:30 P.M: Decorated Pumpkin Contest Judging - Exhibition Hall.
7:00 P.M: Horse Pulling – 3200 lb & Under 12 FT. Pull – (Vanner Arena)
“O. D. Lee Memorial Pull” - Sponsored by Emily’s Restaurant.
7:30 P.M: Don Campbell Band - (Grandstand)
9:00 P.M: Fireworks (Grandstand)

Sunday, September 4, 2022

“Museum & Children’s Day”

Gate Admission: 12 and up $10.00 (11 and under free)

9:00 A.M: Gates Open
1:00 P.M: Harness Horse Racing – Post Time
12:00 P.M. – 10:00 P.M: Giant Midway Opens
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)
11:30 A.M: Kiddie Tractor Pull – (Vanner Pulling Arena)
 9:00 A.M. & 11:00 A.M: Must enter between 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 - Followed by
2 lb Rock – Open any Weight
3:30 P.M: Animal Costume Class - (Prime Show Barn)
5:00 P.M: Political Pull Cow Milking Contest (Prime Show Barn)
6:30 P.M: Youth Sheep Obstacle Course - (Prime Show Barn)
7:00 P.M: Horse Pulling – 3400 lb & Under 12 ft Pull - (Vanner Pulling Arena)
7:30 P.M: Black Cat Hell Drivers – Age 12 & up - $5.00 admission (Grandstand)

Monday, September 5, 2022

“Labor Day”

Gate Admission: 12 and up $10.00 (11 and under free)

9:00 A.M: Gates Open
1:00 P.M: Harness Horse Racing – Post Time
12:00 P.M. – 6:00 P.M: Giant Midway Opens at
9:15 A.M: Maine Association Barrel Horse Racing – Lincoln Orff Show Ring
9:15 A.M.- 1:00 P.M – Windsor Fair Hanging Plants Sale (benefit the Town of Windsor
Veterans Memorial Fund)
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.
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) - Sponsored by; Dick’s Used Trucks, Chelsea, ME

Date: August 28, 2022 - September 5, 2022

Location: Windsor Fair - 82 Ridge Rd, Windsor, ME 04363

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