What About You

A monthly feature highlighting insightful local businesses who are helping Maine move forward in 2021!

Windsor Fair

August 2022 Featured Business

by Clare Milton


New this Year:
FREE ADMISSION to the grandstands for an extra day of racing! The Lion’s Club will be serving food and the beer garden tent will be open. No other venue will be open.

Windsor Fair2 Aug22The 133rd Windsor Fair is over a century of collaboration of farm and family traditions. It’s a week to kick back and enjoy the down-home hospitality of Maine fairs, including horse and oxen pulls, and an opportunity for kids to showcase their prize steers, lambs, donkeys and goats. Pig scrambles are a favorite for kids and spectators alike.

Whatever your interests, the Windsor Fair has events for you. The 4-H Horse Show, Woodsman’s Field Day Events, Scarecrow Contests or Sheepdog Demos are only a few experiences that await you. Try your luck at the Ladies Fry Pan Throwing Contest on Saturday, September 3 at 1PM.

You can view the giant Pumpkin/Squash Weight Contests and other home-grown prize-winning fruits and vegetables, jam, apple pies and baked goods. Blue ribbon judging is always fun to enter and see this year’s ingenious tasty entries.

Home arts and crafts, painting, photography and quilting arts are judged and on display, filling the exhibition halls surrounding the midway. The Windsor Fair Mall showcases talented Maine crafters and business entrepreneurs bringing out the Maine can-do spirit.

The Roadhouse is home to an intimate entertainment stage. Many beloved local musical groups perform daily. Check the website for scheduling.

The Windsor Fair hosts Maine Harness Racing at its best! This year racing begins a day early on August 27. A full slate of races are on the schedule. There are no harness racing events on August 30 or 31.

Rockwell Amusements take charge of the midway. Your favorite independent food trucks will be in full swing offering hot dogs, dough boys and a wide variety of treats. 

One of the truly unique venues is the Windsor Historical Society’s Museum complex. It consists of 12 buildings including an old one-room schoolhouse, a historic carriage barn, working saw mill, and blacksmith shop.

Bacon Farm Maple Products host the Windsor Fair Sugar Shack, a working display showcasing how Maine Maple Syrup is made! Fresh Maple Products will be available to purchase.

The Windsor Fair is proud to present a wide variety of music and grandstand events:

  • Rave X Outer Limits Tour Freestyle Motocross Show, September 2, 7:30PM, $5 entry fee
  • Don Campbell Band, September 3, 7:30PM
  • Black Cat Hell Drivers, September 4, 7:30PM, $5 entry fee 
  • Fireworks displays on August 31 and September 3 at 9PM
  • Demolition Derbies August 28 and September 1, 7PM
  • Truck & Tractor Pulls August 29 & 30, 7:30PM

Gate admission is $10.00 for ages 12 and up; under 12 are free. Wednesday, August 31st is “Half Priced Gate and Ride Day!” Monday, August 29 and Thursday, September 1 are “Senior Citizen Reduced Rate Days with a $5 entry fee. Thursday, September 1 is Veterans Appreciation Day including a ceremony starting at 10AM. A total season pass is only $63.

Every day at the 133rd Windsor Fair is a focused celebration of Maine life! Plan your Windsor Fair experience by going to their website www.WindsorFair.com. A full schedule of events awaits your families enjoyment!

MAKE MEMORIES with the whole family
at the 133rd Windsor Fair
August 28 – September 5.
Every day celebrates
“Life in Maine Now and Then!”