2019 Event Schedule

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  • Bicycle wheel

    Kids Under 12 Bike Raffle: Sunday, August 4

    Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States

    What kid under 12 would not want a chance to win a new bike? Here's a raffle any kid will love! But you must be present to win, so plan to be at the Littleville Fair on Sunday at 2pm for the drawing!

  • Raffle Tickets

    Drawing for Winners of Special Raffles: Sunday, August 4

    Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States

    During the Fair, we'll be holding all kinds of great raffles that will give you a chance to win special prizes and support the Fair. We'll draw the names of the winners of all our special raffles at 3pm on Sunday. Be sure you are there to collect your prize!

  • Goulash Dinner: Friday, August 6

    Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States

    Join us for a delicious goulash dinner in the dining hall.

  • Versatility Horse and Rider Competition

    Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States

    Saturday, August 7, 2021 @ The Fairgrounds, 15 Kinnebrook Rd, Chester, MA The Littleville Versatility Horse & Rider Competition will be held on Saturday, August 7, 2021 at the Littleville Fairgrounds! The Versatility Horse & Rider Competition is an obstacle course set up to challenge a horse and rider’s adaptability and skill when faced with …

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  • Women’s Fry Pan Toss: Saturday, August 7

    Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States

    Who will be the fry pan tossing champ? Be at the fair on Saturday at 4:00 pm to find out!

  • Quad/Side-by-Side Pull: August 7

    Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States

    Entry begins at 3pm. This event is free with admission to the fair.

  • Breakfast @ Food Booth: August 8

    Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States

    Join us for breakfast at the Food Booth!

  • Goats

    Open Goat Show: Sunday, August 8

    Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States

    Nothing is more fun than a goat show! Adults and youth compete together in the following classes: A. Alpine B. Lamancha C. Nigerian Dwarf D. Nubian E. Oberhasli F. Sable G. Saanen H. Toggenburg I. Recorded Grade