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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  

  • Turkey Dinner

    Turkey Dinner: Sunday, August 8

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

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

  • Easter Egg Hunt at the Littleville Fairgrounds

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

    The Littleville Fair, the Chester Hill Association, and the Chester Recreation Committee will be co-hosting their first EASTER EGG HUNT !! At the Littleville Fairgrounds Saturday,  April 9, 2022,   1-2pm (RAIN DATE:  Sunday, April 10)

  • Littleville Fair Pancake Breakfast

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

    Sunday, May 8, 2022 ::   7 AM – Noon @ The Fairgrounds, 15 Kinnebrook Rd, Chester, MA Save the date and plan to bring Mom to the Annual Littleville Fair Fundraising Pancake Breakfast! You won’t get a better breakfast at a better price—and by eating a good, hearty breakfast, you will also help the Littleville Fair …

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  • Littleville Fair Music/Art Festival

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

    June 24, 2023 @ the Fairgrounds 15 Kinnebrook Rd., Chester, MA Gates open @ 12 pm, Music starts @ 3pm Three great bands, a night of great music. All to support the Littleville Fair Capital Campaign to build a new bathhouse! Download a printable flyer about the Music Festival that includes an advance-ticket order form! …

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  • Truck Pull: Friday, August 4

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

    Truck Pull @ Littleville Fair This event is free with admission to the fair.