Events
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Free Face Painting for Kids: Sunday, August 6
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States -
Kids Potato Sack Race
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States -
Kids Mini Horse Pull
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesTime TBD: Afternoon
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Kids Under 12 Bicycle Raffle: Sunday, August 6
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesWhat 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 Saturday at 6pm for the drawing!
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Ed Popielarczyk’s Magic Show: Sunday, August 6
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesCome prepared to be entertained and amazed!
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Flower Box Winner Announced
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesCome see who wins!
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Littleville Fair Car Show
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesLittleville Fair Car Show September 16, 2023 :: 9am-2pm Gates open @ 9am for Show Cars, 10am for spectators Sponsored by L.P. Adams
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Petting Zoo, Reptile Exhibit & Pony Rides: Friday, August 2
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesAll day! Stop by to cuddle the critters, meet the lizards, or have a pony ride! Available to visit the entire time the fair is open.
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Easter Egg Hunt
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesThe Littleville Fair, the Chester Hill Association, and the Chester Recreation Committee will co-host their annual EASTER EGG HUNT Sunday, April 13, 2025 @ 1 pm Please join us on Sunday, April 13, 2025 for the Littleville Fair, the Chester Hill Association, and the Chester Recreation Committee EASTER EGG HUNT at the Littleville Fairgrounds. The Hunt will …
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Littleville Fair Pancake Breakfast
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesSunday, April 27, 2025 :: 7 AM – 1PM @ The Fairgrounds, 15 Kinnebrook Rd, Chester, MA Save the date and plan to join us for the Annual Littleville Fair Pancake …
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Two Classes of Oxen Draws: Friday, August 1
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesTwo classes of oxen draws, 1,600 lbs and 2,000 lbs. This event is free with admission to the fair.
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Bingo in the Dining Hall: Friday, August 1
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States -
Line Dancing with the Stompin’ Boots
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States -
Kids Under 12 Bicycle Raffle: Friday, August 1
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesWhat 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 …
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Breakfast @ Food Booth: August 2
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesJoin us for breakfast at the Food Booth!