2019 Event Schedule
Events
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Ed Popielarczyk’s Magic Show & Balloon Sculpting: Saturday, August 2
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesCome prepared to be entertained and amazed!
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Demolition Derby: Saturday, August 2
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesRegistration from 12pm-3pm.
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Petting Zoo & Family Jungle: Friday, August 7
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesYoung boy feeding goats at a petting zoo Our Petting Zoon & Family Jungle are open when the Fair is. Stop by to cuddle a critter or meet at jungle …
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Gates Open & Raising of the Flag Ceremony: Friday, August 7
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesHelp us kick off the 2026 Littleville Fair and say Happy 250th Birthday to the USA!
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Truck Pull Weigh In: Friday, August 7
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesTruck Pull @ Littleville Fair This event is free with admission to the fair.
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Two Classes of Oxen Draws: Friday, August 7
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 7
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States -
Line Dancing with the Stompin’ Boots: Friday, August 7
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesLine Dancing with the Stompin' Boots
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Kids Under 12 Bicycle Raffle: Friday, August 7
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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Petting Zoo & Family Jungle: Saturday, August 8
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesYoung boy feeding goats at a petting zoo Our Petting Zoon & Family Jungle are open when the Fair is. Stop by to cuddle a critter or meet at jungle …
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Gates Open: Saturday, August 8
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States -
Breakfast @ Food Booth: Saturday, August 8
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesJoin us for breakfast at the Food Booth!
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Four Classes of Oxen Draws: Saturday, August 8
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesFour classes of oxen draws: 2,400 lbs, 2,800 lbs, Youth, 3,200 lbs, and Free-for-Fall. This event is free with admission to the fair.
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Diesel Truck Pull, Saturday, August 8
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United StatesWeigh in starts at 7:00am; pull starts at 9:00am
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Exhibit Hall Opens: Saturday, August 8 @ 10am
Littleville Fairgrounds 15 Kinnebrook Rd., Chester, MA, United States