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August 2021

Breakfast @ Food Booth: August 8

August 8, 2021 @ 7:00 am - 8:30 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Join us for breakfast at the Food Booth!

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Horse Pulls: Sunday, August 8

August 8, 2021 @ 10:00 am - 1:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Pair of draft horses in harness

Your chances to see heavy horses pulling their best. These pulls follow current Massachusetts Fairs Association Pulling Contest Rules. Cash prizes up for 1st through 8th place (NOTE: The number of places paid will depend on the number of teams competing.  For example, if only four (4) teams pull, only four (4) places will be awarded.)

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Open Goat Show: Sunday, August 8

August 8, 2021 @ 10:00 am - 3:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Goats

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  

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Pitoniak Brothers Band: Sunday, August 8

August 8, 2021 @ 10:00 am - 1:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Guitar

Music by the Pitoniak Brothers Band!

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Zucchini Contest: Sunday, August 8

August 8, 2021 @ 10:00 am - 11:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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How heavy is your zucchini?

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Ed Popielarczyk’s Magic Show: Sunday, August 8

August 8, 2021 @ 11:00 am - 12:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Come prepared to be entertained and amazed!

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Turkey Dinner: Sunday, August 8

August 8, 2021 @ 11:30 am - 3:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Turkey Dinner

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

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Berkshire Mountain Boys: Sunday, August 8

August 8, 2021 @ 12:00 pm - 2:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Guitar

Music by the Berkshire Mountain Boys!

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Shriner’s Clowns: Sunday, August 8

August 8, 2021 @ 12:00 pm - 4:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Loads of fun and laughs!

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Free Face Painting for Kids: Sunday, August 8

August 8, 2021 @ 12:00 pm - 2:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Jack and Jill Cross Cut Saw: Sunday, August 8

August 8, 2021 @ 1:00 pm - 3:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Sign-ups at 9:00 am, competition at 1:00 pm

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Ed Popielarczyk’s Magic Show: Sunday, August 8

August 8, 2021 @ 2:30 pm - 3:30 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Come prepared to be entertained and amazed!

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Flower Box Winner Announced

August 8, 2021 @ 3:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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Come see who wins!

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April 2022

Easter Egg Hunt at the Littleville Fairgrounds

April 9 @ 1:00 pm - 2:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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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)

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May 2022

Littleville Fair Pancake Breakfast

May 8 @ 7:00 am - 12:00 pm
Littleville Fairgrounds, 15 Kinnebrook Rd.
Chester, MA 01011 United States
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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 put on a bigger and better fair come August! May 8 is Mother’s Day, so plan to treat Mom to a terrific breakfast—one she won’t…

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