Antique Tractor Pull: Sunday, August 6

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

The Western Mass Tractor Pullers Association will run an Antique Tractor Pull. The weigh-in starts at 8am and the pull starts at 9 am. Block pulls will use two boats. The pull order will be: 3500 8000 4500 9500 5000 11,000 5500 12,500 6500 14400 Heavy tractors will start early with two boat system

Horse Pulls: Sunday, August 6

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

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.)

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 States

Time TBD: Afternoon

Kids Under 12 Bicycle Raffle: Sunday, August 6

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 Saturday at 6pm for the drawing!

Flower Box Winner Announced

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

Come see who wins!

Littleville Fair Car Show

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

Littleville Fair Car Show September 16, 2023  ::  9am-2pm Gates open @ 9am for Show Cars, 10am for spectators Sponsored by L.P. Adams

Two Classes of Oxen Draws: Friday, August 2

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

Two classes of oxen draws, 1,600 lbs and 2,000 lbs. This event is free with admission to the fair.