Matt Still Professional BMX Performance: Saturday, August 3

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

Professional BMX rider Matt Still and his team will be performing two shows  at the Littleville Fair! The first show will be at 11:00 am on Saturday and the second show will be at 1:00 pm on Sunday. Both performances are free with admission to the fair. Matt is the president and manager of Team

Out of Bounds Band: Saturday, August 3

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

Out of Bounds Band @ Littleville Fair Performance by Out of Bounds Band. This event is free with admission to the fair.

Harvest Moon Band: Saturday, August 3

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

Harvest Moon Band will provide great music for fairgoers from 5:00-9:00 pm on Saturday.

Kids Under 12 Bike Raffle: Sunday, August 4

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 Sunday at 2pm for the drawing!

Drawing for Winners of Special Raffles: Sunday, August 4

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

During the Fair, we'll be holding all kinds of great raffles that will give you a chance to win special prizes and support the Fair. We'll draw the names of the winners of all our special raffles at 3pm on Sunday. Be sure you are there to collect your prize!

4th Annual Snowmobile Drag Race: Saturday, February 15

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

Join us on Saturday, February 15, 2020 for the 4th Annual Littleville Fair Snowmobile Drag Race. Have a blast racing (or watching) and raise funds to support the Littleville Fair! $10 Gate Admission  ::  $25 Rider Registration Check our home page for all the classes and registration details. https://littlevillefair.com/

$10 – $25

Volunteer Work Party: July 24

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

Fair Preparation Volunteers Needed! Getting ready for the Littleville Fair is a team effort—and we need some extra help after last year! We will be holding work parties from 9am-3pm at the fairgrounds every Saturday and Sunday until the fair opens (July 24-25 & July 31-August 1). If you are interested in volunteering, just come

Volunteer Work Party: July 25

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

Fair Preparation Volunteers Needed! Getting ready for the Littleville Fair is a team effort—and we need some extra help after last year! We will be holding work parties from 9am-3pm at the fairgrounds every Saturday and Sunday until the fair opens (July 24-25 & July 31-August 1). If you are interested in volunteering, just come

Volunteer Work Party: July 31

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

Fair Preparation Volunteers Needed! Getting ready for the Littleville Fair is a team effort—and we need some extra help after last year! We will be holding work parties from 9am-3pm at the fairgrounds every Saturday and Sunday until the fair opens (July 24-25 & July 31-August 1). If you are interested in volunteering, just come

Volunteer Work Party: August 1

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

Fair Preparation Volunteers Needed! Getting ready for the Littleville Fair is a team effort—and we need some extra help after last year! We will be holding work parties from 9am-3pm at the fairgrounds every Saturday and Sunday until the fair opens (July 24-25 & July 31-August 1). If you are interested in volunteering, just come

Goulash Dinner: Friday, August 6

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

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

Versatility Horse and Rider Competition

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

Saturday, August 7, 2021 @ The Fairgrounds, 15 Kinnebrook Rd, Chester, MA The Littleville Versatility Horse & Rider Competition will be held on Saturday, August 7, 2021 at the Littleville Fairgrounds! The Versatility Horse & Rider Competition is an obstacle course set up to challenge a horse and rider’s adaptability and skill when faced with