Petting Zoo & Family Jungle: Saturday, August 8
2026-08-08 | Littleville Fairgrounds, 15 Kinnebrook Rd., Chester, MA, 01011, United States
Young 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 beast!

Gates Open: Saturday, August 8
2026-08-08 07:00 UTC

Breakfast @ Food Booth: Saturday, August 8
2026-08-08 07:00 - 09:00
Join us for breakfast at the Food Booth!

Four Classes of Oxen Draws: Saturday, August 8
2026-08-08 09:00 - 11:00
Four 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.

Diesel Truck Pull, Saturday, August 8
2026-08-08 09:00 - 11:00
Weigh in starts at 7:00am; pull starts at 9:00am

Exhibit Hall Opens: Saturday, August 8 @ 10am
2026-08-08 10:00

Beef & Dairy Cattle Show: Saturday, August 8
2026-08-08 10:00 - 12:00
Breed classes for Ayrshire, Brown Swiss, Guernsey, Jersey, Holsteins, and Milking Shorthorns. Classes for heifers, yearlings, dry cows, and cows by age, dam & daughter, sire, and more. Showmanship classes too!

Ox Teamsters Challenge: Saturday, August 8
2026-08-08 10:30 - 12:00
Ox Teamsters Challenge for Kids and Adults.
Kids (Class A) offers Showmanship, Trained Steer, and Cart classes.
Adults (Class B) Challenge Class.
Friday’s weight will hold over to Saturday’s draw for animals that stayed the night. Only oxen coming in for Saturday’s draw need to be weighed on Saturday.

Chris Merenda and The Wheel: Saturday, August 8
2026-08-08 11:00 - 15:00

Chicken BBQ: Saturday, August 8
2026-08-08 12:00 - 15:00
Join us for a tasty Chicken BBQ lunch in the Dining Hall!

Free Face Painting for Kids: Saturday, August 8
2026-08-08 12:00 - 15:00
FREE!

Arcadia Wildlife Birds of Pray Booth: Saturday, August 8
2026-08-08 12:00 - 15:00
FREE

Canvas Painting with Piece of My Art Studios: Saturday, August 8
2026-08-08 12:00 - 15:00
While supplies last. FREE!

Kids Under 12 Bicycle Raffle: Saturday, August 8
2026-08-08 13:00
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 1pm for the drawing!

Exhibit Hall Pickup: Sunday, August 9 @ 4pm
2026-08-08 16:00

Exhibit Hall Closes: Saturday, August 8
2026-08-08 20:00

Petting Zoo & Family Jungle: Sunday, August 9
2026-08-09

Gates Open: Sunday, August 9
2026-08-09 07:00

Breakfast @ Food Booth: Sunday, August 9
2026-08-09 07:00 - 09:00

Antique Tractor Pull: Sunday, August 9
2026-08-09 08:00 - 12:00
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

Pitoniak Brothers Band: Sunday, August 9
2026-08-09 09:00 - 11:30
Music by the Pitoniak Brothers Band!

Horse Pulls: Sunday, August 9
2026-08-09 10:00
Your chance 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.)

Sheep Show: Sunday, August 8
2026-08-09 10:00

Exhibit Hall Opens: Sunday, August 9 @ 10am
2026-08-09 10:00

Beard Competition: Sunday, August 9
2026-08-09 11:00

Ed Popielarczyk's Magic Show: Sunday, August 9
2026-08-09 11:00 - 12:00
Come prepared to be entertained and amazed!

K-9 Demonstration
2026-08-09 11:00 - 23:00
Come see some hot dogs strut their stuff!

Kids Under 12 Bicycle Raffle: Sunday, August 9
2026-08-09 12:00
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 12pm for this drawing!

Zucchini Contest: Sunday, August 9
2026-08-09 12:00 - 13:00
How heavy is your zucchini?

Free Face Painting for Kids: Sunday, August 9
2026-08-09 12:00 - 15:00
