2025 Fair Book & Forms

Cover of 2025 Littleville Fair Book

The Fair Book Is Ready!
The Official Book for the 2025 Littleville Fair is ready! Download your copy for all the information you need about exhibiting, attending, competing, driving in the demolition derby, hearing your favorite bands, and more!

Click here to download your copy of the 2025 Littleville Fair Book today!

2025 Crafter, Food Vendor & Equipment Vendor Forms

Are you interested in participating in the Littleville Fair? Whether you are a crafter, a food vendor, or equipment vendor, this is the place to find the forms you need. Click a link below to download the form you need. If you have questions, call Jeff Stokowski: (413) 433-8400.

Vendor & exhibitor forms

Demolition Derby Class Guidelines & Rulebook

Start your engines and get ready for the 2025 Littleville Fair Demolition Derby!

Click here to download the Class Guidelines and Rulebook.

2025 Events Schedule

Here’s the current schedule for the 2025 Littleville Fair —we may make a few changes before the gates open, but this shows you how much great stuff will happen this year!

NO DOGS allowed on the Fairgrounds! (Unless a medical service dog.)

50/50 Raffle All Three Days!!

Dates of the Fair:  August 1, 2 & 3, 2025

Friday, August 1:
  4:00 pm:           Fair Gates Open
  5:00 pm:           Two classes of Oxen Draws
  5:00 pm:           Truck Pull Weigh in, 6pm Start
  6-9 pm:             Line Dancing with the Stompin’ Boots
  6:00 pm:           Bingo in the Dining Hall
  7:00 pm:           Free Kids Under 12 Bicycle Raffle *
  8:00 pm:           Exhibit Hall Closes
  All Day:              4-H Petting Zoo, Family Jungle, Army Bounce House

  * Child must be present to win bicycle raffle

Saturday, August 2:
  7:00 am:           Gates Open
  7:00 am:           Breakfast at the Food Booth
  7:00 am:           Diesel Truck Pull Weigh In (pulling starts @ 9am)
  All Day:            4-H Petting Zoo, Family Jungle, Army Bounce House
  9:00 am:           Diesel Truck Pull Start
  9:00 am:           Four Classes of Oxen Draws
 10:00 am:          Exhibit Hall Opens
 10:00 am:          Youth Dairy & Beef Cattle Show
 10:30 am:          Ox Teamsters Challenge
11am-3pm:        Old Country Road Band
   TBD:
                   BBQ Chicken Dinner in the Dining Hall
12pm-3pm:        FREE Kids Face Painting
12:30 pm:
           Kids/Adults Blueberry Pie Eating Contest
   1:15 pm:           Ed Popielarczyk’s Magic Show & Balloon Sculpting
   2:30 pm:           Kids Pedal Tractor Pulls
   3:15 pm:           Henry the Juggler
    TBD:            Farm Olympics
   4:00 pm:          Women’s Fry Pan Toss
       5-9pm:          Jim Blanch and the Boot Hill Band
   5:00 pm:           Ed Popielarczyk’s Magic Show & Balloon Sculpting
   5:00 pm:           Free Kids Under 12 Bicycle Raffle *
   5:00 pm:          Demolition Derby (12-3pm registration)
   8:00 pm:          Exhibit Hall Closes

  * Child must be present to win bicycle raffle

Sunday, August 3 Events:
  7:00 am:                  Gates Open
7:00 am:                 
Breakfast at the Food Booth
All Day:                       
4-H Petting Zoo, Family Jungle, Army Bounce House
8:00 am:
                  Antique Tractor Pulls
9-11:30am:              Pitoniak Brothers Band
 10:00 am:          Exhibit Hall Opens
 10:00 am:                Sheep Show
 10:00 am:                Horse Pulls
   11:00 am:               Beard Competition
  11:00 am:               Ed Popielarczyk’s Magic Show & Balloon Sculpting
         TBD:                   Turkey Dinner in the Dining Hall
  12-3 pm:               
Free Face Painting for Kids
12:00 pm:                Zucchini Contest Weigh Ins
12:30 pm:               Bee Talk with Bobby Broga
  12:30 pm:              Kids Potato Sack Race
12pm-3pm:        
Whiskey Traveler Band
  TBD:                   Wool Spinning Demonstration
1:00 pm:                  Henry the Juggler
1:00 pm:                  Jack n’ Jill Cross Cut Saw Competition
  2:00 pm:               All Raffle Ticket Sales End
2:30 pm:                  Free Kids Under 12 Bicycle Raffle *
2:30 pm:                 Ed Popielarczyk’s Magic Show & Balloon Sculpting
Afternoon:              Kids Mini Horse Pull
Afternoon:              Flower Box Winner & All Raffles Announced
(when drawings are complete)
  4:00 pm:              Exhibit Hall Pickup

  Child must be present to win bicycle raffle

2025 Fair Updates

NEW! Diesel Truck Pull ~ Saturday Morning, August 2
Get your DIESEL trucks ready ! Littleville Fair will host a pull Saturday morning August 2, 2025! We will be following Middefield’s rules and regulations. Keep an eye out for times and more info coming ! $1,000 pay out !


We’re Looking for a Few Good Cars (to Crash)!

The Fair is looking for Demolition Derby cars for the 2025 fair. For more information, please contact Moe Boisseau at 413-364-4411.

2025 Raffles

Support the Littleville Fair and give yourself a chance to win great prizes!
Buy your raffle tickets today!

Get Your Tickets for the  2025 Littleville Fair Raffles!

Four Great Raffles, Four Great Prizes!

We’ve got four great raffles with terrific prizes to support  the Littleville Fair this year! The prizes and ticket prices are:

  • Savage Arms 220xp with Scope.
    TICKETS: one for $10 or five for $40

Raffles tickets will be on sale at the Pancake Breakfast, the Easter Egg Hunt, at all other fundraising events, or you can purchase them from the Littleville Fair Association. You will also be able to purchase tickets for these raffles at the Fair.

The drawing for both raffles will take place on Sunday, August 3, 2025


Contact & Fair Info

Here’s everything you need to get ready for the 2025 Littleville Fair!

Dates of the 103rd Littleville Fair:
August 1, 2 & 3, 2025

Fairground Address:
15 Kinnebrook Road
Chester, MA 01011

Admission:
Adults:   $10.00
Children Ages 12 years & under:  Free

2025 Fair Hours:
  Friday, August 1:           4:00 pm – 10:00 pm
  Saturday, August 2:    7:00 am – 10:00 pm
  Sunday, August 3:        7:00 am – 4:00 pm

And here’s our contact information!

General Contact:
15 Kinnebrook Road
Chester, MA 01011
Phone:  413-667-3193
Email: thelittlevillefair@gmail.com

Littleville Fair Association Officers and Superintendents for 2025:
President                    Moe Boisseau Sr.            413-364-4411
Vice President         Mike Carpenter               413-862-4794
Treasurer                    Jim Burke                            413-207-2587
Secretary                   Corky Carpenter              413-862-4794
Grounds                      Moe Boisseau Jr.              413-297-2415

Littleville Fair Board of Directors 2025:
Sonny Lafond           413-552-9057
Bob Henrichon         413-667-5135
Nancy Boisseau       413-297-2416
Ted LaPointe             413-977-6093
Steph Hunter             413-627-7366

Auditors:
John Steins
Ted Boisseau