It’s time to get ready for the 2026 Littleville Fair!
If it’s time for the Pancake Breakfast, the Littleville Fair can’t be far behind! Join us on April 26 for a super breakfast (details below) and do your bit to help us get ready for this year’s Fair! 

How much fun is the Littleville Fair?
Check out the photo gallery of the 2025 Littleville Fair to see for yourself! Great people, terrific vendors, awesome music, and loads of fun for the whole family! That’s the Littleville Fair.

Check out the 2025 Littleville Fair Photo Gallery

Mark your calendar! The 2026 Littleville Fair will take place on August 7, 8, and 9, 2026.

Join us for loads of fun and good times at the Fair!

SAVE THE DATE: Sunday, April 26, 2026
Pancakes:   7 AM – 1PM | Craft Fair: 8 AM-1 PM
@ The Fairgrounds, 15 Kinnebrook Rd, Chester, MA

Save the date and plan to join us for the Annual Littleville Fair Pancake Breakfast &  Chester Hill’s Craft Fair & Raffle! 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!  In addition to the great food, there will also be craft vendors, music, raffles, and a lot of fun for all!                          

Come hungry and show your support for the Littleville Fair!

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

Get Your Tickets for the  2026 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:

• 70-Quart Pelican Cooler.
  TICKETS: one for $5 or five for $20
  
  
• Folding Picnic Table.
  TICKETS: one for $5 or five for $20
  
  
• Stihl 20-inch MS 271 Chainsaw.
  TICKETS: one for $10 or five for $40

• Savage Arms Axis 2 Pro.
  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 the 2026 raffles will take place on Sunday, August 9, 2026

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