Littleville Fair in Chester, Massachusetts
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Littleville Fair

Chester,Hampden County·Western Massachusetts

104th annual country fair featuring livestock shows, crafts, and midway entertainment. Held in Chester, Hampden County, it’s part of the Western Massachusetts fairs & festivals calendar for 2026. recurring annually in early August.

Recurring event: recurring annually in early August

What to expect

  • Animals & Livestock
  • Food Vendors
  • Competitions
  • Carnival Rides

Location & directions

Chester, MA

Get directions

Plan your visit

🅿️ Parking
Most fairgrounds have on-site parking (often $5–$10). Arrive early on weekends, and check the official site for shuttle or accessible parking.
🎒 What to bring
Cash for vendors and games, sunscreen and layers, a refillable water bottle, and comfortable walking shoes.
🐾 Pets
Policies vary — many agricultural fairs limit pets for animal welfare. Confirm with the organizer; service animals are generally welcome.
♿ Accessibility
Many fairgrounds offer ADA parking and accessible routes. Contact the fair ahead of time for specific accommodations.

General guidance — always confirm specifics with the official site.

Frequently asked questions

When is Littleville Fair in 2026?+

Littleville Fair takes place Aug 7–9, 2026 in Chester, Massachusetts.

How much is admission to Littleville Fair?+

Admission prices vary — check the official website for current 2026 pricing.

Where is Littleville Fair held?+

Littleville Fair is held at Chester, MA.

Are there animals at Littleville Fair?+

Yes — Littleville Fair features livestock shows and animal exhibits.

Does Littleville Fair have carnival rides?+

Yes, Littleville Fair has a midway with carnival rides.

How often is Littleville Fair held?+

recurring annually in early August

Is this your event?

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