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Littleville Fair
Chester,Hampden County·Western Massachusetts
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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 directionsWeather forecast for Chester during the festival
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