Littleville Fair
Chester,Hampden County·Western Massachusetts
Littleville Fair runs Aug 7–9, 2026 in Chester, MA.
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.
When does Littleville Fair start?+
Littleville Fair starts on Aug 7, 2026.
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