Times and activities are subject to change due to scheduling considerations, weather conditions, etc.

NOTE: All events are to take place at Drake Field unless otherwise noted. No alcoholic beverages are permitted in the park. Drones are NOT permitted for safety reasons. Smoking is NOT permitted. Pets, bicycles, and skateboards are NOT allowed in the park.

Events for July 31, 2026

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Helicopter Rides

Thyng Memoial Barnstead Road, Pittsfield

Rides are $75 per person Each flight can take up to 3 passengers – max weight of 290lbs per seat, combined total of 600lbs. Each passenger will be weighed. No lap passengers are allowed in this type of helicopter. Passengers must be able to sit in a seat with a seatbelt, generally 4 years and older. Cash or credit cards accepted. Lines for rides are near the Thyng Memorial on Barnstead Road. Thank you to Pine Tree Helicopters and the Barnstead Youth Baseball and Softball Association!

Photo/Alan L. MacRae

Amusements

Main Field 17 Fayette Street, Pittsfield

By Vertical Entertainment We’re thrilled to welcome Vertical Entertainment back to this year’s Balloon Rally with a fantastic lineup of giant inflatables, interactive games, obstacle courses, and family-friendly fun for all ages! Unlimited Bounce Bracelets Friday $20, Saturday $25 or pay as you play $3/ticket – 1 ticket per bounce.

open mic

Open Mic

Whether you’re a seasoned performer or just want to share your talent, our Open Mic is the perfect opportunity to shine! Sing, play an instrument, tell a story, recite poetry, or entertain the crowd your way. Join us at the Baseball Diamond Stage on Friday night. Performers can sign up on-site—just stop by the stage. Bring your talent, your friends, and your love of live entertainment. We can’t wait to see what you’ll share!

Photo/Alan L. MacRae

Silly Solutions Balloon Entertainment

Main Field 17 Fayette Street, Pittsfield

Mr. Joe is coming back! Mr. Joe is a one-of-a-kind balloon entertainer for the Red Sox, Patriots and other Boston based businesses. He left an Emmy Award winning career in the local television news to pursue balloon design full time. He is now one of the best balloon artists on the east coast.

Photo Alan MacRae

Balloons Arrival on Field – Flights to follow*

Main Field 17 Fayette Street, Pittsfield

*Times indicate the arrival of balloons to Drake Field. Actual flight time is dependant on wind and weather and may be subject to last-minute changes. Flights in the balloons are not available for sale.