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.

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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 […]

Child jumping on inflatable bounce house with volcanoes

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 […]

Child getting balloon from Mr. Joe, balloon artist at Silly Solutions

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 […]

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 […]