There's too many events to list them all, so feel free to add more suggestions in the comments!
All events are free unless marked with a $.
Pride events are only marked as family friendly if their website explicitly states so.
Sheffield Pride - Sheffield - June 5th - Family Friendly
Lenox Pride - Lenox - June 6th - Family Friendly - New this year!
Springfield Pride - Springfield - June 6th - Family Friendly
Northampton Juneteenth Festival - Northampton - June 6th
Easthampton Art Walk Sidewalk Strut - Easthampton - June 6th
The Come Again Players Rocky Horror Picture Show Shadowcast @ the Goldenrod - Worthington - June 6th - $
North Adams Pride - North Adams - June 12th
Next Gen Youth Pride - Pittsfield - June 12th - Family Friendly
TurnPark Summer Festival - West Stockbridge - June 13th - $
Chicopee Pride - Chicopee - June 13th
Franklin County Pride - Greenfield - June 13th
The Come Again Players Rocky Horror Picture Show Shadowcast @ the Greenfield Garden Cinema - Greenfield - June 13th - $
Lee Pride - Lee - June 13th
Pep Rally for the Trees @ Mass MoCA - North Adams - June 13th
Juneteenth with Indë @ Iron Horse - Northampton - June 19th - $
Berkshire Pride - Pittsfield - June 20th
QueerJoy Collaborative Concert and Community Potluck @ Bombyx - Northamton - June 20th - $ NOTAFLOF
NAACP Berkshires Juneteenth Celebration - Pittsfield - June 21st
Berkshire Pride 10th Anniversary Dance Party @ the Stationary Factory - Dalton - June 26th - $?
Holyoke Pride - Holyoke - June 27th
Amherst Pride - Amherst - June 28th
Skating with Pride! Party & Roller Derby Bout - Holyoke - June 28th - $ NOTAFLOF
I will be making a separate post for summer concert series! There's just too many!