The debate over Great Barrington’s proposed Proposition 2½ override was one of the most contentious issues at this year’s Town Meeting, where residents sparred over rising taxes, municipal spending, and the town’s long-term financial future.
Now, that debate moves to the ballot box, where the question requires a simple majority to pass.
When GB voters head to the polls tomorrow, May 12, they will be asked to decide a question that could shape the town’s finances for years to come: whether to approve a Proposition 2½ override, which would permanently increase the town’s property tax levy beyond the limits normally allowed under Massachusetts law.
The specific language on tomorrow’s ballot reads:
“Shall the Town of Great Barrington be allowed to assess an additional $2,000,000 in real estate and personal property taxes for the purposes of funding the Town’s operating budget for the fiscal year beginning July 1, 2026?”
Town officials say the measure is necessary to stabilize municipal financ…



