Task Force meets with Town Managers
| April - May, 1999 | Services subcommittee meets to review existing county services. |
| June 29 - July 1, 1999 | Sub-regional public meetings held in Pittsfield, North Adams and Great Barrington to get public input. |
| August 1999 | Report on Existing County Services completed, under direction of Berkshire 2000 Task Force and County Commissioner's Office. |
| September, 1999 | Audit Committee formed to conduct budgetary and operational audit of Berkshire County government's finances. Members are Robert F. Wallace, Clifford J. Howard Jr., and Thomas H. Stokes. |
| October 1999 | Audit Committee selects firm to complete audit. |
| October 21, 1999 | Presentation made at quarterly Selectmen's Association meeting. |
| October 28, 1999 | Chief elected officials meet to discuss need for a regional entity at the Future of the Berkshires Summit. |
| November, 1999 to June 30, 2000 |
| No later than December 1 | Each community that wishes to participate in the Charter Commission or Charter Review Committee process appoints a representative. |
| November - December, 1999 | Berkshire 2000 staff compiles research to present to Charter Commission. |
| December 31, 1999 | Anticipated date for completion of audit. |
| December 1999 |
| February 2000 | Charter Commission develops draft charter. |
| Spring 2000 | Individual communities vote at town meetings/city council meetings regarding acceptance of Charter. |
| June 30, 2000 | Berkshire County Government dissolved. |