| | New Haven Railroad Historical Events |
| | Date | | Category | | Event |
| | 10/21/1935 | | Abandonment | Line from Pine Plains, NY to Shekomeko, NY abandoned. |
| | 10/23/1935 | | 1st Bankruptcy | New Haven files for Chapter 77 bankruptcy; had $15.5 million in obligations falling due by Jan. 1, and cash balance of only |
| | $3 million; Pennroad stock holding is eventually wiped out in reorganization. |
| | 10/23/1935 | | 1st Bankruptcy | Petition filed in U. S. District Court of Connecticut for reorganization of the NEW YORK, NEW HAVEN & HARTFORD |
| | RAILROAD COMPANY under Section 77 of the National Bankruptcy Act, approved by Hon. Carroll C. Hincks. |
| | 10/31/1935 | | 1st Bankruptcy | New Haven subsidiary Connecticut Company files for bankruptcy. |
| | 10/9/1937 | | Abandonment | Sterling Jct., MA to Sterling, MA, abandoned. |
| | 10/14/1937 | | Abandonment | Allerton Farms, CT to Southbury, CT, abandoned. |
| | 10/19/1937 | | Abandonment | East Thompson, CT to Webster, MA, abandoned. |
| | 10/23/1937 | | Milestone | The first Husking Bee Train, departed Grand Central Terminal at 3:26 p.m. with over 500 people, mostly young single men |
| | and women, who paid three dollars each to ride the train to Kent, CT, for good old country fun. |
| | 10/31/1937 | | End of Service | End of NYW&B service from New Rochelle to Portchester. |
| | 10/15/1940 | | Abandonment | Line from Canaan, CT to East Canaan, CT abandoned. |
| | 10/13/1958 | | Milestone | The New Haven Railroad applies to ICC for first government-guaranteed $18.5 million loan for equipment; first application |
| | under Transportation Act of 1958. |
| | 10/18/1958 | | Milestone | New York Thruway Authority opens New England Thruway between New York City and Connecticut state line, running |
| | directly parallel to the New Haven Railroad main line and connecting with Connecticut Turnpike. (NYTA) |
| | 10/1/1966 | | Abandonment | Line from Easton to Whittenton Jct. abandoned. |
| | 10/1/1966 | | Abandonment | Line from South Dennis to Hastings abandoned. |
| | 10/27/1974 | | Milestone | Ex-NH Dorchester Branch added to Northeast Corridor Region. |
| | Page 5 of 5 |