The route runs through the narrow mountain pass called Stony Clove Notch before reaching the town of Hunter, where it ends at NY 23A.

From 1946 to 1956, the residents of the hamlet of Lanesville spent time fighting for NY 214 to be reconstructed due to being an unsafe dirt road for their children to attend school using their bus.

[3] NY 214 passes a small pond of Stony Clove Notch, continuing north and turning northeast near Higgins Road.

The committee noted that the conditions of NY 214 were dangerous, with the road's pavement not being maintained for use of the school bus and guard rails were not installed to keep cars from going into waterways.

[18] In November 1948 Greene County's Board of Supervisors voted unanimously to support getting funds for the continuation of reconstruction of NY 214.

However, the chairman of the Board, Claude Tompkins and the supervisor for Hunter, G. Richard Ham, both requested an investigation into whether or not this would be enough money to pay for the project.

[20] That August, the Lanesville Parents Committee joined other groups in forming the Greene County chapter of the New York Good Roads Association.

[22] In February 1950, New York State Senator Arthur H. Wicks announced that the funds for construction of NY 214 would be put into a contract by May 1.

Residents were continuing to hold students from taking the bus to school and that the road was falling apart in numerous areas and that people would have to drive on the shoulder regularly.

[25] However, there were no bidders on the contract, and the New York State Department of Public Works opened more bids on December 13 for the 1.63-mile (2.62 km) long section of NY 214 at the cost of $214,000.

This contract would also eliminate curves and grades along NY 214 from Stony Clove Notch to Kaaterskill Junction and be completed by December 1, 1951.

Henry TenHagen, the deputy chief engineer at the state noted that the project was given to the Federal Bureau of Public Roads, who did not approve it due to restrictions on materials required for construction.

The federal government announced they would approve construction bidding once the state sent documents noting they acquired rights-of-way for the project.

[30] The debacle over the final section of NY 214 dragged into 1953 and soon 1954, when the residents of Lanesville pressed New York State Governor Thomas E. Dewey to take action on the stalled project.

The federal appropriation of aid would expire on June 30, 1955 and the committee noted that the state had been making empty promises since February 1952.

[35] To make things worse, the defeat of a $750 million road bond amendment in November 1955 would potentially delay the work on NY 214 even further.

They threatened yet another school strike after disappointed results from new Governor Averell Harriman, stating it was their only weapon left in the situation.

Angered by the decision, the parents went through with their threat to pull their children once again for a week in January 1956 until Wicks and Brady agreed to talk to the state.

The new Superintendent for the Public Works Department, John W. Johnson noted that the defeat of the amendment was the reason for canceling the bids of December 1.

[39] On April 19, a letting for the section of NY 214 was finally held, but no bids were received on the project, requiring a second set to begin on June 7.

[9] In 2011, it was proposed that the Mountain Cloves Scenic Byway would serve a section of NY 214 from State Route 23A to the Greene County line.

[43] On June 20, 2013, a bill passed the New York State Assembly to designate the Mountain Cloves Scenic Byway and sent to Governor Andrew Cuomo to be signed.