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==Upper Post Road== The '''Upper Post Road''' was the most traveled of the three routes, being the furthest from the shore and thus having the fewest and shortest river crossings. It was also considered to have the best [[tavern]]s, which contributed to its popularity.{{citation needed|date=February 2014}} The Upper Post Road roughly corresponds to the alignment of [[U.S. Route 5]] from [[New Haven, Connecticut]], to [[Hartford]]; [[Connecticut Route 159]] from Hartford to [[Springfield, Massachusetts]]; [[U.S. Route 20]] from Springfield to [[Warren, Massachusetts]] (via [[Route 67 (Massachusetts)|Route 67]]); [[Massachusetts Route 9]] from Warren to [[Worcester, Massachusetts|Worcester]]; an unnumbered road (Lincoln Street in Worcester, Main Street in Shrewsbury, and West Main Street in Northborough) to [[Northborough, Massachusetts|Northborough]]; and [[U.S. Route 20]] from Northborough to Boston. [[1767 Milestones|A series of historic milestones]] erected in the 18th century survive along its route from Springfield to Boston. ===Connecticut=== {{Columns-list|colwidth=30em| ;[[New Haven, Connecticut|New Haven]] ;[[Wallingford, Connecticut|Wallingford]] ;[[Berlin, Connecticut|Berlin]] ;[[Wethersfield, Connecticut|Wethersfield]] ;[[Hartford, Connecticut|Hartford]] ;[[Windsor, Connecticut|Windsor]] ;[[Suffield, Connecticut|Suffield]] }} [[Image:Upper Post Road MP 8.jpg|thumb|right|Milestone 8 on the Upper Post Road in [[Harvard Square]], Cambridge Massachusetts]] ===Massachusetts=== {{Columns-list|colwidth=30em| ;[[Agawam, Massachusetts|Agawam]] ;[[Springfield, Massachusetts|Springfield]] '''[[West Springfield, Massachusetts|West Springfield]]''' ;[[Wilbraham, Massachusetts|Wilbraham]] ;[[Palmer, Massachusetts|Palmer]] ;[[Warren, Massachusetts|Warren]] ;[[Brookfield, Massachusetts|Brookfield]] ;[[East Brookfield, Massachusetts|East Brookfield]] ;[[Spencer, Massachusetts|Spencer]] ;[[Leicester, Massachusetts|Leicester]] ;[[Worcester, Massachusetts|Worcester]] ;[[Shrewsbury, Massachusetts|Shrewsbury]] ;[[Northborough, Massachusetts|Northborough]] ;[[Marlborough, Massachusetts|Marlborough]] ;[[Sudbury, Massachusetts|Sudbury]] ;[[Wayland, Massachusetts|Wayland]] ;[[Weston, Massachusetts|Weston]] ;[[Waltham, Massachusetts|Waltham]] ;[[Watertown, Massachusetts|Watertown]] ;[[Cambridge, Massachusetts|Cambridge]] ;[[Brookline, Massachusetts|Brookline]] ;[[Roxbury, Massachusetts|Roxbury]] ;[[Boston]] }}
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