Sterling trip planner
Create a fully customized
day-by-day itinerary for free
Sterling is a town in Worcester County, Massachusetts, USA. The population was 7,808 at the 2010 census.HistorySterling was first settled by Europeans in 1720 and was officially incorporated in 1781.Previous to its incorporation it was "the Second Parish of Lancaster," and was commonly called by a portion of its Indian name, Chocksett. The original Indian name of the area being Woonsechocksett. The land encompassing the Chocksett region was not originally included in the first land sold by the great Indian Chief Sholan to the settlers of the Lancaster grant. However, Sholan's nephew Tahanto would eventually sell the Chocksett land to inhabitants of Lancaster in 1713.The first white settlers arrived in Chocksett seven years later in 1720, formerly inhabitants of Lancaster proper. Among these first settlers were families such as Beman, Sawyer, Houghton, and Osgood; names reflected to this day in the names of Sterling's oldest roads.A short time after settlement, in 1733, the residents of the Chocksett area requested its own incorporation, separate from Lancaster, due to the "great inconvenience" of a long distance to the church in Lancaster's center. This request was denied. However, by 1780 the population of Chocksett was so numerous as to constitute a majority, and so the voters of the area voted out the existing Lancaster town officers and began to conduct town business and meetings in Chocksett. This was enough to convince the rest of Lancaster that it was now time for Chocksett, the Second Parish of Lancaster, to go its own way.In 1781, Chocksett was incorporated as its own town: Sterling. The town derives its name from General William "Lord Stirling" Alexander, a Scottish expatriate, who served valiantly under Gen. George Washington in the New York and other campaigns. His portrait hangs in the town hall, and the town commemorated Alexander with a medallion during its bicentennial celebration in 1976. A duplicate portrait resides in the town hall of New Windsor, NY.Sterling is in Massachusetts (MA). Plan your trip to Sterling and other United States destinations using our handy United States trip itinerary planner.
Create a full itinerary — for free!
Plan your trip to Sterling
Get a personalized planA complete day-by-day itinerary
based on your preferences
Customize itRefine your plan. We'll find the
best routes and schedules
Manage itEverything in one place.
Everyone on the same page.
Popular things to do in Sterling
Places to visit with Sterling
Recently planned trips to Massachusetts
2 days in Boston BY A USER FROM CANADA January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium 21 days in United States BY A USER FROM ARGENTINA July, teens, culture, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, teens, culture, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 19 days in New York City, New Haven & Boston BY A USER FROM ARGENTINA July, teens, popular sights PREFERENCES: July, teens ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Massachusetts BY A USER FROM UNITED STATES May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 1 day in Foxborough BY A USER FROM UNITED STATES December, popular sights PREFERENCES: December ATTRACTION STYLE: Popular sights PACE: Medium 20 days in United States BY A USER FROM NETHERLANDS August, kids, outdoors, relaxing, beaches, shopping, slow & easy, popular & hidden gems PREFERENCES: August, kids, outdoors, relaxing, beaches, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy