A look in and around Middlesex County

Middlefield got its name because it’s halfway between Middletown and Durham, and Middletown and Meriden. Although it is one of Middlesex County’s smaller communities, the town dates back to the late seventeenth century with the first Connecticut settlers. Established as a town in 1866, today’s Middlefield is a popular recreation destination with plenty of activities year-round.

East Haddam, Middlesex County’s largest town by land area, has a rich history dating back to its settlement in the late 17th century. It was originally part of Haddam before becoming a separate town in 1734. The area’s early economy centered around the Connecticut River, with industries such as timber farming, shipbuilding, and river commerce. In the winter of 1773, American patriot Nathan Hale briefly taught in a one-room schoolhouse in East Haddam, now a living history museum.

Middletown stands as a vibrant community and a destination for family and friends to gather, dine, and participate in the arts and culture. Downtown Main Street – America’s “Most Romantic Main Street” as designated by the National Trust – is bustling with international restaurants, shops, entertainment, and family-friendly spots, and the city hosts the largest Pride event in Connecticut.

Haddam is an active community with an excellent school system, acres of recreational open space, and dedicated residents who preserve the past and plan for the future, attracting positive economic development opportunities.

East Hampton’s rural-suburban character, excellent schools, and recreational options – including Lake Pocotopaug, the Airline Trail, and numerous state parks – make it a desirable place to live, work, and play.

Essex has evolved from a shipbuilding center to a more diversified economy that includes manufacturing, retail, restaurants, and a thriving tourism sector. In 2021, Essex was named the “Perfect Small American Town” by Yankee Magazine.

Today’s Portland is an economically diverse community with an in-demand small-town feel and a high quality of life for its residents and businesses.

Killingworth, founded in 1667, has an area of 35.8 square miles and is bordered by the Middlesex County towns of Durham, Haddam, Chester, Deep River, Westbrook, and Clinton.

With nine marinas, four miles of coastline, and the Stewart B. McKinney National Wildlife Refuge, Westbrook’s economy is supported by tourism and recreation, manufacturing, retail, restaurants, and service-based businesses.