Middletown trip planner
Create a fully customized
day-by-day itinerary for free
Middletown is a city located in Middlesex County, Connecticut, along the Connecticut River, in the central part of the state, 16 miles (26 km) south of Hartford. In 1650, it was incorporated as a town under its original Indian name, Mattabeseck. It received its present name in 1653. Middletown was included within Hartford County upon its creation on May 10, 1666. In 1784, the central settlement was incorporated as a city distinct from the town. Both were included within newly formed Middlesex County in May 1785. In 1923, the City of Middletown was consolidated with the Town, making the city limits of the city quite extensive.Originally a busy sailing port and then an industrial center, it is now largely residential with its downtown serving as a popular retail, dining, and entertainment district proximal to Wesleyan University. Middletown was the county seat of Middlesex County from its creation in 1785 until the elimination of county government in 1960. As of the 2010 census, the city had a total population of 47,648. Middletown, Connecticut is considered the southernmost city in the Hartford-Springfield Knowledge Corridor Metropolitan Region, which features a combined metro population of 1.9 million.HistoryThe land on the western bank of the Connecticut River where Middletown now lies was home to the Mattabesett Native Americans (also spelled Mattabesec, Mattabeseck, and Mattabesek); the area they inhabited—now Middletown and the surrounding area—was named after them. At the time the first European settlers arrtived in the region, the Mattabesetts were a part of the group of tribes in the Connecticut Valley, under a single chief named Sowheag.Middletown is in Connecticut (CT). Inspirock's itinerary builder makes planning a United States trip simple and quick.
Create a full itinerary — for free!
Plan your trip to Middletown
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 Middletown
Places to visit with Middletown
Recently planned trips to Middletown
20 days in United States BY A USER FROM UNITED KINGDOM October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 6 days in United States BY A USER FROM CANADA April, popular sights PREFERENCES: April ATTRACTION STYLE: Popular sights PACE: Medium 1 day in Middletown BY A USER FROM UNITED STATES October, romantic, popular sights PREFERENCES: October, romantic ATTRACTION STYLE: Popular sights PACE: Medium 5 days in United States BY A USER FROM UNITED STATES August, culture, historic sites, shopping, popular sights PREFERENCES: August, culture, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Middletown BY A USER FROM UNITED STATES August, teens, popular sights PREFERENCES: August, teens ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Denver & Middletown BY A USER FROM UNITED STATES August, outdoors, historic sites, wildlife, hidden gems PREFERENCES: August, outdoors, historic sites, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium