Middlesex County, Connecticut is located in the southern part of the state and is home to many charming towns and cities that offer visitors a glimpse into New England's rich history and natural beauty. The county is known for its picturesque towns, scenic views, and outdoor recreational opportunities. Visitors can explore historic sites, such as the Essex Steam Train and Riverboat, or take a stroll through charming downtown areas. The county is also home to several parks and hiking trails, including the State Park system's Cockaponset State Forest. The Connecticut River flows through the county, offering picturesque views and opportunities for boating and fishing.
Chester CT
Chester is a small town located in the southeast part of Middlesex County. It is known for its picturesque Main Street with local shops, restaurants, and galleries. Chester is also home to several historic sites, including the Chester-Hadlyme Ferry, one of the oldest continuously operating ferries in the United States. Visitors can take a stroll along the Chester Creek and enjoy the peaceful setting.
Clinton CT
Clinton is a coastal town located in the southern part of Middlesex County. It has several beaches and parks to explore, including the Hammonasset Beach State Park, one of the largest beaches in Connecticut. Clinton is also home to several historic sites, including the Old Brick, a beautifully preserved 18th-century home that is open to visitors. Visitors can take a scenic drive along Route 1 and explore the local shops, restaurants, and galleries. Clinton is a popular spot for boaters, with several marinas and a public dock.
Cromwell CT
Cromwell is a small town located in the center of Middlesex County. It is known for its golf courses, including the TPC River Highlands, a championship golf course that hosts the annual Traveler's Championship. Cromwell is also home to several parks and recreational areas, including the River Highlands State Park, which offers hiking trails and picnic areas. Visitors can take a scenic drive along the Connecticut River and enjoy the picturesque views.
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Deep River CT
Deep River is a charming town located along the Connecticut River in Middlesex County. It has a historic Main Street with local shops, restaurants, and galleries. Deep River is also home to the Deep River Landing, which offers boating, fishing, and hiking opportunities. Visitors can take a scenic drive along Route 154 and enjoy the views of the river.
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Durham CT
Durham is a rural town located in the western part of Middlesex County. It is known for its farmland and agricultural heritage, with several orchards and farms open to visitors during the summer and fall months. Durham is also home to several parks and hiking trails, including the Durham Meadows State Park, which offers hiking trails and fishing opportunities. Visitors can take a scenic drive along the winding roads and enjoy the rolling hills and pastoral landscapes.
East Haddam CT
East Haddam is located in southeastern Middlesex County and is home to several historic sites including the Goodspeed Opera House, a beautifully restored 19th-century theatre that hosts musicals and plays year-round. East Haddam is also known for its natural beauty, with numerous hiking trails and state parks to explore. Visitors can take a scenic drive along the Connecticut River and stop at the Gillette Castle State Park, a unique castle-like structure built in the early 20th century.
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East Hampton CT
East Hampton is a rural town located in the eastern part of Middlesex County. It is known for its agricultural heritage, with several orchards and farms open to visitors during the summer and fall months. The town also has several parks and recreational areas, including Lake Pocotopaug, a popular spot for swimming and boating. East Hampton is a peaceful retreat from the hustle and bustle of city life.
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Essex CT
Essex is a charming town located on the Connecticut River in Middlesex County. Its historic Main Street is lined with boutique shops, galleries, and restaurants. The town is also home to the Connecticut River Museum, which celebrates the region's maritime history. Visitors can take a riverboat tour or stroll along the scenic boardwalk. Essex is a popular destination for boaters, with several marinas and a public dock.
Haddam CT
Haddam is a small town located on the east bank of the Connecticut River. It is home to many historic sites including the Thankful Arnold House Museum, a restored 18th-century home that provides a glimpse into life during the colonial period. Haddam is also known for its natural beauty, with hiking trails, parks, and a state forest to explore. Visitors can take a scenic drive along Route 154, which runs through Haddam and offers picturesque views of the river.
Killingworth CT
Killingworth is a small town located in the southeast part of Middlesex County. It is known for its rural character and natural beauty, with several parks and hiking trails to explore. Killingworth is also home to Chatfield Hollow State Park, which offers swimming, fishing, and picnicking opportunities. Visitors can take a scenic drive along Route 80 and enjoy the picturesque views of the rolling hills and farmland.
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Middlefield CT
Middlefield is a town located in the central part of Middlesex County. It is known for its agricultural heritage, with several orchards and farms open to visitors during the fall months. Middlefield is also home to the Powder Ridge Mountain Park and Resort, a recreational area that offers skiing, snowboarding, and mountain biking. Visitors can take a picturesque drive along the Middlefield-Durham Historic District and learn about the town's colonial past.
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Middletown CT
Middletown is located in Middlesex County along the banks of the Connecticut River. Middletown is the largest city in Middlesex County and has a vibrant downtown area with local shops and restaurants. It is also home to Wesleyan University, a private liberal arts college with a beautiful campus. Middletown is known for its history, with many buildings dating back to the 18th and 19th centuries. Visitors can take a walking tour of the city and learn about its past.
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Old Saybrook CT
Old Saybrook is a coastal town located at the mouth of the Connecticut River in Middlesex County. It has a picturesque Main Street with local shops, restaurants, and historic homes. Old Saybrook is also home to several beaches, parks, and a marina. Visitors can take a stroll along the Saybrook Point Boardwalk and enjoy the views of Long Island Sound.
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Portland CT
Portland, Connecticut is a beautiful town located along the banks of the Connecticut River in Middlesex County. It is home to many historic sites, including the Joseph N. Seamons House, a beautifully preserved colonial-era home that is open to visitors. Portland is also known for its natural beauty, with several parks and hiking trails to explore. Visitors can take a scenic drive along the Portland-Cobalt Historic District and learn about the town's industrial past.
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Westbrook CT
Westbrook is a coastal town located on Long Island Sound in Middlesex County. It has several beaches and parks to explore, including Westbrook Town Beach and the Kelsey Island Preserve. Westbrook is also known for its quaint downtown area with local shops, restaurants, and galleries. Visitors can take a stroll along the Menunketesuck River and enjoy the scenic views. Westbrook is a popular spot for boaters, with several marinas and a public dock.
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Learn More About Our Communities
For more information, see our Connecticut area guide and discover more counties like New Haven, New London, Hartford, Windham, and Tolland.
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