Click on one of the towns below to explore everything that Connecticut has to offer.
Weston
Welcome to Weston, Connecticut, a charming small town nestled in the heart of New England, founded in 1787. Known for its picturesque landscapes and historic architecture, Weston is the perfect destination for a peaceful getaway. This town has a rich history, being the birthplace of Pulitzer Prize-winning author and playwright, Thornton Wilder. Weston has sister city relationships with both Ascoli Piceno, Italy, and Marquise, France, adding to its international appeal.Westport
Welcome to Westport, Connecticut, a charming coastal town founded in 1835 that seamlessly blends New England charm with modern sophistication. With a population of approximately 26,391 residents, Westport boasts a rich history as an artistic haven, attracting renowned figures such as F. Scott Fitzgerald and Martha Stewart. Sister cities include Marigny-le-Lozon in France, adding an international flair to this picturesque New England gem.Wethersfield
Step into the picturesque town of Wethersfield, Connecticut, founded in 1634, where history and charm converge in a delightful blend. As one of the oldest towns in the state, Wethersfield boasts a rich tapestry of colonial architecture and is steeped in tales of early American life. With sister cities in Europe like Ayr, Scotland and Eschwege, Germany, this quaint New England gem invites you to wander its tree-lined streets, savor its culinary delights, and uncover its storied past.Willington
Ah, Willington, a quaint town nestled in the beautiful state of Connecticut, founded in 1727. This hidden gem is home to approximately 6,041 residents and boasts a rich history dating back to colonial times. Surrounded by scenic landscapes and historic charm, Willington is a haven for outdoor enthusiasts and history buffs alike. Fun fact: Willington has a sister city relationship with the town of Bois-le-Roi in France, adding an extra touch of international flair to this charming New England town.Wilton
Welcome to Wilton, a charming town founded in 1802, nestled in the picturesque state of Connecticut. With a population of around 18,062 residents, this quaint town is known for its historic buildings, lush green spaces, and vibrant arts scene. Fun fact: Wilton is a sister city to Wejherowo in Poland, adding an international flair to its small-town charm. So, grab a cup of coffee from one of its cozy cafes and explore the rich history and natural beauty that Wilton has to offer.Winchester
Welcome to Winchester, a charming town in Connecticut founded in 1771, known for its rich history and picturesque New England setting. Home to approximately 11,242 residents, Winchester boasts a mix of colonial architecture and vibrant cultural attractions. This town has sister city relationships with Winsted in England and Winchester in Virginia, further adding to its international appeal. Take a stroll down the historic main street, visit the iconic Winchester Historical Society, and indulge in traditional New England cuisine - Winchester has something for everyone.Windham
Welcome to Windham, Connecticut, a charming town founded in 1692, rich with history and culture. Known for its picturesque landscapes and vibrant community, Windham boasts a population of around 25,268. This town has strong ties to its sister cities of Valle de Chalco in Mexico and Pietrasanta in Italy. Explore the historic sites, local cuisine, and friendly atmosphere that make Windham a hidden gem in New England.Windsor
Welcome to Windsor, Connecticut - a charming town with a rich history dating back to 1633, making it the oldest town in the state! Home to notable figures like Oliver Ellsworth, a drafter of the United States Constitution, Windsor offers a glimpse into America's colonial past. With a population of approximately 29,044 residents, this picturesque town is also proud to have sister cities in Ludlow, England, and Tsumeb, Namibia. Discover the hidden gems and historical landmarks that make Windsor a must-visit destination on your next New England adventure!Windsor Locks
Welcome to Windsor Locks, a charming town in Connecticut founded in 1854. Known for its rich history in aviation, thanks to the nearby Bradley International Airport, which played a crucial role during World War II. This quaint town is also home to the New England Air Museum, where visitors can explore vintage aircraft and learn about Connecticut's aeronautical past. Windsor Locks has sister cities in Japan, Germany, and Italy, adding an international flair to its New England charm.Wolcott
Welcome to Wolcott, a charming town in Connecticut founded in 1796. With a population of approximately 16,680, this hidden gem boasts a rich history, including being the birthplace of famous American poet, William L. Storrs. Known for its scenic landscapes and small-town charm, Wolcott also has sister cities in Italy and Poland, making it a truly global community. So come explore the history, beauty, and culture that Wolcott has to offer!Woodbridge
Nestled in the heart of Connecticut lies the charming town of Woodbridge, founded in 1784. With a population of approximately 8,990 residents, this picturesque town boasts a rich history dating back to the American Revolutionary War. Woodbridge is also known for its sister city relationship with the town of Beit Shemesh in Israel, adding a global touch to its quaint New England charm.Woodbury
Welcome to Woodbury, Connecticut, a charming town founded in 1673 that exudes New England charm at every turn. With a population of approximately 9,975 residents, this picturesque town is known for its historic architecture, beautiful parks, and quaint Main Street lined with boutique shops and cozy cafes. Woodbury boasts a rich history, being the birthplace of renowned American clockmaker Eli Terry and home to the famous Glebe House, an 18th-century historic house museum. Sister cities include Le Pellerin, France, and Bethlehem, Palestine, adding to the town's global connections.Woodstock
Welcome to Woodstock, Connecticut, a charming New England town founded in 1686. Known for its picturesque rolling hills, covered bridges, and historic town center, Woodstock is a hidden gem for those seeking a peaceful escape from city life. With a population of around 7,964 residents, this town is steeped in history, with notable figures like Israel Putnam, a hero of the American Revolution, hailing from this area. Woodstock is also proud to be a sister city to Woodstock, Vermont, further strengthening its ties to the New England community.