15 Best Things to Do in Stamford (CT)

Cove Island Park

An hour out of New York from Penn Station, Stamford has an urban, big city feel downtown, where nine Fortune 1000 companies are headquartered. Head south and you’ll hit Long Island Sound and almost 20 miles of shoreline with waterside parks and beaches. And if you go north, Stamford is my idea of a New …

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15 Best Things to Do in Norwalk (CT)

The Maritime Aquarium

In the very west of Connecticut, the city of Norwalk sits by the water on Long Island Sound. Norwalk was founded in the mid-17th century and has come through ups and downs. A low point, to say the least, was the destruction of the town by the British during the Revolutionary War. Calf Pasture Beach, …

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15 Best Things to Do in New Britain (CT)

Walnut Hill Park

A city once dubbed the “Hardware Capital of the World”, New Britain in Hartford County remains the international headquarters of the tool manufacturer Stanley Black & Decker. The forerunner for this company was founded here as the Stanley Works back in 1843. Another detail I love is that New Britain is the birthplace of the …

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15 Best Things to Do in Simsbury (CT)

Heublein Tower

This small town west of Hartford has an impossibly beautiful location, embedded in the Farmington River Valley up against the Metacomet Ridge. The ample woodland and majestic overlooks combine to make Simsbury one of my favorite places to experience Connecticut’s foliage in fall. Heublein Tower, constructed for a wealthy businessman more than a century ago, …

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15 Best Things to Do in Windham (CT)

Prudence Crandall Museum

Windham in Northeastern Connecticut contains the city of Willimantic, which developed around a textile industry in the late 19th century. There’s a fantastic little museum dedicated to the cotton mill that was once so central to the city’s fortunes. The hundreds of dainty 19th-century properties on Prospect Hill indicate the sort of wealth that the …

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15 Best Things to Do in West Hartford (CT)

Elizabeth Park

Often praised as one of the best small towns in America, West Hartford has a downtown to make most other towns green with envy. The Center and its recent lifestyle extension, Blue Back Square, are made for walking. I could spend hours exploring the one-off shops, while there’s a big roster of hip international restaurants. …

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15 Best Things to Do in Greenwich (CT)

Long Island Sound

Leafy Greenwich on Connecticut’s rich Gold Coast is a town with serious money. In fact, it’s one of the wealthiest communities in the country, and a bastion of investment firms and hedge funds. I’ll give you an idea of what Greenwich is about: The town has its own polo club, drawing thousands of spectators on …

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15 Best Things to Do in Fairfield (CT)

Fairfield Museum And History Center

An affluent town on Connecticut’s Gold Coast, Fairfield is blessed with some alluring beaches on Long Island Sound, as well as old neighborhoods on quaint town greens. In summer, Jennings Beach is a joyous place to while away a sunny day. The shore here is visited by food trucks and there are family film screenings …

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15 Best Things to Do in Manchester (CT)

Wickham Park

More than a century after their silk empire peaked, I still can’t talk about Manchester without mentioning the Cheney family. A big slice of the south of this city, east of Hartford, belongs to the Cheney Brothers Historic District. There you can see the great brick-built mills accompanied by 19th-century worker communities designed according to …

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15 Best Things to Do in Farmington (CT)

Farmington River Trail

The well-to-do small town of Farmington is 10 miles west of Hartford. This place serves as the international headquarters for a surprising number of big corporations, including Otis Worldwide. What puts Farmington on the map for visitors is the Hill-Stead Museum. This industrialist’s residence has an assemblage of exquisite objets d’art, French Impressionist masterpieces and …

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