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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14 Best Things to Do in Winter Park (FL)

Lake Virginia, Winter Park

A cultural beacon for Greater Orlando, the picture-perfect city of Winter Park originated as a winter resort for the wealthy in the 1880s. With its canals, lakes, moss-draped live oaks, and Mediterranean Revival architecture, I will never tire of exploring Winter Park. You can do this on foot, wandering among cypress trees at lakeside parks, …

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15 Best Things to Do in Casselberry (FL)

Secret Lake Park

In the southern end of Seminole County, Casselberry is just ten miles north of downtown Orlando. Highway 17 and State Road 436 intersect here, connecting the city with communities across Central Florida. One thing that strikes me about Casselberry is how much there is going on at Lake Concord Park. There are dozens of public …

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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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14 Best Things to Do in Lauderhill (Florida)

Ilene Lieberman Botanical Garden

Founded nearly 60 years ago, Lauderhill lies just north of Miami along a beautiful stretch of the state’s Atlantic coast and is conveniently close to many of Florida’s most visited attractions. For those traveling without kids, Miami’s around-the-clock nightlife is an alluring option, and if art, culture, and natural attractions are more your cup of …

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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 Boynton Beach (Florida)

Oceanfront Park, Boynton Beach

Located on Florida’s southern Atlantic coast between Palm Beach and Fort Lauderdale, Boynton Beach is home to some of the state’s most scenic stretches of coastland and is close enough to many historical, cultural, and natural attractions to make day trips a great option for those with their own set of wheels. Though it’s technically …

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14 Best Things to Do in Kissimmee (Florida)

Lake Tohopekaliga

Located in central Florida’s Osceola County, Kissimmee has been my staple vacation spot for as long as I can remember. It’s an incredible place, known for its proximity to some of the largest and most popular attractions in the state. What makes it even more special is that it’s equidistant from the beautiful Atlantic and …

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15 Best Things to Do in Tamarac (FL)

Sawgrass Recreation Park

Constantly growing since the 1960s, Tamarac is a city of more than 70,000, close to Pompano Beach and Fort Lauderdale.  In the best possible way, the city feels a little like the edge of the world, as it borders the Everglades with a giant area of sawgrass marsh reaching out to the horizon in the …

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15 Best Things to Do in Daytona Beach (FL)

Daytona Beach Boardwalk

NASCAR’s headquarters, a world-renowned race track, and more than 20 miles of Atlantic beaches, Daytona Beach’s signatures are known around the world. Daytona International Speedway is held in the same esteem as Madison Square Garden or Fenway Park, and the excitement peaks with the legendary Daytona 500 every February.  The beaches, with their white sand …

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