15 Best Things to Do in Middletown (CT)

Harbor Park

Resting on the west bank of the Connecticut River and dating back to 1650, Middletown is a mid-sized college city with a manufacturing and shipping past. Middletown’s life is mostly concentrated on the tree-lined Main Street. One block in from the river this artery is traced by restaurants, bars and coffee shops. Downtown Middletown is …

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15 Best Things to Do in Stratford (CT)

Short Beach

Dating right back to 1639, Stratford is a town on Long Island Sound bounded to the east by the final reach of the Housatonic River. At the Housatonic’s mouth, and around the coast, you can lie back on public beaches. One of my favorite places to watch the sun go down is right here, on …

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14 Best Things to Do in Callaway (FL)

John B. Gore Park

Sitting beside the picture-perfect East Bay, Callaway is a small residential city just outside of Panama City.  With a short drive you can reach the sandy shores of Panama City Beach, or downtown Panama City, with its dining, shopping and farmers’ markets.  I adore St. Andrews Bay, renowned for its large pod of bottlenose dolphins …

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15 Best Things to Do in Niceville (FL)

Niceville Skate Park

At the head of Choctawhatchee Bay, Niceville is a city that got its cheery name in 1910. Before then, this place was called Boggy, so I reckon you can see why they made that choice. Boggy comes from the Boggy Bayou, which is a picturesque watercourse feeding into the bay. Fringed by pine flatwoods, these …

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15 Best Things to Do in Mount Dora (FL)

Donnelly House

Nestled on the eastern shore of Lake Dora is a lovable little city, with a cozy downtown made for strolling.  Dating back to the 1880s, Mount Dora gets its name from the plateau that it sits on, and has earned the nickname, Festival City. I’d say this is a pretty accurate monniker, as the spring …

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15 Best Things to Do in Auburndale (FL)

Auburndale City Park

Home to almost 20,000, this small but growing city is in a scenic part of Central Florida, defined by its lakes. In fact, almost 40% of Auburndale’s area is open water. Many of Auburndale’s lakes are framed by residential developments or RV resorts. The biggest of these is Camp Margaritaville, with an easygoing island-style atmosphere. …

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15 Best Things to Do in Marco Island (FL)

Cape Romano

Between mangrove-lined bays and the Gulf of Mexico, Marco Island is a city on the namesake barrier island.  This is the largest island of a chain known as the Ten Thousand Islands, stretching for more than 70 miles down to Cape Sable. Starting in Marco Island you can spend unforgettable days paddling in mangrove tunnels, …

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15 Best Things to Do in West Haven (CT)

Ward-Heitmann House

The city of West Haven is a lovable shore community where New Haven Harbor meets Long Island Sound. Now a summer beach destination, this place was previously known for shipping and manufacturing, as well as a historic amusement park that closed down in 1966.  At West Haven’s lovely historic green you’re only a few miles …

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15 Best Things to Do in Lake Wales (FL)

Bok Tower Gardens

Near the very geographical center of Florida, this city gives its name to a sandy ridge running along the spine of the state for 100 miles. A local high point is Iron Mountain, which is the setting for a magnificent garden attraction, open since the 1920s. Bok Tower Gardens was laid out by Frederick Law …

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15 Best Things to Do in Crestview (FL)

Casbah Coffee Company

The seat of Okaloosa County, Crestview lies in the pine-covered sandy hills in the very heart of Florida’s panhandle. As a nexus point for long-distance transport networks, including the Florida Gulf and Atlantic Railroad, Crestview has the nickname Hub City.   I’m a real fan of the downtown here, which has been given a lot of …

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