America’s Prettiest Towns

Go steep into America’s history by way of some of the most charming towns. Revisit America’s sometimes grim, and powerful history. From colonial-era homes, the legend of Sleepy Hollow, The Castillo de San Marcos, and other good old fashion atmospheres.

Colonial Fact: San Juan, Puerto Rico is the oldest settlement within Puerto Rico. Besides its romantic appearance, the city’s true character is its narrow, blue cobblestone streets and flat-roofed brick and stone buildings. Many of them dating back to the 16th and 17th century when Puerto Rico was a Spanish possession.

Since it is located in the Hudson River, you’ll still be in a New York state of mind when you visit this warm and charming town. Fun Facts: Back in the days, Tarrytown became a favorite residence for many rich New Yorkers, including John D. Rockefeller, who first moved to Tarrytown in 1893.

Despite being a popular tourist attraction, this city still managed to keep its relatively quiet and serene atmosphere. Its Spanish colonial-era buildings as well as its elite 19th century architecture will have you swooning – at first site. St Augustine’s historic center is anchored by St. George Street, which is lined with historic homes from various periods. According to their website, “most of these homes are reconstructions of buildings that had been burned or demolished over the years, though a few of them are original.”

This is a great town to visit – all year round, and it has a great history. Did you know that The Longview area was first settled by European-Americans, led by pioneers Harry and Rebecca Jane Huntington, in 1849? Yes indeed. Longview was then named Monticello in honor of Thomas Jefferson’s home in Virginia.

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