Must-Visit Town Squares Across America

Founded as a mining town in the mid-1800s, Healdsburg sits in California’s “golden land”, which is what writer Jack London called Sonoma. The town is everything you would expect with the center stone of this Sonoma gem being Healdsburg Plaza, which is what the town square is called here. Dating to the 19th century with the requisite gazebo and fountain, it is surrounded by shops and eateries. Summer brings a schedule of Tuesday night concerts and other fun events.

If you know anything about the layout of Savannah, you know that it was designed around 22 squares. However, Wright Square is consistently listed as the prettiest of all Savannah’s squares and here’s why: the surrounding architecture and the beauty of the natural landscape. Picture live oak trees draped in Spanish moss, with a backdrop of Victorian and Romanesque-style buildings. PS – it’s also said to be the most haunted!

You might just call Key West’s town square, Mallory Square, a super-sized version of the typical town square. There is so much to do here, it’s kinda like a city rolled into a town square. Located on the waterfront, there is a sculpture garden, the Key West Aquarium, restaurants and a nightly sunset celebration.

Fans of the movie Groundhog Day will recognize this lovely town square as it was featured prominently in the movie where the town gathered to see what the groundhog’s prediction for spring would be. Lining the square are a mix of shops, antique stores and restaurants and the historic Old McHenry County Courthouse and the Woodstock Opera House, both dating back to the 1800s.

The Village Green in Bar Harbor boasts a bandstand that was built in 1895, a cast iron clock from 1896 and the beautiful 3-tiered fountain was crafted in the 17th century and restored in 1992. Safe to say this is a town square that has been a beloved fixture in the Maine resort town for a long, long time. The summer concert events are a must when visiting here.