The english Royal Governor Francis Nicholson in 1695 initially planned Annapolis based on Baroque-style plans of European cities, which was so popular in London and France at the time. To begin, he drew the State House and the Anglican Church (St. Anne’s) on two circles, one higher and one lower. From those circles, he planned that the streets span out from these circles. He decided to name the streets as points of the compass. Thus, this design provided beautiful views of the water and an elegant town flow, and was one of themost sophisticated in English America at the time. Luckily, today’s modern city has preserved this unique, elegant colonial structure, which continues to appeal to visitors and locals alike.

Annapolis is filled with buildings of historical and architectural significance. In fact, the private preservation group marked many of the buildings with plaques by their doors that are colored coded, so that, for instance, the red color indicates the building was built in the 18th-century colonial period . Two idyllic streets, Cornhill and Fleet Streets, named after streets in the City of London, are lined with homes, taverns and shops of local artisans dating from the 18 th century. One example, 37-39 Cornhill, was a former tavern and a dry goods business where it is rumored that Thomas Jefferson once purchased socks.

A famous state building in Annapolis is the Old Treasury by State Circle. This cruciform building was built around 1735 and was where Maryland made its first paper money. Nearby, the previously-mentioned State House , which happens to be the oldest building in continuous legislative use in the fifty states, is topped by the most distinct wooden dome in America.   The dome was completed in 1794; sixteen years after the legislature first occupied the building, after three building attempts and a lot of fortitude.  

In addition, no Annapolis visit is complete without a visit to The United States Naval Academy. Proud, white gates lead to an immaculate, tree-shrouded campus with gray granite buildings and friendly midshipmen who salute with a smile.