Annapolis Historic District
Annapolis, MD, 21401
Home to more than 1,500 well-preserved and restored buildings, Annapolis Historic District offers a glimpse into the Maryland capital’s rich heritage. Visitors can immerse themselves in the district’s past by wandering along cobblestone streets and admiring 18th-century architecture.
The basics
Annapolis Historic District is home to some of the city’s most-important landmarks, including the United States Naval Academy, the Maryland State House, the William Paca House and Garden, the Hammond-Harwood House, and the Chase-Lloyd House. After checking off the city’s must-see attractions, strolling through the streets of the Historic District and popping into its array of cafés, bars, and restaurants is an appealing way to spend a day. Many sightseeing tours of Annapolis—whether by foot, bike, or vehicle—visit the Historic District.
Things to know before you go
Wear comfortable footwear: the cobblestone streets can be tricky to navigate.
Visitors with mobility issues may find the narrow, uneven streets challenging.
Immerse yourself in the district’s atmosphere by staying in one of its historic inns.
How to get there
The Historic District’s narrow streets are best navigated on foot. If you do drive, be aware that parking is severely limited in the area and visitors are encouraged to park in a paid park-and-ride lot off Rowe Boulevard, west of the Navy-Marine Corps Memorial Stadium, and take a free shuttle bus to the district.
When to get there
Spring and fall offer pleasant weather and fewer crowds than the peak summer season. The Naval Academy’s Commissioning Week at the end of May is a particularly festive time to visit, as is the holiday season when the district is bedecked in decorations.
Historic Inns and Taverns
Annapolis Historic District is home to some of the United States’ oldest inns and taverns, including the Middleton Tavern, established in 1750, which has hosted George Washington, Thomas Jefferson, and Benjamin Franklin. Soak up the tavern’s historic atmosphere while enjoying a meal or a drink.
Travel Like an Expert with AAA and Trip Canvas
Get Ideas from the Pros
As one of the largest travel agencies in North America, we have a wealth of recommendations to share! Browse our articles and videos for inspiration, or dive right in with preplanned AAA Road Trips, cruises and vacation tours.
Build and Research Your Options
Save and organize every aspect of your trip including cruises, hotels, activities, transportation and more. Book hotels confidently using our AAA Diamond Designations and verified reviews.
Book Everything in One Place
From cruises to day tours, buy all parts of your vacation in one transaction, or work with our nationwide network of AAA Travel Agents to secure the trip of your dreams!