Discover 10 favorite Annapolis holiday events and festive things to do in downtown Annapolis! From the Grand Illumination and the Eastport Yacht Club Lights Parade to holiday drinks and a self-guided Christmas light walking trail, find the best ways to experience Christmas in Maryland's historic capital.

Discover the best Annapolis holiday lights and Christmas decorations on this walking trail - route map, photos and local tips included.

Check out the 10 best happy hour deals in downtown Annapolis. All of these bars and restaurants are walking distance from the Annapolis City Dock. Park your car and chart out your happy hour walking tour!

Enjoy this beautiful Annapolis walk through the stunning Naval Academy campus on this self-guided walking tour. A Naval Academy visit is a top attraction and fun free thing to do in Annapolis.

Enjoy this Annapolis hidden gem on the Naval Academy Cemetery Walking Tour. Situated on the Naval Academy campus, this top Annapolis tourist attraction is a must-see!

Enjoy exploring Annapolis' hidden gem with this self-guided walking tour featuring 9 fun things to do in Eastport MD. Experience the charming maritime atmosphere!

Visit these top 5 Annapolis bars for the best bar crawl! Each of these unique downtown bars offer a great atmosphere and delicious cocktails for a special night out with friends and family. Fantastic pub crawl you must visit.

Annapolis Girls' Day Out Annapolis is such a charming town, perfect for a girls' day out or a weekend escape! It offers fantastic shopping at one-of-a-kind boutiques, delicious dining options, local art galleries, and opportunities to cruise the Chesapeake Bay, all set in a beautiful waterfront location. What's not to love? Here are the top 8 things to do I recommend for an amazing day or weekend in Annapolis with your girl crew, or really anyone you like to spend time with.