5 Fun Fall Activities in Annapolis, MD

 In Annapolis

a river in Annapolis surrounded by boats and fall-colored leaves

Fall is one of the most beautiful times of year, and a great time to get outside and enjoy the crisp air and falling leaves. From festivals to Halloween fun, there is so much to do in Annapolis, Maryland in the fall, and you won’t want to miss out on any of the great happenings. Whether you go out with friends or bring your whole family, Annapolis has something for everyone in the fall. Read on to learn more about Annapolis’ most fun fall activities, and be sure to mark your calendar!

Maryland Renaissance Festival

The Maryland Renaissance Festival is a fall favorite among locals and visitors alike, and it allows attendees to experience life in a 16th century English village. The festival takes place on 25 acres of woodlands, and the attention to detail is what makes it such a great time. You will encounter hundreds of in-character entertainers, a variety of craft shops and authentic dining options, and different shows everywhere you look. From jesters to knights, you will meet people here that you won’t find anywhere else, and have the chance to watch jousting competitions, learn how to blow glass, and much more. This year’s Renaissance Festival takes place on Saturdays and Sundays until October 21, so be sure to check it out!

First Sunday Arts Festival

If you’re looking for a place to shop, listen to music, and socialize all at the same time, the First Sunday Arts Festival is the perfect choice for you. This street festival takes place on the first Sunday of every month from May to November, and features over 125 vendors. It gives you the chance to shop for artisan crafts made by locals, and visiting the farmer’s market booths is a productive way to spend a fall morning. The festival also features musicians and performers, and it’s a great way to show your support for the creative minds of Annapolis.

U.S. Sailboat Show

The U.S. Sailboat Show takes place along the historic waterfront of Annapolis, and is a fantastic time for boating enthusiasts as well as anyone who wants to learn more about the world of sailing. Annapolis is the Sailing Capital of America, so there’s no better place to wander the docks and check out the newest and most innovative designs and advancements in the sailing industry. You’ll have the chance to board boats throughout the harbor, and explore vendor tents to browse all sorts of sailing gear. The show takes place October 5th through October 8th this year, and is followed by the U.S. Powerboat Show the next weekend.

Historic Ghost Walks

One of the most beloved parts of fall is Halloween, and fall in Annapolis wouldn’t be the same without a spooky night or two. During Annapolis’ Historic Ghost Walks, a period-dressed guide will take you by candlelight through the streets of the city, and tell you some of the most chilling ghost stories and rumors about the area. All of the stories told along the tour are based on true occurrences and facts, and what better way is there to spend a fall night in Maryland than learning about Annapolis’ haunted history?

Annapolis by Candlelight

For those who love history and architecture, Annapolis by Candlelight will take you beyond the doors of some of the city’s oldest and most interesting homes. These walking tours, which take place in the beginning of November, take visitors inside Annapolis homes from the 18th, 19th, and 20th centuries, and give an exclusive look at their history and how they are cared for. These elegant homes have incredible histories, and taking a tour through them is a fantastic way to spend a chilly fall night.

Fall Shopping in Annapolis, MD

Whether you call Annapolis home or you’re simply visiting to experience all the city has to offer in the fall, Annapolis Harbour Center is a great place to fit in some shopping while you’re here. With a wide variety of retailers and restaurants, as well as a large movie theater, there is something for everyone to enjoy at Annapolis Harbour Center. Contact us today (410-267-3437) with any questions you may have, and we can’t wait to see you this fall!

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