Enjoy spooky fun this Halloween in Annapolis

Things to Do for Halloween in Annapolis

When it comes time to start planning your Halloween escape to our favorite city on the Bay, you may be wondering what exactly there is to do in one of our nation’s oldest towns. Annapolis is known for the US Naval Academy, the Chesapeake Bay, and for being the sailing capital of the world, but it can also be an exciting place to spend Halloween and when you choose our At Home Annapolis holiday hideaways for your vacation accommodations, well, your getaway for Halloween in Annapolis will be about as perfect as one can get!

Londontowne Symphony Orchestra: Halloween Spooktacular, October 17, Maryland Hall

Halloween is different from most other holidays, celebrating what scares you and reveling in the weird, and music helps set the mood. The Londontowne Symphony Orchestra provides the perfect soundtrack to be frightened by, playing songs from some of your favorite Disney movies, adding spooky sounds and a costume contest to create the best Halloween celebration ever!

Annapolis, Maryland Bewitching Soiree, October 19, Cooper’s Hawk Winery & Restaurant

Not every Halloween vacationer travels with kids and when you are looking for a grown-up way to party, Cooper’s Hawk Winery & Restaurant has the perfect way to do so with their Bewitching Soiree. Offering a night filled with haute cuisine holiday themed dinners, paired with silky wines, and a Dark Cocktail greet to start the event, they encourage participants to wear something black to go along with the theme. Spend an evening sipping and sampling with the adults and then come home to the comforts of our At Home Annapolis getaway to ensure this night is one you will never forget!

Halloween Party and Parade, October 30, Whoof on the Wharf in Edgewater

Located approximately 6 miles from your At Home Annapolis escape, the Halloween party and parade sponsored by Whoof on the Wharf promises to be unlike any other you have ever experienced. Where else can you witness a parade of witches, werewolves, and other spooky creatures paddling away on the South River? Offering a costume contest, professional photos, and a plethora of four legged fur babies determined to charm their way into your heart, this fun event promises to be the highlight of your Annapolis Halloween journey!

Ghost Walks, Sweet Treats, and More This Halloween in Annapolis

The haunts keep on coming during your Annapolis vacation, offering Ghost Tours from Annapolis Ghost Tours & Crawls, sweet treats with a Halloween theme from Sweet Hearts Patisserie, and so much more you will wish your visit never had to end! Reserve your favorite holiday hideaway from At Home Annapolis today!