Enjoy beer and more at these fun activities in Annapolis

Our Favorite Fall Activities in Annapolis

Every season is the perfect season for a getaway to Annapolis, but we have to admit that fall holds a special place in our hearts. Offering cool days after a summer of heat and humidity, trees that are ablaze with all our favorite colors, and the scent of fireplaces being used for the first time since the spring wafting through the air, there is no downside to fall in Annapolis, with one exception: Eventually, the season has to end! This guide to our favorite fall activities in our favorite town on the bay will help make your autumn adventures memorable ones.

Savor the Flavors of Fall With These Activities in Annapolis

Yes, fall is known as the season of pumpkin spice, but a sip of hot cocoa from the Annapolis Ice Cream Company will forever change that in your mind! Rich, thick, and creamy and also voted “The best hot chocolate in Annapolis,” every sip will be your favorite, warming you from the inside out. And because outside is where you will want to be during this season of wonder, why not take a cup to go and walk out to City Dock? Watching the boats come and go on the sometimes stormy, most often placid waters of Chesapeake Bay against a backdrop of trees offering canopies of fire is a time-honored fall tradition that should definitely be added to your itinerary of activities in Annapolis.

West Annapolis Oktoberfest, September 26th

As the pandemic loosens its grip ever so slightly, more festivals and events are making a reappearance on the Annapolis calendar, and that includes our favorite fall celebration, West Annapolis Oktoberfest! Offering food, beverages, entertainment, and a little shopping, this ode to October never fails to be a good time. If you go, please be sure to raise a beer in toast to the joy our bayside city is bringing you! If you find a pumpkin porter, you won’t be cheating on the hot chocolate you enjoyed earlier; when alcohol is involved, it is a totally different category!

Annapolis Ghost Tours and Haunted Pub Crawls

When you’re looking for a spooktacularly great time, look no further than the streets of Annapolis and the Ghost Tours and Haunted Pub Crawls offered there! Available again, you can learn about the scary underbelly of our historic town with true stories told by knowledgeable guides or drink where the heroes of our nation once drank and hear more stories of the spirits who still make their presence known.

Fall in Love with Fall with At Home Annapolis

Designed to comfort and spoil, our seasonal sanctuaries will warm your hearts and speak to your soul. Reserve yours today!