Haunted Harbour Day
Throw on a spellbinding costume and join us for Haunted Harbour Day! This interactive experience is filled with thrilling activities and spooky giveaways. This free, family-friendly Halloween event includes: A …
Free Root Beer Float Day
For over 16 years, Rams Head Group has celebrated Free Root Beer Float Day on October 3 in memory of Chad Muehlhauser, the brother of Rams Head owner Kyle Muehlhauser, …
AND Creative Film Club: “A Ghost Story”
Join us at AND Gallery for a screening of A Ghost Story (2017)—a haunting, meditative film about love, loss, and the passage of time, playing out beneath a sheet-draped ghost who …
Mid-Autumn Moon Festival Celebration
Celebrate the Mid-Autumn Moon Festival with a cozy storytime. We’ll learn about this special harvest tradition, make paper lanterns, and even sample mooncakes! This event will take place at Discoveries. …
End of Summer Luau
Join Partners In Care Maryland, Inc.’s End of Summer Luau for a night of food, fun, and giving back! Enjoy great entertainment, tropical vibes, and an exciting silent auction—all while …
Annapolis Taco Tour: Local Spots Worth Trying
There’s really no wrong day for tacos, but National Taco Day gives us an especially good excuse to grab a few. From tacos served out of gas stations and food …
October 2026 First Sunday Market, Sunday October 4
On the first Sunday of every month, over 30 vendors set up shop in our historic barn at Honey’s Harvest Farm located in South County’s picturesque countryside. Our vendors provide …
Annapolis Chocolate Binge Festival
The Inner West Street Association brings you the popular Annapolis Chocolate Binge Festival to downtown Annapolis for the holidays. Held on Sunday, December 6 from 11:00 am to 4:00 pm …
Holiday Drag Brunch
Don’t miss this Holiday Drag Brunch! Join Tula and Regina, and some of the DMV’s finest, as we celebrate the holidays. No matter what you celebrate, we got you covered. …
Parents’ Night Out
Join us for a Parents’ Night Out at Center Lane Swim School Edgewater on Saturday, October 17 from 5:30 pm–8:30 pm. Drop the kids off for an evening of swimming, games, pizza/chicken …