Virtual
During the Revolutionary War, James Brice served as captain of the Annapolis city militia. He also served as county lieutenant of the Anne Arundel County militia, positions that earned him…
Free
Classic Theatre of Maryland 1804 West Street, Suite 200, Annapolis, 21401, United States
Don’t miss Classic Theatre of Maryland’s October Cabaret! This show will be performed on October 12 and 13 at 7:30 pm. (DNML)
The Severn Center: Multi-purpose Room (MPR) 1160A Reece Road, Severn, 21114, United States
BoardMatch is where passion meets purpose! This dynamic networking event connects talented professionals with local nonprofit organizations seeking dedicated board members. Join us for an energizing morning filled with conversation,…
$25 – $45
Hogshead Trades Museum 43 Pinkney St, Annapolis, United States
Have you ever wondered what life was like for families in Colonial Annapolis? Step inside the Hogshead Trades Museum, a one-of-a-kind dwelling on historic Pinkney Street, and discover what daily…
Free – $10
Severna Park Store 522 Ritchie Highway, Severna Park, MD 21146
Learn why fall is an ideal time to plant trees, shrubs, and perennials—and how proper selection, planting, and care can support healthy growth for years to come.
Free
Davidsonville Store 743 West Central Avenue, Davidsonville, MD 21035
Discover more autumn magic with inspiring ideas for creating a fall garden that shows off the season’s rich colors and textures. Combine foliage and blooms to create a jewel-toned display for pots or your plot.
Free
Arnold Christian Academy 365 Jones Station Rd, Arnold, 21012, United States
Arnold Christian Academy is opening our doors to all who are interested in learning more about our school and community serving students in Kindergarten through Eighth Grade. Please join us…
Free
1533 Chapman Rd, Crofton, MD 1533 Chapman Rd, Crofton, MD 21114, United States
🍂🌮 September Chapman Farm Food Truck Wednesdays! 🌮🍂 We’re wrapping up summer with four more Wednesdays of delicious food, sweet treats, and good times at the clubhouse! 🎉 Join us…
Free
Paws at the Mall 2170 Annapolis Mall Rd, Annapolis, United States
We have missed you! This October, we are delighted to host Bedtime Book Buddies nights at our brand new Paws at the Mall location. Be among the first to visit…
Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA West Street 33, Annapolis, Maryland 21401, United States
Born and raised in Los Angeles, Albright was already an accomplished saxophonist by the time he enrolled at the University of Redlands, but he switched to bass after he saw…
Live Arts Studio Westfield Mall (mall entrance by the Container store), Annapolis, MD 21401, United States
Charlie Brown – One Weekend ADDED After sold-out performances! Our Helen Hayes Recommended production of You’re A Good Man, Charlie Brown is extended through Oct. 18! Oct 15,16 & Oct…
$15 – $55
Live Arts Studio at Westfield Annapolis 2002 Annapolis Mall, Annapolis, 21401, United States
Charlie Brown – One Weekend ADDED After sold-out performances! Our Helen Hayes Recommended production of You’re A Good Man, Charlie Brown is extended through Oct. 18! Oct 15,16 & Oct…
$15 – $55
Annapolis Area Christian School 109 Burns Crossing Rd, Severn, United States
Join us for our Middle School Visit Days on October 15 and November 19 and experience the AACS difference! Register here! (DNML)
Annapolis City Dock Dock Street, Annapolis, Maryland 21401
Sailors from around the globe gather in beautiful downtown Annapolis every October for the Annapolis Sailboat Show. This annual celebration of sailing features floating docks lined with sailboats from manufacturers…
Annapolis City Dock Dock Street, Annapolis, Maryland 21401
Walk the floating docks during the Annapolis Sailboat Show, climb aboard gleaming yachts and center consoles, and explore everything from family cruisers to weekend fishing rigs. Whether you’re boat-curious, shopping…
$10 – $32
Artsy Partsy Ritchie Highway 8055, Pasadena, Maryland 21122, United States
Date: Thursday, October 15, 2026 Time: 1:00 PM – 2:00 PM Location: Artsy Partsy Studio, 8055 Ritchie Highway, Suite 302, Pasadena, MD 21122 Get creative, try something new, and discover…
Davidsonville Store 743 West Central Avenue, Davidsonville, MD 21035
Join us for a fun-filled fall evening for the whole family! Tractor Treat 2025 brings together the charm of autumn with exciting activities, delicious local eats, and plenty of treats.
$3
Homestead Gardens – Davidsonville 743 W Central Avenue, Davidsonville, 21035, United States
Homestead Gardens is excited to welcome the community back for Tractor Treat 2026, a family-friendly fall evening celebrating local agriculture, farmers, and the equipment that keeps our community growing. Local farmers,…
$3
Beer Farm @ Homestead Gardens 743 West Central Avenue, Davidsonville, MD 21035, United States
Get ready for an electric night of acoustic vibes with Dan Haas at the Beer Farm! Dan’s high-energy solo set blends catchy melodies, heartfelt lyrics, and a whole lot of…
Blind Industries and Services of Maryland 3345 Washington Blvd., Baltimore, Maryland 21227, United States
Join BISM and our community partners for Walk a Mile in My SHADES, a special community celebration in recognition of White Cane Safety Day! Enjoy food trucks, hands-on activities and…
Subscribe: Apple Calendar / Outlook Google Calendar (opens in a new tab) iCal feed