Events

October 2026

Choose a month

Events for October 2026
Sun	Mon	Tue	Wed	Thu	Fri	Sat
4 ongoing events in the week of September 27 Advantages of Services in AHD Clinic Creative Circle – Monthly Meetup (2026) Registration for Theater Classes Now Open – All Ages English Dance to delightful live music, excellent callers and friendly community See them in the list
Sunday, September 2727, September 2026, 28 events September 27: Wellness Day Retreat at The Happy Seed Meditation Gardens September 25 – September 27: All Things Go Music Festival September 25 – September 30: Garden Chores & Coffee: Seed & Feed Your Lawn September 27, 8:00 am – 5:00 pm St. Mary’s County Fair September 27, 10:00 am – 5:00 pm Wheaton Arts Parade & Festival September 27, 10:00 am – 6:00 pm Westminster Fallfest + 22 More events on September 27, 2026	Monday, September 2828, September 2026, 4 events September 28, 9:00 am – 5:00 pm AACS Athletic Golf Classic September 28, 8:00 pm – 10:00 pm Michael Franti Trio w/ Wheeland Brothers September 28, 10:00 pm – 12:00 am Midnight Release Party: Threshing Day	Tuesday, September 2929, September 2026, 4 events September 29: Tunesday: A Floating Concert Series September 29, 7:30 pm – 8:30 pm Staged Reading of “Writing in Diners” September 29, 8:00 pm – 10:00 pm Los Lonely Boys	Wednesday, September 3030, September 2026, 4 events September 30, 10:00 am – 11:00 am Fall to Spring Container Garden September 30, 5:00 pm – 8:00 pm Chapman Farm Food Truck Wednesdays September 30, 5:00 pm – 10:00 pm Dinner Under the Stars	Thursday, October 11, October 2026, 9 events October 1, 4:00 pm – 7:00 pm Anthony Frijia October 1, 5:00 pm – 7:00 pm Teachers’ Night Out October 1, 5:30 pm – 8:00 pm End of Summer Luau + 6 More events on October 1, 2026	Friday, October 22, October 2026, 14 events October 2 – October 7: Garden Chores & Coffee: Plant Fall Annuals & Divide Perennials October 2, 8:00 am – 8:00 pm Gold’s Gym invites communities nationwide to work out for free during First Friday Free Workout activation October 2, 9:00 am – 10:30 am Annapolis Lower School Parent Preview Day October 2, 2:00 pm – 7:00 pm Michael McHenry + 10 More events on October 2, 2026	Saturday, October 33, October 2026, 31 events October 3: Fall Saturdays at Ridge Grow October 3, 8:00 am – 12:00 pm The Stable Strength & Conditioning Grand Opening October 3, 10:00 am – 11:30 am Lower Body Fascial Maneuvers Class October 3, 10:00 am – 12:00 pm Doggy Dive In + 26 More events on October 3, 2026
4 ongoing events in the week of October 4 Advantages of Services in AHD Clinic Creative Circle – Monthly Meetup (2026) Registration for Theater Classes Now Open – All Ages English Dance to delightful live music, excellent callers and friendly community See them in the list
Sunday, October 44, October 2026, 22 events October 4: Lifeline 100 Bicycle Event October 4: (Extended!) You’re a Good Man, Charlie Brown – Presented by Compass Rose Theater October 2 – October 7: Garden Chores & Coffee: Plant Fall Annuals & Divide Perennials October 4, 6:00 am – 6:00 pm Anne Arundel County Lifeline 100 Bicycle Event October 4, 10:00 am – 11:00 am Autumn Abundance Farm Tour October 4, 10:00 am – 12:00 pm Kids’ Club Workshop – Spooky Pumpkin Decorating + 16 More events on October 4, 2026	Monday, October 55, October 2026, 7 events October 5: Annie Awards October 5, 5:00 pm – 7:30 pm Busch Annapolis Library Fall Film Series: Alfred Hitchcock – Master of Suspense October 5, 5:30 pm – 8:00 pm Mahjong 101 \| Beginner Class – Beer Farm October 5, 6:00 pm – 7:00 pm Retire on Purpose + 2 More events on October 5, 2026	Tuesday, October 66, October 2026, 3 events October 6, 6:00 pm – 8:00 pm Mahjong Social Play – Beer Farm October 6, 8:00 pm – 10:00 pm Lynch Mob	Wednesday, October 77, October 2026, 5 events October 7, 9:00 am – 10:30 am Severn Lower School Parent Preview Day October 7, 10:00 am – 11:00 am October Magic in the Garden October 7, 5:00 pm – 8:00 pm Chapman Farm Food Truck Wednesdays + 1 More events on October 7, 2026	Thursday, October 88, October 2026, 10 events October 8, 10:00 am – 6:30 pm Annapolis Powerboat Show October 8, 10:00 am – 6:30 pm Annapolis Powerboat Show October 8, 5:00 pm – 6:00 pm Kitten Yoga + 7 More events on October 8, 2026	Friday, October 99, October 2026, 17 events October 9, 10:00 am – 11:00 am Rethinking & Embracing Edibles October 9, 10:00 am – 6:30 pm Annapolis Powerboat Show October 9, 10:00 am – 6:30 pm Annapolis Powerboat Show + 14 More events on October 9, 2026	Saturday, October 1010, October 2026, 39 events October 10: Fall Saturdays at Ridge Grow October 10, 7:00 am – 3:00 pm Country Fair Day October 10, 9:00 am – 12:00 pm Second Saturday Divorce Workshop – Annapolis October 10, 9:00 am – 2:00 pm Fall Vendor Craft Fair + 35 More events on October 10, 2026
5 ongoing events in the week of October 11 Advantages of Services in AHD Clinic Creative Circle – Monthly Meetup (2026) Registration for Theater Classes Now Open – All Ages English Dance to delightful live music, excellent callers and friendly community English Dance to delightful live music, excellent callers and friendly community See them in the list
Sunday, October 1111, October 2026, 30 events October 11, 9:00 am – 5:00 pm Catoctin Colorfest October 11, 10:00 am – 12:00 pm CBEC Fall Fest 2026 October 11, 10:00 am – 5:00 pm Annapolis Powerboat Show + 27 More events on October 11, 2026	Monday, October 1212, October 2026, 4 events October 12, 5:00 pm – 7:30 pm Busch Annapolis Library Fall Film Series: Alfred Hitchcock – Master of Suspense October 12, 5:30 pm – 8:00 pm Mahjong 101 \| Beginner Class – The Gardens October 12, 7:30 pm – 9:30 pm October Cabaret + 1 More events on October 12, 2026	Tuesday, October 1313, October 2026, 4 events October 13, 6:00 pm – 7:00 pm Health Savings Accounts October 13, 6:00 pm – 7:00 pm Health Savings Accounts October 13, 7:00 pm – 8:30 pm Brothers in Arms: The Revolutionary Service of James and Edmund Brice + 1 More events on October 13, 2026	Wednesday, October 1414, October 2026, 8 events October 14, 8:30 am – 11:00 am BoardMatch October 14, 9:30 am – 11:00 am Homeschool Day at Hogshead: Colonial Kids October 14, 10:00 am – 11:00 am Garden Chores & Coffee: Plant Trees, Shrubs, & Perennials + 5 More events on October 14, 2026	Thursday, October 1515, October 2026, 16 events October 15, 9:00 am – 12:00 pm AACS Middle School Visit Days October 15, 10:00 am – 6:30 pm Annapolis Sailboat Show October 15, 10:00 am – 6:30 pm Annapolis Sailboat Show + 13 More events on October 15, 2026	Friday, October 1616, October 2026, 11 events October 16 @ 7:30 pm – October 18 @ 9:30 pm: La Sylphide October 16, 9:00 am – 5:00 pm #22FORYOU Day October 16, 10:00 am – 6:30 pm Annapolis Sailboat Show October 16, 3:00 pm – 5:00 pm B.I.G. Book Sale + 7 More events on October 16, 2026	Saturday, October 1717, October 2026, 34 events October 17: Inaugural Harvest Gala October 17 @ 10:00 am – October 18 @ 4:00 pm: Art @ the Park October 17, 8:00 am – 2:00 pm B.I.G. Book Sale October 17, 10:00 am – 12:00 pm Elementary School Allowance Workshop October 17, 10:00 am – 12:00 pm Healthy Forests Workday: Invasive Plant Removal at Bacon Ridge Natural Area + 28 More events on October 17, 2026
5 ongoing events in the week of October 18 Advantages of Services in AHD Clinic Creative Circle – Monthly Meetup (2026) English Dance to delightful live music, excellent callers and friendly community English Dance to delightful live music, excellent callers and friendly community First Exposure: Beginner Photography (4- week workshop) See them in the list
Sunday, October 1818, October 2026, 14 events October 17 @ 10:00 am – October 18 @ 4:00 pm: Art @ the Park October 16 @ 7:30 pm – October 18 @ 9:30 pm: La Sylphide October 18, 10:00 am – 4:00 pm Art @ the Park 2026 October 18, 10:00 am – 5:00 pm Annapolis Sailboat Show October 18, 10:00 am – 5:00 pm Maryland Avenue Fall Festival + 9 More events on October 18, 2026	Monday, October 1919, October 2026, 3 events October 19, 5:00 pm – 7:30 pm Busch Annapolis Library Fall Film Series: Alfred Hitchcock – Master of Suspense October 19, 6:00 pm – 7:00 pm Social Security – Understanding the Ins and Outs of Social Security + 1 More events on October 19, 2026	Tuesday, October 2020, October 2026, 4 events October 20, 5:30 pm – 8:00 pm CA$H BA$H October 20, 5:30 pm – 8:00 pm Mahjong 101 \| Beginner Class – The Gardens October 20, 6:30 pm – 9:00 pm Caymus Vineyards Wine Dinner at Stoney River + 1 More events on October 20, 2026	Wednesday, October 2121, October 2026, 3 events October 21, 10:00 am – 11:00 am Fall in Love with Birding October 21, 5:30 pm – 8:00 pm Mahjong 101 \| Beginner Class – The Gardens + 1 More events on October 21, 2026	Thursday, October 2222, October 2026, 2 events October 22, 4:00 pm – 7:00 pm Joey Fitz October 22, 6:00 pm – 7:00 pm Salty Girls Books x Homestead Gardens Book Club	Friday, October 2323, October 2026, 6 events October 23 – October 28: Garden Chores & Coffee: Houseplant Care for Fall & Winter October 23, 1:00 pm – 4:00 pm Narrative Nature Writing: A half-day workshop with Kathryn Aalto October 23, 1:00 pm – 4:00 pm Narrative Nature Writing: A half-day workshop with Kathryn Aalto October 23, 4:00 pm – 7:00 pm Michael McHenry + 2 More events on October 23, 2026	Saturday, October 2424, October 2026, 5 events October 24, 11:00 am – 3:00 pm The Jazz Perpetrators October 24, 1:30 pm – 4:30 pm Eastport Shuffle October 24, 3:00 pm – 4:00 pm Celebrating a Literary Treasure: Winnie-the-Pooh at 100 + 1 More events on October 24, 2026
5 ongoing events in the week of October 25 Advantages of Services in AHD Clinic Creative Circle – Monthly Meetup (2026) English Dance to delightful live music, excellent callers and friendly community English Dance to delightful live music, excellent callers and friendly community First Exposure: Beginner Photography (4- week workshop) See them in the list
Sunday, October 2525, October 2026, 5 events October 23 – October 28: Garden Chores & Coffee: Houseplant Care for Fall & Winter October 25, 11:00 am – 3:00 pm Dan Haas October 25, 2:00 pm – 4:00 pm Paint & Sip October 25, 2:00 pm – 5:00 pm CP Open Auditions for When the Hurlyburly’s Done + 1 More events on October 25, 2026	Monday, October 2626, October 2026, 3 events October 26, 4:00 pm – 7:00 pm Alliance Material Handling Trunk or Treat October 26, 5:30 pm – 8:00 pm Mahjong 102 \| Guided Play – The Gardens	Tuesday, October 2727, October 2026, 2 events October 27, 5:30 pm – 8:00 pm Mahjong 101 \| Beginner Class – The Gardens	Wednesday, October 2828, October 2026, 2 events October 28, 10:00 am – 11:00 am Holiday Planning & Entertaining	Thursday, October 2929, October 2026, 1 event October 29, 4:00 pm – 7:00 pm Joey Fitz	Friday, October 3030, October 2026, 3 events October 30 – November 4: Garden Chores & Coffee: Final Steps for Putting Your Garden to Bed October 30, 4:00 pm – 7:00 pm Michael McHenry October 30, 5:30 pm – 7:30 pm Folklore & Folktales Exhibit / Closing Reception + Artist Happy Hour	Saturday, October 3131, October 2026, 4 events October 31, 4:00 pm – 7:00 pm Adam Merkle October 31, 6:30 pm – 9:30 pm Contra Dance to delightful live music, excellent callers and friendly community October 31, 6:30 pm – 9:30 pm Contra Dance to delightful live music, excellent callers and friendly community