Upcoming social events in Annapolis: dates, times, venues and ticket prices for this weekend and the weeks ahead, updated daily.
All Maryland events · All DMV events
Tue, Oct 27, 2026 · 6:30 PM · $108.55 · Ashling Kitchen & Bar, 1286 State Rt 3 S, Crofton, MD 21114
Dine in spooky darkness while hearing ghostly tales on the Annapolis Haunted Dinner in the Dark tour!
Details for Haunted Dinner in the Dark with Annapolis Ghost Tours
Fri, Oct 30, 2026 · 9:00 PM · Free · 1676 Annapolis Road, Odenton, MD 21113
Mark your calendars and don't miss out on this event now each & every Friday. We can't wait to see you at the Friday Night Dance Party
Sat, Oct 31, 2026 · 6:00 PM · $151.23 · Rumhouse, 422 6th Street, Annapolis, MD 21403
An elegant Halloween masquerade at tip-free Rumhouse, with Caribbean food stations, a live rum experience, and music.
Details for Le Petit Masquerade @ Rumhouse (Caribbean Fine Dining - Annapolis)
Sat, Oct 31, 2026 · 7:00 PM · $28.52 · 1696 Annapolis Road, Odenton, MD 21113
Join us for a Grown & Sexy Costume Party on October 31st at 7 PM.
Sat, Oct 31, 2026 · 7:00 PM · Free · Pherm Brewing Company, 1041 Maryland 3, Gambrills, MD 21054
On Halloween the dead rise again
Sat, Oct 31, 2026 · 8:00 PM · $39.19–$300.62 · Blue Dolphin Seafood Bar & Grill, 1166 Rte 3 N, Gambrills, MD 21054
Halloween Masquerade Ball featuring Big Tony & Trouble Funk LIVE! Costumes, masks, music, dancing & legendary DC Go-Go vibes!
Details for Halloween Masquerade Ball featuring Big Tony & Trouble Funk
Sat, Oct 31, 2026 · 9:00 PM · Free · 1676 Annapolis Road, Odenton, MD 21113
Get ready to move and groove all night with tropical vibes and killer beats at the ultimate dance bash! Ladies buy 1 get 1 drink free b4 10P
Sat, Oct 31, 2026 · 9:30 PM · $7.18–$17.85 · Sidelines Sports Bar & Grill, 105 Chesapeake Center Court, Glen Burnie, MD 21060
Let’s get ready for the best Halloween party in the county! Please come dressed to impress and ready to have fun !!!!
Details for GVO SOUND PRESENTS: Trick or Freak! Halloween Costume Party!!
Sat, Nov 7, 2026 · 7:30 PM · $12.51–$17.85 · BSDC Latin, African & Cultural Dance Institute, 7954 Baltimore Annapolis Blvd, Suite 2CD, Glen Burnie, MD 21060
Come hang out, share some tasty dishes, and vibe with the community at our chill potluck night!
Details for BSDC First Saturday Social: Community Night + Potluck
Fri, Nov 13, 2026 · 7:00 PM · Free · Pherm Brewing Company, 1041 Maryland 3, Gambrills, MD 21054
Join us for Karaoke Night at Pherm Brewing
Sat, Nov 14, 2026 · 5:00 PM · $35 · 2553 Riva Rd, 2553 Riva Road, Annapolis, MD 21401
A calm, cozy in-person gathering in a beautiful setting for honest conversation and people worth knowing.
Sat, Nov 14, 2026 · 8:00 PM · $17.85–$28.52 · Metropolitan Kitchen & Lounge, 175 West Street, Annapolis, MD 21401
Get ready to vibe, laugh, and make epic memories at The Good Times Experience—fun times guaranteed!
Sat, Nov 14, 2026 · 9:00 PM · $39.19–$321.96 · The Grand Ballroom, LLC, 7489 Baltimore Annapolis Boulevard, Glen Burnie, MD 21061
Join us for a Grown Folks Weekend Getaway Nov 13-15th featuring the main event , The All Black Affair
Details for The All Black Affair • Grown Folks Weekend Getaway
Fri, Nov 20, 2026 · 6:00 PM · $79.57–$136.60 · Live! Casino & Hotel Maryland, 7002 Arundel Mills Circle, Severn, MD 21076
We're back for another epic night, please join us in celebrating our 251st Marine Corps Birthday on the 20th of November 2026.
Details for MARFORCYBER / MARFORSPACE / MCIC 251ST BIRTHDAY BALL
Sat, Nov 21, 2026 · 6:00 PM · $145.90 · Hilton Baltimore BWI Airport, 1739 West Nursery Road, Linthicum Heights, MD 21090
Come celebrate the 5th Chartering Day with the brothers of the Towson-Catonsville (MD) Alumni Chapter of Kappa Alpha Psi Fraternity, Inc
Details for Towson-Catonsville (MD) Alumni Chapter 5th Chartering Day Black Tie Gala
Sat, Dec 5, 2026 · 6:00 PM · $65.87 · Fleet Reserve Club Of Annapolis, 100 Compromise Street, Annapolis, MD 21401
Join us for our annual FRA 24 Holiday Party!
Sat, Dec 19, 2026 · 3:00 PM · $76.54 · Crowne Plaza 173 Jennifer Road, Annapolis, MD, 173 Jennifer Road, Annapolis, MD 21401
Get ready for the epic CARAFAP 2026 Gala — a night of fun, friends, and unforgettable memories!
Thu, Dec 31, 2026 · 9:00 PM · $121.71–$286.59 · Hilton Baltimore BWI Airport Hotel, 1739 West Nursery Road, Linthicum Heights, MD 21090
No one celebrates the New Year like Charm City Countdown. An all-inclusive event featuring gourmet dinner, open bar, entertainment and more!
Details for Charm City Countdown into 2027 - 18th Annual New Years Eve Charity Gala
Thu, Dec 31, 2026 · 9:00 PM · $161.90 · The Hotel at Arundel Preserves, 7795 Arundel Mills Blvd, Hanover, MD 21076
New Year's Eve Gala 2026
Fri, Jan 8, 2027 · 6:00 PM · $84.80 · 210 Holiday Court, Annapolis, MD 21401
Join us for a weekend of fun with two costume balls and a Renfaire Marketplace!