Events in Annapolis

Discover 272+ events in Annapolis, MD happening this week. Concerts, parties, dance nights, festivals & more. Updated daily — see what's trending tonight.

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Amazing Annapolis Scavenger Hunt - Annapolis, MD

Amazing Annapolis Scavenger Hunt

October 29th, 2026

35 Maryland Avenue, Annapolis, MD 21401Annapolis, MD

Your creative, nontraditional scavenger hunt begins at a scenic spot that's a local favorite. You'll get your digital quest from your live and interactive remote host. Then you’ll

Amazing Annapolis Scavenger Hunt - Annapolis, MD

Amazing Annapolis Scavenger Hunt

November 14th, 2026

35 Maryland Avenue, Annapolis, MD 21401Annapolis, MD

Your creative, nontraditional scavenger hunt begins at a scenic spot that's a local favorite. You'll get your digital quest from your live and interactive remote host. Then you’ll

Harbor Hustle - Annapolis, MD

Harbor Hustle

November 22nd, 2026

1 Dock Street, Annapolis, MD 21401Annapolis, MD

Discover Annapolis in an entertaining new way with Harbor Hustle , a digital scavenger hunt combining location-inspired clues, group activities, puzzles, observations, photogra

Court of Shadows

Court of Shadows

GameSocialFree

A free online game of power, betrayal, and silent influence. Bluff your way to victory!

Learn More Play Free

Annapolis Naval Intelligence Mission - Annapolis, MD

Annapolis Naval Intelligence Mission

November 12th, 2026

Dock Street, Annapolis, MD 21401Annapolis, MD

Social Adventures by Gabrielle Turn an ordinary outing into a new way to connect, discover, and play. Social Adventures by Gabrielle creates digital scavenger hunts filled with c

Amazing Annapolis Scavenger Hunt - Annapolis, MD

Amazing Annapolis Scavenger Hunt

November 13th, 2026

35 Maryland Avenue, Annapolis, MD 21401Annapolis, MD

Your creative, nontraditional scavenger hunt begins at a scenic spot that's a local favorite. You'll get your digital quest from your live and interactive remote host. Then you’ll

Catrina Crown-Making Night at Caliente Grill: Create, Connect & Celebrate - Annapolis, MD

Catrina Crown-Making Night at Caliente Grill: Create, Connect & Celebrate

October 28th, 2026

907 Bay Ridge Rd, Annapolis, MD 21403Annapolis, MD

Join us at Caliente Grill for a colorful evening of creativity, friendship, and celebration! Make your own Catrina-inspired flower crown just in time for Día de Muertos, Halloween—

Artamotive: Cool Car Paintings Featuring Works by Cindy Fletcher-Holden - Annapolis, MD

Artamotive: Cool Car Paintings Featuring Works by Cindy Fletcher-Holden

November 7th, 2026

68 Maryland Avenue, Annapolis, MD 21401Annapolis, MD

Artamotive: Cool Car Paintings is a special exhibition celebrating the artistry, engineering, and style of classic and new cars through stunning photorealistic paintings.A cool

Ari Hest at 49 West in Annapolis, MD - Annapolis, MD

Ari Hest at 49 West in Annapolis, MD

November 16th, 2026

49 West Street, Annapolis, MD 21401Annapolis, MD

ITZALL GOODE AND SHC Music Tribe Present Ari Hest Monday, November 16 at 7:30 PM at 49 West Coffeehouse, Winebar, and Gallery Online Tickets $20, Door $25 If you do not wish

Annapolis Naval Intelligence Mission - Annapolis, MD

Annapolis Naval Intelligence Mission

November 23rd, 2026

Dock Street, Annapolis, MD 21401Annapolis, MD

Social Adventures by Gabrielle Turn an ordinary outing into a new way to connect, discover, and play. Social Adventures by Gabrielle creates digital scavenger hunts filled with c

Amazing Annapolis Scavenger Hunt - Annapolis, MD

Amazing Annapolis Scavenger Hunt

December 6th, 2026

35 Maryland Avenue, Annapolis, MD 21401Annapolis, MD

Your creative, nontraditional scavenger hunt begins at a scenic spot that's a local favorite. You'll get your digital quest from your live and interactive remote host. Then you’ll

Amazing Annapolis Scavenger Hunt - Annapolis, MD

Amazing Annapolis Scavenger Hunt

November 24th, 2026

35 Maryland Avenue, Annapolis, MD 21401Annapolis, MD

Amazing Annapolis Scavenger Hunt

Amazing Annapolis Scavenger Hunt - Annapolis, MD

Amazing Annapolis Scavenger Hunt

November 6th, 2026

35 Maryland Avenue, Annapolis, MD 21401Annapolis, MD

Your creative, nontraditional scavenger hunt begins at a scenic spot that's a local favorite. You'll get your digital quest from your live and interactive remote host. Then you’ll

Annapolis Naval Intelligence Mission - Annapolis, MD

Annapolis Naval Intelligence Mission

November 30th, 2026

Dock Street, Annapolis, MD 21401Annapolis, MD

Social Adventures by Gabrielle Turn an ordinary outing into a new way to connect, discover, and play. Social Adventures by Gabrielle creates digital scavenger hunts filled with c

Sketch Night - Annapolis, MD

Sketch Night

December 10th, 2026

111 Chinquapin Round Road #Suite 200, Annapolis, MD 21401Annapolis, MD

Each sketch session features a unique model, from burlesque performers to professional life models, in costume or nude. PLEASE NOTE: Fourth Thursdays are dedicated nude figure

Annapolis Naval Intelligence Mission - Annapolis, MD

Annapolis Naval Intelligence Mission

December 8th, 2026

Dock Street, Annapolis, MD 21401Annapolis, MD

Social Adventures by Gabrielle Turn an ordinary outing into a new way to connect, discover, and play. Social Adventures by Gabrielle creates digital scavenger hunts filled with c

AACSPCA's Trick or Treat Trail - Annapolis, MD

AACSPCA's Trick or Treat Trail

October 25th, 2026

1815 Bay Ridge Avenue, Annapolis, MD 21403Annapolis, MD

Join us back this Halloween season for our Trick or Treat Trail! We're transforming our woods into a spooky & family friendly trail for the public to walk through, to experience a

Navy Midshipmen Tailgate Party - Annapolis, MD

Navy Midshipmen Tailgate Party

November 21st, 2026

100 Westgate Circle, Annapolis, MD 21401Annapolis, MD

Get ready for a night of fun at the Navy Midshipmen Tailgate Party! Join us at The Captain's Daughter on November 21, 2026 at 3 PM to celebrate the Navy as they play ag

Annapolis Naval Intelligence Mission - Annapolis, MD

Annapolis Naval Intelligence Mission

December 2nd, 2026

Dock Street, Annapolis, MD 21401Annapolis, MD

Social Adventures by Gabrielle Turn an ordinary outing into a new way to connect, discover, and play. Social Adventures by Gabrielle creates digital scavenger hunts filled with c

Ballet Theatre of Maryland presents "The Nutcracker" - Annapolis, MD

Ballet Theatre of Maryland presents "The Nutcracker"

December 12th, 2026

801 Chase Street, Annapolis, MD 21401Annapolis, MD

Celebrate the season with Ballet Theatre of Maryland’s The Nutcracker, a magical holiday tradition with dazzling dance and timeless music.

Annapolis Naval Intelligence Mission - Annapolis, MD

Annapolis Naval Intelligence Mission

December 22nd, 2026

Dock Street, Annapolis, MD 21401Annapolis, MD

Thanks for joining us! We're excited to help you explore, discover, and enjoy the outdoors!

Harbor Hustle - Annapolis, MD

Harbor Hustle

November 13th, 2026

1 Dock Street, Annapolis, MD 21401Annapolis, MD

Discover Annapolis in an entertaining new way with Harbor Hustle , a digital scavenger hunt combining location-inspired clues, group activities, puzzles, observations, photogra

Art Bar: Create, Sip + Socialize - Annapolis, MD

Art Bar: Create, Sip + Socialize

November 19th, 2026

1851 McGuckian Street #Suite B, Annapolis, MD 21401Annapolis, MD

How It Works Set the Scene: Soft candlelight transforms our studio into an intimate, lounge-like atmosphere Choose Your Adventure: Our friendly "waitress" will vis

Annapolis Naval Intelligence Mission - Annapolis, MD

Annapolis Naval Intelligence Mission

November 28th, 2026

Dock Street, Annapolis, MD 21401Annapolis, MD

Social Adventures by Gabrielle Turn an ordinary outing into a new way to connect, discover, and play. Social Adventures by Gabrielle creates digital scavenger hunts filled with c

Harbor Hustle - Annapolis, MD

Harbor Hustle

November 7th, 2026

1 Dock Street, Annapolis, MD 21401Annapolis, MD

Discover Annapolis in an entertaining new way with Harbor Hustle , a digital scavenger hunt combining location-inspired clues, group activities, puzzles, observations, photogra

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