What's happening in Annapolis this weekend?

There are 9 events happening in Annapolis this weekend (May 22 – May 24, 2026), including 4 music, 2 nightlife, 2 dance events. Browse the full lineup on VenuNite.

Are there free things to do in Annapolis this weekend?

Yes! There are 6 free events in Annapolis this weekend, including concerts, open mics, and community events. Browse them all on VenuNite.

Where can I find things to do in Annapolis, Maryland?

VenuNite aggregates live events from venues across Annapolis. Browse by date, venue, or event type to find what's happening near you.

9 Things to Do in Annapolis This Weekend (May 22–24)

This weekend in Annapolis, Maryland brings 9 live events across the city — from music to nightlife to dance. 6 events are free. Here's what's on.

Never miss a show

Your Weekend Guide to Annapolis

Friday, May 22

Karaoke Night ft. Josh at The Brass Tap Baltimore — Every Thursday!

Annapolis Bar Hunt

Eli Lev Concert

Saturday, May 23

Baptism Workshop

Sunday, May 24

Baltimore's Original Jazz Brunch ft. Ed Hrybyk Trio at The Brass Tap — Ever

Marcus Miller (5:00 PM)

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Frequently Asked Questions

CTA Prom

Dancing Night at Caliente Grill - Class & Social Dance

Paul Cullen - Good Times with Bad Company