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Music Events and Things to do in Shady Side, MD

Search for something you love or check out popular events in your area.

Sales end soon
The Fabulous Hubcaps Concert at Rod 'N' Reel Resort
Today at 7:30 PM
Chesapeake Beach · Chesapeake Ballroom at Rod 'N' Reel Resort
Sales end soon
The Fabulous Hubcaps Concert at Rod 'N' Reel Resort
Today at 7:30 PM
Chesapeake Beach · Chesapeake Ballroom at Rod 'N' Reel Resort
The Hip Hop R&B Yacht Party Annapolis MD 4.26.26
Sun, Apr 26, 4:45 PM
Annapolis · Annapolis City Dock
The Hip Hop R&B Yacht Party Annapolis MD 4.26.26
Sun, Apr 26, 4:45 PM
Annapolis · Annapolis City Dock
Songbird Festival 2026
Sun, May 3, 10:00 AM
Annapolis · Maryland Hall
Songbird Festival 2026
Sun, May 3, 10:00 AM
Annapolis · Maryland Hall
An Evening with Chris Trapper
Sat, Apr 25, 7:00 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
An Evening with Chris Trapper
Sat, Apr 25, 7:00 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Tax Day Wind Down 2026
Fri, Apr 17, 8:30 PM
Gambrills · Blue Dolphin Seafood Bar & Grill
Tax Day Wind Down 2026
Fri, Apr 17, 8:30 PM
Gambrills · Blue Dolphin Seafood Bar & Grill
Going fast
Paul Gilbert VIP Experience // Annapolis, MD May 12
Tue, May 12, 4:00 PM
Annapolis · Rams Head On Stage
Going fast
Paul Gilbert VIP Experience // Annapolis, MD May 12
Tue, May 12, 4:00 PM
Annapolis · Rams Head On Stage
Going fast
Adult Line Dance Class
Today at 5:00 PM
Gambrills · 1334 Defense Hwy
Going fast
Adult Line Dance Class
Today at 5:00 PM
Gambrills · 1334 Defense Hwy
Going fast
DMV R&B Wine Festival Vendor Sign Up
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Going fast
DMV R&B Wine Festival Vendor Sign Up
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Almost full
LETS GO GIRLS - DUELING PIANOS SHOW
Sun, May 17, 6:00 PM
Crofton · Ashling Kitchen & Bar
Almost full
LETS GO GIRLS - DUELING PIANOS SHOW
Sun, May 17, 6:00 PM
Crofton · Ashling Kitchen & Bar
Almost full
SPIN ‘N FLOW SATURDAY: TRAP TWERKDOWN
Today at 12:00 PM
Bowie · Fitness 4 Less
Almost full
SPIN ‘N FLOW SATURDAY: TRAP TWERKDOWN
Today at 12:00 PM
Bowie · Fitness 4 Less
Jonathan Sloane in Annapolis, MD
Mon, Jun 15, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Jonathan Sloane in Annapolis, MD
Mon, Jun 15, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Marc Douglas Berardo and Grace Morrison in Annapolis, MD
Mon, Apr 20, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Marc Douglas Berardo and Grace Morrison in Annapolis, MD
Mon, Apr 20, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
The Heather Pierson Duo in Annapolis, MD
Mon, May 18, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
The Heather Pierson Duo in Annapolis, MD
Mon, May 18, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Karyn Oliver and Miles & Mafale in Annapolis
Mon, Jul 20, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Karyn Oliver and Miles & Mafale in Annapolis
Mon, Jul 20, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Pierce Pettis with Special Guest Danielle Howle in Annapolis
Mon, Aug 17, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Pierce Pettis with Special Guest Danielle Howle in Annapolis
Mon, Aug 17, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
SkunkFunk Fest 2026
Fri, Apr 24, 6:00 PM + 2 more
Salisbury · Micvidos
SkunkFunk Fest 2026
Fri, Apr 24, 6:00 PM + 2 more
Salisbury · Micvidos
ITZALL Goode and SHC Music Tribe Present Pete Best and Dana Cooper
Mon, Oct 19, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
ITZALL Goode and SHC Music Tribe Present Pete Best and Dana Cooper
Mon, Oct 19, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
50 SHADES OF GREYR&B NIGHT
Sat, Apr 4, 8:00 PM
Bowie · 9615 Oxbridge Way
50 SHADES OF GREYR&B NIGHT
Sat, Apr 4, 8:00 PM
Bowie · 9615 Oxbridge Way
Eclipse (Journey Tribute) Concert at Rod 'N' Reel Resort
Sat, Apr 11, 7:30 PM
Chesapeake Beach · Chesapeake Ballroom at Rod 'N' Reel Resort
Eclipse (Journey Tribute) Concert at Rod 'N' Reel Resort
Sat, Apr 11, 7:30 PM
Chesapeake Beach · Chesapeake Ballroom at Rod 'N' Reel Resort

Trends in Shady Side

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Frequently asked questions about Shady Side

What are the best events to attend?

According to Eventbrite, the best events are:

The Hip Hop R&B Yacht Party Annapolis MD 4.26.26

Songbird Festival 2026

An Evening with Chris Trapper

DMV R&B Wine Festival

Which events are currently trending in Shady Side?

The trending searches this month in Shady Side are:

wig install classes

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

SPIN ‘N FLOW SATURDAY: TRAP TWERKDOWN

Adult Line Dance Class

The Fabulous Hubcaps Concert at Rod 'N' Reel Resort

50 SHADES OF GREYR&B NIGHT