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Events and Things to do in Shady Side, MD

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DMV Line Dance Field Party
Sat, Jun 20, 5:00 PM
Lothian · Drury Ball Park
DMV Line Dance Field Party
Sat, Jun 20, 5:00 PM
Lothian · Drury Ball Park
Going fast
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Going fast
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Groove Spot Band & Show
Sun, Jun 21, 2:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Groove Spot Band & Show
Sun, Jun 21, 2:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Johnny Seaton & Bad Behavior | Elvis Tribute
Sat, Jun 27, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Johnny Seaton & Bad Behavior | Elvis Tribute
Sat, Jun 27, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
The NoWhere Men Concert
Sun, Jul 12, 2:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
The NoWhere Men Concert
Sun, Jul 12, 2:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Eclipse | The Ultimate Journey Tribute
Sat, Jul 4, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Eclipse | The Ultimate Journey Tribute
Sat, Jul 4, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Almost full
Josh Wallace 2nd Annual Youth Football Camp
Sat, Jun 27, 9:00 AM
Bowie · Whitemarsh Park
Almost full
Josh Wallace 2nd Annual Youth Football Camp
Sat, Jun 27, 9:00 AM
Bowie · Whitemarsh Park
Shake, Rattle & Bingo
Friday at 5:00 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
Shake, Rattle & Bingo
Friday at 5:00 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
Going fast
In-person Lactation Basics - AAMC Annapolis, MD
Wednesday at 5:00 PM
Annapolis · 2000 Medical Pkwy
Going fast
In-person Lactation Basics - AAMC Annapolis, MD
Wednesday at 5:00 PM
Annapolis · 2000 Medical Pkwy
Sales end soon
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Wednesday at 6:00 PM
Annapolis · Great Frogs Winery
Sales end soon
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Wednesday at 6:00 PM
Annapolis · Great Frogs Winery
The District of Scent Sip, Scent, and Swing
Sat, Jul 11, 6:00 PM
Upper Marlboro · 14210 Slidell Ct
The District of Scent Sip, Scent, and Swing
Sat, Jul 11, 6:00 PM
Upper Marlboro · 14210 Slidell Ct
Carriages on West Street
Sun, Aug 9, 8:30 AM
Annapolis · Carriages on West Street
Carriages on West Street
Sun, Aug 9, 8:30 AM
Annapolis · Carriages on West Street
The Reagan Years | Original 80's Tribute
Fri, Jul 17, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
The Reagan Years | Original 80's Tribute
Fri, Jul 17, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Comedy Club Takeover at TGI Fridays Annapolis | Live Stand-Up Comedy Night
Thu, Jun 25, 8:00 PM
Annapolis · TGI Fridays
Comedy Club Takeover at TGI Fridays Annapolis | Live Stand-Up Comedy Night
Thu, Jun 25, 8:00 PM
Annapolis · TGI Fridays
All-Star Purple Party | Prince Tribute
Sat, Jul 25, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
All-Star Purple Party | Prince Tribute
Sat, Jul 25, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
‘Just looking?’: Evaluating Risk in Online Behavior Course 2026
Mon, Jun 22, 8:00 AM
Annapolis · The Westin Annapolis
‘Just looking?’: Evaluating Risk in Online Behavior Course 2026
Mon, Jun 22, 8:00 AM
Annapolis · The Westin Annapolis
Sales end soon
2nd Annual Juneteenth Celebration
Thursday at 6:00 PM
Annapolis · The Oaks Inn Annapolis
Sales end soon
2nd Annual Juneteenth Celebration
Thursday at 6:00 PM
Annapolis · The Oaks Inn Annapolis
Stars, Stripes & Second Chances Dinner & Dance
Sat, Jul 25, 6:00 PM
Deale · Deale Elks Lodge #2528
Stars, Stripes & Second Chances Dinner & Dance
Sat, Jul 25, 6:00 PM
Deale · Deale Elks Lodge #2528
Pure Comedy: Annapolis Stand Up Showcase
Sat, Jun 20, 8:00 PM
Annapolis · Pure Boardshop
Pure Comedy: Annapolis Stand Up Showcase
Sat, Jun 20, 8:00 PM
Annapolis · Pure Boardshop

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:

DMV Line Dance Field Party

DMV R&B Wine Festival

Groove Spot Band & Show

Afro - Soca Wine Music & Food 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:

In-person Lactation Basics - AAMC Annapolis, MD

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

2nd Annual Juneteenth Celebration

Shake, Rattle & Bingo