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Events and Things to do in Shady Side, MD

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

Glo Glo Bingo
Fri, Apr 17, 7:30 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
Glo Glo Bingo
Fri, Apr 17, 7:30 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
Live Arts Maryland Presents Timeless Brilliance
Sat, May 2, 7:30 PM
Annapolis · Maryland Hall
Live Arts Maryland Presents Timeless Brilliance
Sat, May 2, 7:30 PM
Annapolis · Maryland Hall
In-person Lactation Basics - AAMC Annapolis, MD
Wed, Apr 15, 5:00 PM
Annapolis · 2000 Medical Pkwy
In-person Lactation Basics - AAMC Annapolis, MD
Wed, Apr 15, 5:00 PM
Annapolis · 2000 Medical Pkwy
Almost full
Delta Garden Day Soirée... 43rd Annual Outstanding Minority Scholar Awards
Sun, Apr 26, 1:00 PM
Crofton · Crofton Country Club
Almost full
Delta Garden Day Soirée... 43rd Annual Outstanding Minority Scholar Awards
Sun, Apr 26, 1:00 PM
Crofton · Crofton Country Club
2026 Northeast Bible Quiz Extravaganza
Arnold · Antioch Apostolic Church
2026 Northeast Bible Quiz Extravaganza
Arnold · Antioch Apostolic Church
Sales end soon
Here and Now: An Evening of Authentic Relating
Thursday at 6:00 PM
Annapolis · Unitarian Universalist Church of Annapolis
Sales end soon
Here and Now: An Evening of Authentic Relating
Thursday at 6:00 PM
Annapolis · Unitarian Universalist Church of Annapolis
Spring into Summer
Sat, Apr 11, 10:00 AM
Stevensville · 1169 Shopping Center Rd
Spring into Summer
Sat, Apr 11, 10:00 AM
Stevensville · 1169 Shopping Center Rd
Going fast
An Evening with Chris Trapper
Sat, Apr 25, 7:00 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Going fast
An Evening with Chris Trapper
Sat, Apr 25, 7:00 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Almost full
1950's Prom Themed Murder Mystery Dinner
Sun, Apr 19, 5:00 PM
Crofton · Ashling Kitchen & Bar
Almost full
1950's Prom Themed Murder Mystery Dinner
Sun, Apr 19, 5:00 PM
Crofton · Ashling Kitchen & Bar
Leading Through Conflict: Practical Skills for Leaders
Tue, Mar 31, 10:00 AM
Annapolis · 2158 Renard Ct
Leading Through Conflict: Practical Skills for Leaders
Tue, Mar 31, 10:00 AM
Annapolis · 2158 Renard Ct
Rooted on the Rise: An Elevated Women’s Wellness Experience
Sat, Apr 25, 1:00 PM
Chesapeake Beach · Northeast Community Center
Rooted on the Rise: An Elevated Women’s Wellness Experience
Sat, Apr 25, 1:00 PM
Chesapeake Beach · Northeast Community Center
Going fast
The UN-Gala GALA
Sat, Apr 18, 11:00 AM
Annapolis · Great Frogs Winery
Going fast
The UN-Gala GALA
Sat, Apr 18, 11:00 AM
Annapolis · Great Frogs Winery
Kappa Derby 2026 (DMV-Area)
Sat, May 2, 2:00 PM
Brandywine · Hennessy Creek
Kappa Derby 2026 (DMV-Area)
Sat, May 2, 2:00 PM
Brandywine · Hennessy Creek
Let's Be Friends Spring Festival
Sun, May 31, 12:00 PM
Davidsonville · The Woodlands at Homestead Gardens
Let's Be Friends Spring Festival
Sun, May 31, 12:00 PM
Davidsonville · The Woodlands at Homestead Gardens
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Sat, May 30, 2:00 PM
Annapolis · Naval-Marine Corps Stadium
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Sat, May 30, 2:00 PM
Annapolis · Naval-Marine Corps Stadium
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
UPDATED PGSPN 5K Run Event - April 18, 2026
Sat, Apr 18, 7:30 AM
Bowie · Allen Pond Park
UPDATED PGSPN 5K Run Event - April 18, 2026
Sat, Apr 18, 7:30 AM
Bowie · Allen Pond Park
PMP Live Instructor Led Certification Training Bootcamp Parole, MD
Today at 9:00 AM
Parole · Parole
PMP Live Instructor Led Certification Training Bootcamp Parole, MD
Today at 9:00 AM
Parole · Parole
Resonance & Renewal: A Spring Sound Bath for Self-Compassion
Sat, Apr 18, 7:00 PM
Annapolis · 333 Dubois Rd
Resonance & Renewal: A Spring Sound Bath for Self-Compassion
Sat, Apr 18, 7:00 PM
Annapolis · 333 Dubois Rd
"A Suitable Conversation": The Game Night to Talk Your S♥️♣️T! APRIL
Thu, Apr 2, 6:00 PM
Upper Marlboro · The Free State Distillery, Inc
"A Suitable Conversation": The Game Night to Talk Your S♥️♣️T! APRIL
Thu, Apr 2, 6:00 PM
Upper Marlboro · The Free State Distillery, Inc

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:

Live Arts Maryland Presents Timeless Brilliance

In-person Lactation Basics - AAMC Annapolis, MD

Delta Garden Day Soirée... 43rd Annual Outstanding Minority Scholar Awards

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:

PMP Live Instructor Led Certification Training Bootcamp Parole, MD

Here and Now: An Evening of Authentic Relating

Leading Through Conflict: Practical Skills for Leaders

"A Suitable Conversation": The Game Night to Talk Your S♥️♣️T! APRIL