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Events in Shady Side, MD

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5th Annapolis Santa Stroll from Peake Social!
Sat, Dec 6, 12:30 PM
Annapolis · Annapolis
5th Annapolis Santa Stroll from Peake Social!
Sat, Dec 6, 12:30 PM
Annapolis · Annapolis
Breakfast With Santa at The Kentmorr Beach Bar and Grill
Sat, Dec 20, 9:00 AM
Stevensville · The Kentmorr Beach Bar & Grill
Breakfast With Santa at The Kentmorr Beach Bar and Grill
Sat, Dec 20, 9:00 AM
Stevensville · The Kentmorr Beach Bar & Grill
Famous lounge and Jamz fit Presents Ugly Sweater Party
Sun, Dec 14, 6:00 PM
Upper Marlboro · Famous Lounge Restaurant & Bar
Famous lounge and Jamz fit Presents Ugly Sweater Party
Sun, Dec 14, 6:00 PM
Upper Marlboro · Famous Lounge Restaurant & Bar
CloudElite’s 5-Year Anniversary: A Tech and Wealth Summit
Fri, Dec 12, 6:00 PM
Bowie · Aspen at Melford Town Center
CloudElite’s 5-Year Anniversary: A Tech and Wealth Summit
Fri, Dec 12, 6:00 PM
Bowie · Aspen at Melford Town Center
Selling quickly
Vintage Vibe Finds private holiday shopping experience
Sun, Dec 14, 7:00 PM
Annapolis · 40 Hudson St unit 107
Selling quickly
Vintage Vibe Finds private holiday shopping experience
Sun, Dec 14, 7:00 PM
Annapolis · 40 Hudson St unit 107
In-person Lactation Basics - AAMC Annapolis, MD
Wed, Dec 17, 5:00 PM
Annapolis · 2000 Medical Pkwy
In-person Lactation Basics - AAMC Annapolis, MD
Wed, Dec 17, 5:00 PM
Annapolis · 2000 Medical Pkwy
NYE Glo Glo Bingo
Wed, Dec 31, 8:00 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
NYE Glo Glo Bingo
Wed, Dec 31, 8:00 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
Live Arts Maryland presents Christmas with Cantori
Sun, Dec 7, 3:00 PM
Annapolis · Annapolis Mall
Live Arts Maryland presents Christmas with Cantori
Sun, Dec 7, 3:00 PM
Annapolis · Annapolis Mall
T Rose International Bridal Show Annapolis 2025
Sun, Dec 7, 12:00 PM
Annapolis · Crowne Plaza Annapolis, an IHG Hotel
T Rose International Bridal Show Annapolis 2025
Sun, Dec 7, 12:00 PM
Annapolis · Crowne Plaza Annapolis, an IHG Hotel
Holiday Paw-ty & Adoption Event
Sun, Dec 7, 12:00 PM
Crownsville · Crownsville Canine
Holiday Paw-ty & Adoption Event
Sun, Dec 7, 12:00 PM
Crownsville · Crownsville Canine
Mahjong & Mistletoe: A Holiday Mix & Match
Thu, Dec 4, 6:00 PM
Stevensville · Kent Island Resort
Mahjong & Mistletoe: A Holiday Mix & Match
Thu, Dec 4, 6:00 PM
Stevensville · Kent Island Resort
The Choptank's New Years Eve Party
Wed, Dec 31, 8:00 PM
Annapolis · The Choptank - Annapolis
The Choptank's New Years Eve Party
Wed, Dec 31, 8:00 PM
Annapolis · The Choptank - Annapolis
Krimson & Kreme Holiday Social: A Season of Giving
Sat, Dec 6, 4:00 PM
Upper Marlboro · Famous Lounge Restaurant & Bar
Krimson & Kreme Holiday Social: A Season of Giving
Sat, Dec 6, 4:00 PM
Upper Marlboro · Famous Lounge Restaurant & Bar
Annapolis Holiday of Lights Boat Parade
Sat, Dec 13, 5:00 PM
Annapolis · 680 Americana Dr
Annapolis Holiday of Lights Boat Parade
Sat, Dec 13, 5:00 PM
Annapolis · 680 Americana Dr
Sales end soon
17th Annual Black Friday Jam
Today at 8:30 PM
Gambrills · Blue Dolphin Seafood Bar & Grill
Sales end soon
17th Annual Black Friday Jam
Today at 8:30 PM
Gambrills · Blue Dolphin Seafood Bar & Grill
Live Arts Maryland Presents Handel's Messiah
Sun, Dec 21, 3:00 PM
Annapolis · St. Anne's Parish
Live Arts Maryland Presents Handel's Messiah
Sun, Dec 21, 3:00 PM
Annapolis · St. Anne's Parish
Psychic Affairs of Maryland
Sun, Dec 7, 9:00 AM
Gambrills · Bowie Elks Lodge No 2309
Psychic Affairs of Maryland
Sun, Dec 7, 9:00 AM
Gambrills · Bowie Elks Lodge No 2309
Luv For Our City - DCVYBE at Famous lounge
Wed, Dec 17, 7:00 PM
Upper Marlboro · Famous Lounge Restaurant & Bar
Luv For Our City - DCVYBE at Famous lounge
Wed, Dec 17, 7:00 PM
Upper Marlboro · Famous Lounge Restaurant & Bar
Selling quickly
A Date with Clay
Fri, Dec 12, 6:00 PM
Tracys Landing · SoCo Arts Lab
Selling quickly
A Date with Clay
Fri, Dec 12, 6:00 PM
Tracys Landing · SoCo Arts Lab

Trends in Shady Side

Explore more trends

Frequently asked questions about Shady Side

What are the best events to attend?

According to Eventbrite, the best events are:

Breakfast With Santa at The Kentmorr Beach Bar and Grill

Famous lounge and Jamz fit Presents Ugly Sweater Party

CloudElite’s 5-Year Anniversary: A Tech and Wealth Summit

Vintage Vibe Finds private holiday shopping experience

Which events are currently trending in Shady Side?

The trending searches this month in Shady Side are:

vendors needed

prince frederick craft fair november 8 2025

wig install classes

wharf 38

Which events are coming up?

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

17th Annual Black Friday Jam

Mahjong & Mistletoe: A Holiday Mix & Match

5th Annapolis Santa Stroll from Peake Social!

Krimson & Kreme Holiday Social: A Season of Giving

5th Annapolis Santa Stroll from Peake Social!

5th Annapolis Santa Stroll from Peake Social!

Breakfast With Santa at The Kentmorr Beach Bar and Grill

Breakfast With Santa at The Kentmorr Beach Bar and Grill

Famous lounge and Jamz fit Presents Ugly Sweater Party

Famous lounge and Jamz fit Presents Ugly Sweater Party

CloudElite’s 5-Year Anniversary: A Tech and Wealth Summit

CloudElite’s 5-Year Anniversary: A Tech and Wealth Summit

Vintage Vibe Finds private holiday shopping experience

Vintage Vibe Finds private holiday shopping experience

In-person Lactation Basics - AAMC Annapolis, MD

In-person Lactation Basics - AAMC Annapolis, MD

NYE Glo Glo Bingo

NYE Glo Glo Bingo

Live Arts Maryland presents Christmas with Cantori

Live Arts Maryland presents Christmas with Cantori

T Rose International Bridal Show Annapolis 2025

T Rose International Bridal Show Annapolis 2025

Holiday Paw-ty & Adoption Event

Holiday Paw-ty & Adoption Event

Mahjong & Mistletoe: A Holiday Mix & Match

Mahjong & Mistletoe: A Holiday Mix & Match

The Choptank's New Years Eve Party

The Choptank's New Years Eve Party

Krimson & Kreme Holiday Social: A Season of Giving

Krimson & Kreme Holiday Social: A Season of Giving

Annapolis Holiday of Lights Boat Parade

Annapolis Holiday of Lights Boat Parade

17th Annual Black Friday Jam

17th Annual Black Friday Jam

Live Arts Maryland Presents Handel's Messiah

Live Arts Maryland Presents Handel's Messiah

Psychic Affairs of Maryland

Psychic Affairs of Maryland

Luv For Our City - DCVYBE at Famous lounge

Luv For Our City - DCVYBE at Famous lounge

A Date with Clay

A Date with Clay

Things to do around Shady Side

Trends in Shady Side

1. Vendors needed

2. Prince frederick craft fair november 8 2025

3. Wig install classes

4. Wharf 38

5. November

6. Twilight sip

7. Sala de despecho

8. Pie giveaway great falls

9. Pie giveaway

10. Mommy and me

11. Indoor

12. Housing provider association