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Events and Things to do in Shady Side, MD

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‘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
Sunset, Cigars and Sundresses
Sun, Jun 28, 12:00 PM
Upper Marlboro · Elks Lodge
Sunset, Cigars and Sundresses
Sun, Jun 28, 12:00 PM
Upper Marlboro · Elks Lodge
Advanced Sex Offender Specialist Interview Course 2026
Wed, Jun 24, 8:00 AM
Annapolis · The Westin Annapolis
Advanced Sex Offender Specialist Interview Course 2026
Wed, Jun 24, 8:00 AM
Annapolis · The Westin Annapolis
Fairways and Fine Wine
Fri, May 29, 6:30 PM
Bowie · The Lab 301
Fairways and Fine Wine
Fri, May 29, 6:30 PM
Bowie · The Lab 301
Almost full
DMV R&B Wine Festival Vendor Sign Up
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Almost full
DMV R&B Wine Festival Vendor Sign Up
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Uniquestylintee Creative Suite Presents... Color & Conversation
Sun, May 31, 2:00 PM
Upper Marlboro · 5308 Water St
Uniquestylintee Creative Suite Presents... Color & Conversation
Sun, May 31, 2:00 PM
Upper Marlboro · 5308 Water St
7th Annual Sundresses & Cigars
Sat, Jun 13, 4:00 PM
Mitchellville · Country Club At Woodmore
7th Annual Sundresses & Cigars
Sat, Jun 13, 4:00 PM
Mitchellville · Country Club At Woodmore
Going fast
AmericanK9's Sip & Snuggle
Fri, Jun 5, 7:00 PM
Davidsonville · 3869 Birdsville Rd
Going fast
AmericanK9's Sip & Snuggle
Fri, Jun 5, 7:00 PM
Davidsonville · 3869 Birdsville Rd
Full Moon Guided Meditation & Gong Sound Bath
Sun, May 31, 5:30 PM
Deale · Harmony HIlls
Full Moon Guided Meditation & Gong Sound Bath
Sun, May 31, 5:30 PM
Deale · Harmony HIlls
Daphne Eckman Band, Dream Punch, Joy on Fire, and Noise Merchants
Fri, Jun 26, 7:00 PM
Annapolis · Metropolitan Kitchen & Lounge
Daphne Eckman Band, Dream Punch, Joy on Fire, and Noise Merchants
Fri, Jun 26, 7:00 PM
Annapolis · Metropolitan Kitchen & Lounge
Going fast
Eats Beats and Drinks Ultimate Memorial Day Party
Sunday at 4:00 PM
Brandywine · Hennessy Creek
Going fast
Eats Beats and Drinks Ultimate Memorial Day Party
Sunday at 4:00 PM
Brandywine · Hennessy Creek
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
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
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
Shake, Rattle & Bingo
Fri, Jun 19, 5:00 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
Shake, Rattle & Bingo
Fri, Jun 19, 5:00 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
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
In-Person Newborn Care
Tue, Jul 14, 4:30 PM
Annapolis · Belcher Pavilion
In-Person Newborn Care
Tue, Jul 14, 4:30 PM
Annapolis · Belcher Pavilion
Sales end soon
SOLOW Volume I - By Cyrus Mooney
Wednesday at 7:00 PM
Upper Marlboro · 1001 Prince Georges Blvd
Sales end soon
SOLOW Volume I - By Cyrus Mooney
Wednesday at 7:00 PM
Upper Marlboro · 1001 Prince Georges Blvd
Reflect & Create: A Multidimensional Health Workshop with Alicia & Casey
Thu, Jun 11, 6:30 PM
Annapolis · Annapolis Crystals
Reflect & Create: A Multidimensional Health Workshop with Alicia & Casey
Thu, Jun 11, 6:30 PM
Annapolis · Annapolis Crystals
Going fast
Afro - Soca Wine Music & Food Festival Vendor Sign Up
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Going fast
Afro - Soca Wine Music & Food Festival Vendor Sign Up
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds

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:

‘Just looking?’: Evaluating Risk in Online Behavior Course 2026

Sunset, Cigars and Sundresses

Advanced Sex Offender Specialist Interview Course 2026

DMV R&B Wine Festival Vendor Sign Up

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:

Eats Beats and Drinks Ultimate Memorial Day Party

SOLOW Volume I - By Cyrus Mooney

Fairways and Fine Wine

Uniquestylintee Creative Suite Presents... Color & Conversation