Events and Things to do in Shady Side, MD

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Almost full
Horsemanship Badge Day | May
Fri, May 29, 5:30 PM
Owings · Freedom Hill Horse Rescue
Almost full
Horsemanship Badge Day | May
Fri, May 29, 5:30 PM
Owings · Freedom Hill Horse Rescue
Sales end soon
Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia
Wednesday at 6:30 PM
Bowie · Solomon Eye Physicians and Surgeons LLC - Bowie
Sales end soon
Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia
Wednesday at 6:30 PM
Bowie · Solomon Eye Physicians and Surgeons LLC - Bowie
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
Sales end soon
LETS GO GIRLS - DUELING PIANOS SHOW
Tomorrow at 6:00 PM
Crofton · Ashling Kitchen & Bar
Sales end soon
LETS GO GIRLS - DUELING PIANOS SHOW
Tomorrow at 6:00 PM
Crofton · Ashling Kitchen & Bar
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
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
‘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
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
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
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
Sales end soon
PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH
Monday at 9:30 AM
Annapolis · CREA Hair Studio
Sales end soon
PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH
Monday at 9:30 AM
Annapolis · CREA Hair Studio
Gathering of Light | Nancy’s Akashic Records Circle
Sun, Jun 7, 12:00 PM
Annapolis · Annapolis Crystals
Gathering of Light | Nancy’s Akashic Records Circle
Sun, Jun 7, 12:00 PM
Annapolis · Annapolis Crystals
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
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
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
Boss Connections: The Networking Event You Don’t Want to Miss
Sun, Jun 7, 4:30 PM
Dunkirk · Fresco Studios, LLC
Boss Connections: The Networking Event You Don’t Want to Miss
Sun, Jun 7, 4:30 PM
Dunkirk · Fresco Studios, LLC
Sales end soon
Books & Bottles - Winery Book Club Series (May)
Thursday at 6:30 PM
Brandywine · Robin Hill Farm and Vineyards
Sales end soon
Books & Bottles - Winery Book Club Series (May)
Thursday at 6:30 PM
Brandywine · Robin Hill Farm and Vineyards
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
Going fast
Welcome to AmericanK9's Puppies & Pizza at Freedom Ranch Labradors
Tue, Jun 9, 5:00 PM
Davidsonville · 3869 Birdsville Rd
Going fast
Welcome to AmericanK9's Puppies & Pizza at Freedom Ranch Labradors
Tue, Jun 9, 5:00 PM
Davidsonville · 3869 Birdsville Rd

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:

Horsemanship Badge Day | May

Fairways and Fine Wine

Johnny Seaton & Bad Behavior | Elvis Tribute

Sunset, Cigars and Sundresses

Which events are currently trending in Shady Side?

The trending searches this month in Shady Side are:

Which events are coming up?

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

LETS GO GIRLS - DUELING PIANOS SHOW

PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH

Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia

Books & Bottles - Winery Book Club Series (May)

Horsemanship Badge Day | May

Horsemanship Badge Day | May

Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia

Clear Vision, Clearer Minds: The Eye–Brain Connection in Dementia

Fairways and Fine Wine

Fairways and Fine Wine

LETS GO GIRLS - DUELING PIANOS SHOW

LETS GO GIRLS - DUELING PIANOS SHOW

Johnny Seaton & Bad Behavior | Elvis Tribute

Johnny Seaton & Bad Behavior | Elvis Tribute

Sunset, Cigars and Sundresses

Sunset, Cigars and Sundresses

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

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

Advanced Sex Offender Specialist Interview Course 2026

Advanced Sex Offender Specialist Interview Course 2026

DMV R&B Wine Festival Vendor Sign Up

DMV R&B Wine Festival Vendor Sign Up

Groove Spot Band & Show

Groove Spot Band & Show

PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH

PRETTY LITTLE BLONDE | ANNAPOLIS, MD MAY 18TH

Gathering of Light | Nancy’s Akashic Records Circle

Gathering of Light | Nancy’s Akashic Records Circle

7th Annual Sundresses & Cigars

7th Annual Sundresses & Cigars

The Reagan Years | Original 80's Tribute

The Reagan Years | Original 80's Tribute

Stars, Stripes & Second Chances Dinner & Dance

Stars, Stripes & Second Chances Dinner & Dance

AmericanK9's Sip & Snuggle

AmericanK9's Sip & Snuggle

Boss Connections: The Networking Event You Don’t Want to Miss

Boss Connections: The Networking Event You Don’t Want to Miss

Books & Bottles - Winery Book Club Series (May)

Books & Bottles - Winery Book Club Series (May)

Jonathan Sloane in Annapolis, MD

Jonathan Sloane in Annapolis, MD

Welcome to AmericanK9's Puppies & Pizza at Freedom Ranch Labradors

Welcome to AmericanK9's Puppies & Pizza at Freedom Ranch Labradors

Things to do around Shady Side

Trends in Shady Side

1. Wig install classes

2. Flea markets

3. Vendors wanted

4. Vendors needed

5. Summer craft fair

6. Summer

7. Rod n reel

8. Rock the dock

9. Oral proficiency interview registration

10. Oral proficiency interview

11. Maternity tour

12. Hotel california

What are the best events to attend?

Which events are currently trending in Shady Side?

Which events are coming up?